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Travel Outfits: How to Look Chic When You’re Flying

Listen—I’m all about rocking a cute travel outfit when I’m heading out of town…but I wouldn’t be caught dead wearing heels to the airport.

To be honest, I don’t even like wearing jeans on a plane (although I’ll occasionally make an exception if they’re REALLY comfortable jeans , or if my flight is under three hours.)

Usually you’ll find me rocking a head-to-toe set of my favorite affordable cashmere during the winter, and a lightweight loungewear set during the summer.

I often see pictures of bloggers at the airport posing next to their cute pink luggage wearing like…wedges and a mini-dress. HARD PASS. How is that even comfortable? When you’re en route to the airport (and your final destination) it’s all about feeling comfortable.

For this reason, I decided to put together a little guide to cute travel outfits…featuring things that you’ll actually want to travel in , whether you’re heading out for a winter getaway or a girls trip .

Because believe it or not, it’s possible to rock comfy loungewear, leggings, or a jumpsuit and still look SUPER chic, as long as you style them properly (especially my favorite faux leather leggings .)

Below are a handful of great travel outfits I found while trolling IG—and the exact things you can buy to replicate them.

(Also: if you’re also on the hunt for stylish carry-on luggage or if you need some good go-to travel toiletries…I got you covered.)

Chic Travel Outfits

Here, I’m sharing a handful of my go-to travel outfit pieces. These are all items that I think you should have in your closet regardless of how often you go on a getaway, but they just so happen to be particularly comfy choices when going on a plane.

These picks will of course depend on how long your flight is and where you’re headed, but overall, I think they’re practical for travel days.

The only caveat here is that I know a jumpsuit isn’t exactly ideal if you’re going on a long-haul flight—however—I personally don’t mind wearing them on planes because they’re so comfy and not really that difficult to slip in and out of when you need a bathroom break.

If jumpsuits aren’t your jam, there are plenty of other ideas in this post that should work for you, like a cute matching sweatsuit or leggings and a leather jacket. Without further ado, here are the staples I’d recommend having on hand for travel days.

1. An Amazon Set

2. A Comfy Jacket

3. Sweatpants

4. A Cozy Jumpsuit

5. White Sneakers (or Slip-On Sneakers)

6. A Travel Bag

Travel Outfit Style Guide

Looking for more travel outfit inspo? I put together the four looks below, which are just as cute as they are practical. I love that you can wear these on and off the plane—perfect for those days when you have to go directly from the airport to a social event or outing.

COZY & CASUAL

Sweatshirt (similar) | Leggings | White Sneakers | Carry-On Bag

Looking for more travel secrets? Check out my post about How I Use Credit Card Points to Travel for Free.

Lots of layers.

Sweatshirt | Sweatpants | Sneakers | Faux Fur Coat | Belt Bag

COMFY TROUSERS

Crew Neck Sweatshirt | Trousers | Slide Sandals

SIMPLE YET CHIC

Flared Leggings |  Half-Zip Jacket | White Sneakers

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This post gave me a more clear idea of what I will wear when travelling and I especially loved the part where you mentioned the all black and all white monochromatic looks .

I do not think I would wear white on a plane. No to the belly sticking out as well. I do like the stretchy pants and sneakers.

Why would anyone wear a jumpsuit on a plane? The toilets are used by hundreds of people, now you want to pull down the top part of your clothes and have it dangling somewhere near the toilet, while you’re sitting on a toilet that exposes the part that gets wee on when the seat is up? Eeu that’s all kind of germ wrong!! But I do love the little 3/4 joggers! Def looking for some of those for my next long haul (when this pandemic is over!)

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FASHION , Travel Outfits

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Even though I like to feel comfortable in my clothing during flights, I don’t want to necessarily throw away style either. Check out a few airplane outfit ideas to feel relaxed but still look chic when traveling!  

Best Real People Airplane Outfit Ideas

Table of contents.

Mastering the right outfit to wear on an airplane is no easy feat. You have the plane climate and destination climate to consider, and you want to still look stylish while feeling comfortable.

One of the key ways I come up with flight outfit ideas is by creating an interchangeable capsule wardrobe . Not only does it help with simplified packing, which can easily fit into a carryon suitcase, but I can revolve what I wear on the airplane to sightseeing, nature excursions, and even nights out on the town.

A travel capsule wardrobe should be composed of soft, yet packable fabrics that can compress and be organized into packing cubes . And each item should mix and match with each other, be super versatile, so that means I can pack less but still cover all my activities. And, of course, have nice styling details too!

Anyway, recently I felt moved to think about the best airplane outfit ideas due to people-watching at the airport and noting some real-life travel looks that fit well in capsule wardrobes. (They basically rocked!)

Regardless of your style, we’ve recreated these looks that may spark something in you as well:

• Easy Comfort
• Glam Globetrotter
• Easy Breezy
• Rocker Chic
• Pretty in Pink

You can also take a peek at my personal airplane outfits by season: 

Fall: Comfy Jetsetter Airplane Outfit

Winter: indie edge airplane outfit.

• Winter: All-Black Chic Airplane Outfit

Spring: Sleek Airplane Outfit

Summer: light and breezy airplane outfit.

Now, check out some of the best airplane travel outfits for each of these looks, along with my own! 

Best Airplane Outfits for Women

Cardigan |  V-neck |  Leggings  |  Boots  |  Duffel

Easy Comfort Airplane Outfit

This by far is the easiest airport outfit for anyone to duplicate. Easy to wear basics in neutral interchangeable colors plus a few stylish accessories – simple flight fashion!

The perfect formula for an easy to wear comfortable airplane outfit is a classic combo of fitted tee plus leggings. Pair with a cute yet cozy layer such as a long cardigan and shoes that are easy to remove to go through security.

Button Up | V Neck | Jeans  |  Boots  |  Earrings  |  Jacket  |  Suitcase

Editor’s Tip Pick for an Airplane Outfit

This look is definitely for the ultra-glam jetsetter. I saw this airport outfit on a woman as she went through security and I couldn’t help but stare in awe at her elegance and designer style. I’m not sure I could pull this off but cheers to you if you can!

Dress  |  Scarf  |  Sandals  |  Handbag

Airplane Outfit for a Beach Vacation

One of the loveliest airplane travel outfit ideas—what a great look if you’re headed to a warm destination! I’d definitely carry a cardigan with me in my personal item for the in-flight chills but this is sexy, sophisticated, and a cool take on this season’s neutral – military green.

Boots  | Pants  |  Shirt  |  Jacket  |  Bag |  Carry-On

First Class Airplane Outfit

This outfit is definitely more up my alley, at least when traveling to cities. The one issue is the metal on the jacket and boots but they’re easy to take off as you go through the security line. Totally worth a little effort.

Trench  |  T Shirt  |  Denim  |  Trainers | Purse

Casual yet Chic Airplane Outfit

Understated elegance, this classic look seems to be a timeless airport outfit in Europe since I saw women of all ages sporting an ensemble such as this. The trench was EVERYWHERE at Heathrow airport in November and rightfully so. It’s an investment piece that’s sure to stand the test of time. Seriously, one of the top outfits to wear on airplane trips!   

Boots | Sweater  |  Jeans  |  Coat  | Handbag

Feminine Airplane Outfit

I absolutely love this airplane style outfit and can imagine an epic picture in front of the Eiffel Tower in Paris. The neutral wardrobe is offset by the bold statement coat which is a great travel strategy when traveling in the winter. After all, your pictures will mostly be of you in a coat, why not make it a great one?

Trousers  |  Top  |  Boots

Boho Cozy Airplane Outfit

This look took me by surprise but I really like the unexpected combination. Easy to wear, comfortable pieces with weather-friendly boots , and a few key boho pieces that exude editorial-worthy confidence. Love it!

My Best Airplane Outfits

Now that we’ve given you some real-people inspiration, check out some of my favorite flying outfit ideas from yore, along with the seasons I wore them! 

Wearing my All Saints leather iacket with Delsey Suitcase during my flight to Thailand

Fall can be a tricky time of year. I try to avoid going full-on winter and in this case, I was traveling to Thailand during October, so knew I’d shed things like scarves for an airy tank top upon landing.

I love this look because it’s clean and easy to put together. The pants have a give and the coat is fitted but I can move my elbows and arms with ease.  A scarf is particularly topical for fall because when there’s a slight chill it instantly warms me up.   

My flight from US to England with All Saints leather jacket , | Ankle Boots ( similar ),  Delsey suitcase and Rebecca Minkoff backpack

While I tend to wear simple colors, I still like a bit of rock n’ roll edge to my look every so often!  

For this airplane outfit, I was traveling during the wintertime from the US to England and wanted some warmth, so I wore a leather jacket and layered a shirt underneath that. I then put on my fave jeans and then slid in some funky low-heeled ankle boots. I was comfy and cozy I tell you!   

Blouse | Spanx Leggings | Tory Burch Flats | Longchamp Tote | Delsey Suitcase

This beauty is my new fave airplane outfit that’s awesome for spring (or early fall)! 

The look is super stylish but seriously comfortable. I prefer movement and stretch in my pants when I fly and these Spanx faux leather leggings have give in the elastic waistband and knee area. They’re kinda my go-to’s now!

Spanx Moto Leggings | Ankle Boots ( similar ) | Delsey Suitcase | Nomad Lane Bento Bag

Good flight shoes are a must so I seek out flexible flats, comfy boots,  or slip-ons that don’t pinch my feet and can be easily removed through security. These Tory Burch Minnie flats were a new buy and so surprisingly comfy and I walked from terminal to terminal with no problems! 

Check out reviews for both the Tory Burch Minnie flats and the Spanx faux leather leggings !  

Wearing Spanx leggings and black ankle boots as my favorite airplane outfit

Editor’s Winter Favorite: All-Black Chic Airplane Outfit

This is by far, my FAVORITE and best outfit for airplane travel during the winter! It’s warm and layered, so I can take things off/on when needed, and I still feel fashionable. 

I was actually going from cold to warm weather, so I wore my heaviest items on the plane and changed once I arrived at my destination of Bonaire. And when I say “heavy” that refers to my coat and boots. 

The secret to a capsule wardrobe is to include packable items. My coat is Anatomie, it’s well made and can compress down fairly well, and my boots were a little bulkier but I always look for ones that are as lightweight as possible. And these ones are waterproof so it can handle the elements and still look cute!

Feel free to check out the best waterproof ankle boots for more inspiration!

 Jacket (similar) | Top (similar) |  Pants (similar) | Slip-ons (similar) | Messenger Bag

I wore this when I hit Europe in the summertime and it was a durable, adorable ensemble I remember fondly!

For me, it’s important to have a comfy flight outfit, and I usually re-wear the same outfit for travel days thereafter, whether I’m flying or taking a train. If I’ve really nailed down an outfit that works for me, then it’s a keeper! 

I swear by using lightweight pants and jacket   . It has lightweight fabrics that don’t retain moisture so I feel airy in hot climates. For a top, the sleeveless blouse comes with me for every summer trip! It’s comfortable and breathable, and I can layer it with a cardigan or light jacket if need be. 

Again, shoes need to feel right, on or off a flight, and I discovered these Skechers Mary Jane slip-ons ( which are now sold out but here’s a similar one ) because readers raved about them for years! Their memory foam insole means my feet feel cushioned all the time!  

More of My Airplane Outfits

I hope you found these cute airplane outfits motivating to begin piecing together your own personal capsule wardrobe that can move from “up in the air” to “on the ground!”

Aside from the wardrobe choices above, what stood out above all was that all these travelers had freshly styled hair and makeup, which really adds the finishing touch to even the most casual of airport ensembles. Don’t forget that a good blow dry and mascara goes a long way!

What’s your go-to airplane outfit ? Share in the comments!

For more ideas and tips on air travel, please read:

• Airplane Beauty Tips: 5 Common Issues Solved
• Airplane Essentials: 10 Items to Make Flights More Enjoyable
• 10 Airplane Beauty Tips: How to Look Good After a Long Haul Flight
• Take Flight in these Fashionable Airplane Outfits for Fall

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Hope you liked this post on these airplane outfits. Please share it with your friends on Facebook, Twitter and Pinterest. Thanks for reading!

123 comments.

I love these travel outfit ideas! I want to be comfy when I travel, but I also want to look cute and not lazy or sloppy. These outfit ideas are just what I need to help me put together the perfect travel outfit for myself!

Wait! Thanks so much for sharing these outfit ideas, it feels so easy to recreate when you have it with pictures like this. I travel a lot and my outfits can be hit or miss haha

Love these polished yet comfy outfit suggestions. So key to be comfortable yet still stylish even when traveling on those long haul flights. Love them all.

Most of my flights are between the US and Southeast Asia – so I’m usually just focused on how to be as comfortable as possible for 30+ hours. I love Vuori joggers (so soft!!) and a tank top for if I get hot with a jacket for if I get cold. I do need to step up my game when I fly in the States so I appreciate all the stylish ideas!

So many cute options. Thank you for sharing both the suggestions as well as some personal examples. It’s always fun to get new ideas of combinations that will look cute and travel well.

Luv this article! I have followed travel fashion girl for several years. I found a video on U-tube on how to pack for 10-days in Europe using a carry-on bag. Guess what? It worked. Have been using capsule wardrobe concept ever since. I use solid hair products at home too. Always great to see the latest thoughts on fashion forward looks.

This is so helpful! I am very impressed by those that can wear upscale, polished blazers, jeans and dresses when traveling. I appreciate that you have practical but stylish options for us leggings and cardigan sweater gals! Wish the Skechers slip ones were still in stock.

Love wearing my go-to and heavier items on the plane – jean jacket, white tennies for spring/summer, and Chelsea boots for fall/winter. Always bring a layering piece in my personal bag, and tie a scarf on my personal bag too. The temp always seems to fluctuate between boarding and in flight, so it’s nice to have options.

My go-to outfit is leggings and a merino wool t-shirt – super casual, but I want to step up my airport outfits so this post was super helpful with ideas!

I love all of these outfits! To me, the airport is one of the best things about travel and I look forward seeing, walking, exploring as much of it as I can. Therefore, the most important part of the travel outfit are the comfortable shoes!

I’m all about comfort on an airplane. These suggestions are great!

Taking my first International trip in a few months. I’ve never taken a night flight and didn’t know what to wear since we arrive in the morning and will be on the go right away! These choices are all so helpful! Now to only decide, I love them all!

I recently bought a couple of pairs of Old Navy high waisted power soft wide leg pants in navy and in black. These have been perfect for travel. Super comfy on the plane, and they look nice enough for conferences. I love all your looks here!

So many great tips! I’ve used your packing lists to successful pack for a two week Italy vacation in a carryon. I was able to put together plenty of fashionable interchangeable outfits and I’m so grateful that I packed light! My red eye travel outfit was perfect and included layers. A tank, lightweight linen tee, scarf that doubled as a blanket, and a pair of athleta Brooklyn heights joggers. Their joggers and trousers are perfect for flying.

Love seeing all these options! Such variety for any style of airline travel and any type of style. Great inspiration.

Thanks for this article! Having had flight cancellations where I ended up in the same clothes for a couple days, I always think about what outfit would serve me well – versatile, comfortable, and will look okay a bit mussed or wrinkled… These outfits look chic and fit my style, too. Thank you!

Thank you for this article, super helpful and I completely agree! More and more I’m learning about capsule wardrobes and how important they are!

Great ideas for travel outfits…comfort and style. Using a lot of these ideas for my Fall European trip! Appreciate all the great tips

I love all of these ideas for outfits to wear when flying on a plane. Two of my favorite pairs of pants to wear for flying are a pair of Quince linen pants which I purchased upon recommendations from readers of Travel Fashion Girl and also the Eddie Bauer Departure pants. I get so may great ideas for clothing and what to pack, etc. from these blogs.

I love all these options. I struggle with choosing an airport outfit with pieces I can wear again. Thank you!

Love all these great options!

I’ve learned so many great tips from TFG as well as the TFG Facebook group. Thanks so much for all that you do.

Great ideas. I always layer because I am always hot, but then it can get cold in the airport or plane!

What to wear on the plane, especially a long haul vacation, is always a challenge. Stylish yet comfortable, easy to wear yet not sloppy, arriving at your destination not looking like you have spent hours in the plane. Loved the outfits by season! This site never disappoints! What a gem 💎 ✨️!

I love all of these, especially the understated elegance. You have such beautiful taste and have inspired me, not only with my travel wardrobe, but also in my everyday wardrobe!

I love this blog post and go back to it often depending on where I am going. You make planning for travel so much fun, and a different sort of adventure for certain. I also love spotting fellow TFG travelers by their airplane outfits as well.

Love these ideas!! I am traveling out of the country for the first time next month and, thanks to TFG, I have put together my perfect outfit! I will be comfortable and well put together. Ordering the last piece today (also a TFG recommendation). Love this site!!

Love these ideas. Always looking for ways to be comfortable flying, while also looking stylish.

What fantastic ideas! I always struggle the most with plane outfits because I want comfort but don’t want to look sloppy or old! Thank you for doing all the legwork for us!

Love these ideas! Thank you for sharing.

It’s always a challenge finding items that travel well, are comfortable, and leaving you looking “pulled together” after a flight. These are great ideas – thanks!

Loved all of your airplane outfits. Going to South Africa and looking for comfy outfits for 15 hour flight. Great ideas. Thanks.

You ROCK! This ‘1-stop’ travel trove of wisdom, REAL-life help, and tips is a God-send! I’ve ordered many items you & other readers recommend (espec. on major holidays/Black Fri. sales). As a woman on a budget it’s a bit tough w/ all the expenSive sites (Nordstroms, JC Crew) so I appreciate you adding “Quince” as they seem to cut out the middleman/advertising. As the founder of a charity every dollar counts, thus a $340 trench coat is out, yet on Quince it’s much much less (& they have free returns!) I just ordered my 1st item from Quince & looking forward to wearing it as you highly recommended it! Thanks for ALL you do, Cathleen (RN)

Love all the outfits! Is there an updated plus size article for the over age 60 group.

I have my favorite airplane outfit: long pants (lightweight for summer, heavier for winter), sleeveless top, cardigan, tennis shoes with low rise socks.

This is a post that I keep coming back to again and again every time I travel. I have recommended this blog and Facebook group to many of my friends. I consider the Facebook group to be the single most helpful group that I am in. Of course I do live and love to travel lol.

I’m always looking for airport outfit ideas! Love all the different options and styles. Thanks for sharing!

I love the variety of options too as well as the total look that includes everything to create the outfits even lipstick.

I love this post. Especially the black and blue with leather jacket. I love options for women of all ages and sizes. I can never color coordinate, so I appreciate the ideas!!

I honestly think the “airplane” outfit is the hardest one of all – LOL!! Since I’m west coast based all my flights to Europe are 10+ hours so… a VERY long day of travel! The Easy Comfort” outfit is definitely my style – cute, comfortable and practical since it features two bulky and hard to pack wardrobe items – a long cardigan and boots! A variation of this look is going to be my choice when traveling to London and Croatia next spring!

Always love your ideas! I find that my travel outfits change based on where I’m going and what I’m doing once I arrive. But often some iteration of what you’re showing.

I travel in Athleta Brooklyn pants that I found because of this site. They dress up or down and are super comfortable and also can be washed in the shower and dry overnight. Awesome travel staple

While I have yet to do a carry-on-only trip, I’ve learned so many valuable tips from your site! I now have the best travel pants and a wardrobe capsule that mixes and matches beautifully! Thanks for all you do!

All of these are great options, thank you! Soooo much nicer looking and just as comfy as some of the traveling outfits I see at my job as a flight attendant! Love your ideas!

I love these outfit options! I usually wear a short DVF wrap dress with leggings and shoes that are easy to slip on and off for travel. But I definitely want to try a few of these amazing looks.

I have followed Travel Fashion Girl for some time and I cannot even tell you how many times I have read about the best shoes for travel and the best bags (handbags, backpacks) that are secure and stylish. It is because of you that I discovered Travelon. This post about what to wear on the plane with accompanying photos really hits home. We are traveling to Europe at the end of this week and I had vacillated between wearing stretchy Ponte pants that unfortunately have not pockets and blue jeans. After reading some posts on Facebook and seeing these pictures (and knowing how much I rely on pockets), the jeans have won out. Plus, not having to pack them will reduce the weight in my suitcase. Please know that even those of us who are not very chatty usually are reading and enjoying TFG and are very thankful for this resource. May all your journeys be happy ones.

I’ve been following Travel Fashion Girl for some time and love all the tips and real life scenarios. I’m in my 60’s and am mostly into being comfortable with some fashion thrown in. I love that the styles shown are for the younger women all the way up to us traveling seniors! I can always find something here that works for me.

I bought the tee and joggers from Sexy Modest Boutique. I have traveled in them for the past year. They are comfortable, breathable, and I can create different looks with jackets, shoes, scarves, etc…I have black in both pieces. When worn together it looks like a jumpsuit which I like, but I also use each piece with my other clothing to create outfits, so they are part of my capsule. I just recently traveled to Europe and was very comfortable on the long flights (felt like pjs).

I’ve been looking at these. Thanks for sharing your thoughts on wearing for travel.

I love this post! So informative and the photos make such a difference in seeing how it all works together.

I tend to wear long dresses on flights. That way my legs are covered if it’s cold but also, I’m not too hot when I get off the plane. My go to has Spaghetti straps that I paid with a cardigan or jean jacket. That is the ultimate in comfort for me!

I’ve been following Traveling Fashion Girl for the past year. Joined the group after my husband surprised me with a trip to Italy. Love to travel but struggle with overpacking and never seeming to be able to put together an outfit. Your blog has been soooo helpful and I’ve learned so much! Thank you for all the interesting information and truly helpful advice!!! Love it!

I love everything about Travel Fashion Girl! The tips on packing and clothing are spot on. So glad to have found you. Keep traveling!

Your blogs and fb group have helped me be a better Travel Fashion Girl, thank you so much for your advice and suggestions! I love this community.

I wear a lounge set from Duluth Trading Co. on long-haul flights. It’s a tank top with a built-in bra, it’s very comfortable! It’s a monochromatic look so it looks chic.

Such cute outfits! I am inspired to get some new travel outfits!

I’m definitely an easy comfort kind of traveler, haha. My go-to’s are either Fabletics leggings or Anatomie pants (always stretch!) with 2-3 layers on top, typically a tank or tee with a long sleeve shirt or sweater over and optional scarf because I am always cold on the plane but hot in the airport. I’m an options girl for sure! I do try to style up with my tops though so I look put together vs frumpy.

So many good ideas. I love having a pulled together travel look, rather than just any old sweats and t-shirts that I see so much of. That way I can hit the ground running when I arrive and not have to change.

I have read and re-read so many of the blog posts. I have purchased a few items from the FB group and the TFG favorites…and I had considered myself a well seasoned frequent travel expert!

The easy comfort type is the way to go for me. I mostly travel with kids si ability to be comfortable is key. Joggers, loose T-shirt, cardigan or jacket and running shoes.

Every year I fly at least once to Europe and once to Hawaii from KY. At 72, I’ve discovered that my favorite flying outfit is is midi length sleeveless black jersey dress with knee length slits on both side seams. Flexible enough to wear as a jumper, or wear it with a scarf, add a sweater, or a jacket, or a pull over sweater. It’s easier to use the toilet on an airplane but pulling something up then pulling down pants and attempting to keep them off the bathroom floor.

Wish more of the travel clothes came in tall.

Thank you for elevating the idea of what’s appropriate for travel. With so many options, it’s possible to be comfortable and pulled together. It always amazes me to see what fellow travelers wear to board an airplane….and not usually in a good way 😞 Those who take the time to look nice stand out in a positive way, and that’s what I aspire to. So grateful for all of the resources here!!

As someone who wears skirts 300 days of the year, I always have trouble with my airplane outfit- how to style pants?! Thanks for the inspiration!

Love these tips plus all the others you post!

Where is that chunky silver necklace from?

Hi Nikki, it’s from By Aris. I loooooooove their metal jewelry so much!!!! And they evenmade this custom necklace for me and named it after me. 😊 The “Alexandra” necklace: https://byaris.com/products/alexandra-necklace/

Love your blog and all the Facebook group ideas and recommendations!!

Great suggestions. After many years I have finally come up with my go to airport outfit. Long sleeve or short sleeve stripe tee, cardigan or blazer, black comfy pants and loafers with a scarf!

Hello – Thank you! Trying to figure out exactly which long grey cardigan that is in first pic…the Amazon link shows several.

Hi Catherine, I have had a look for you but unfortunately it looks like this cardigan is sold out.

We do have more options on this post which you might like: https://www.travelfashiongirl.com/best-cardigans-for-women/

I am flying Tuesday night to Sweden for a 2 week road trip. Your article helped me choose my “flying” outfit from my Classic 12 piece capsule. Thanks to you and all your readers for taking the anxiety out of packing for my first trip since before Covid.

Love the Casual and Chic look featured above. Comfort with a pop of color!

Thank you for giving me inspiration for my airplane outfit. I have been working on it for the past month or so . . . I like to be stylish, yet comfortable. Since it will be a long 36 hours of flying/travel time, I will be changing to some comfy wide leg pants for the overnight leg, but plan on being more stylish for the first part wearing my EB black Ponte pants, Departure 2.0 long sleeve white shirt, and jean jacket. Still deciding on which shoes to wear!

Jeans are not the best thing to wear on a plane. There are lots of comfy trousers with flexibility and look a heck of a lot better. Open toes is a no-no, loafers or boots better choice for footwear. Otherwise, thanks for posting cute travel outfits for all of us!

Thank you for taking the time to share your feedback with us Christina! ?

I love all of these ideas. I do not know if I am just old-school or still believe in fairytales, but I always try and be comfortable while chic. Using my Delsey Chatelet bag ( recommended by TFG) and a faux leather backpack, I keep thinking I will be invited to First Class for a glass of champagne. lol

I found scarves to be a TSA tag. They ask me to remove, so they know you’re not carrying something around your neck. Even a bandanna.

Thank you for sharing your travel experiences with us!

I like the boots in the Editor’s Tip Pick for an Airplane Outfit. They are black with buckles. Can you send the exact link to find these?

Hi Natalie, I am sorry about this but unfortunately the boots featured were the Ugg Simmens boots which have recently become unavailable. They are similar in style to the Ugg Wilde boots featured here: https://www.travelfashiongirl.com/best-waterproof-boots/ We are looking to update many of our articles so thank you for bring this to our attention. I am sorry we could not have been of more help ?

Thank you for the other options. Going on an Alaskan cruise and I was told to have waterproof shoes due to the fact it rains a lot.

Hi Natalie, so pleased I was able to help! ? If you need any more tips to help with packing for your cruise, we also have this article: https://www.travelfashiongirl.com/what-to-pack-for-alaska-cruise-in-august/ Have an amazing time! ?

Do have any suggestions/articles for international (long haul flights) fashion?

Hi Mary, have a look at our guide for what to wear on a flight for some ideas: https://www.travelfashiongirl.com/what-to-wear-on-a-plane/ I would also highly recommend that you join our TFG facebook group and post your question there: https://www.facebook.com/groups/travelfashiongirls/ Its a fabulous community of helpful female travelers that have the best advice and recommendations to share. Happy travels! ?✈️

Thank you for keeping us updated on the latest and greatest travel styles and your recommendations for all climates and destinations! Can you suggest a great travel 2-piece dress for our warm Texas climate? Would love to mix and match prices while traveling. Thanks!

Thank you for keeping us updated on the latest and greatest travel styles and your recommendations for all climates and destinations! Can you suggest a great travel 2-piece dress for our warm Texas climate? Would love to mix and match pieces while traveling. Thanks!

I love sleeveless, soft cotton midi dresses with a cardigan or blazer and sneakers. We fly to Italy often, so I like to look decent. I learned my lesson about wide leg pants: They touch the floor when using the bathroom! For that reason, when wearing pants, it’s best to wear skinnies or leggings.

Hi there, thank you for sharing your go-to travel outfit with us, sounds comfortable and stylish!!! Happy travels ?

Thanks for that nugget about the wide leg pants. Will save them for a night out for our trip.

Agree about wide leg pants. Slim or regular leg pants work for flights too.

Loved the article, always looking for ways to add a little style to my airplane standbys. Whose says you can’t look good and fly?

Exactly 😉 Thanks Patti!

Thank you for the wardrobe inspo. The air travel outfit ideas are brilliant!

I always travel in quality knits that will keep their shape. The picture at the top of the article looked very unrealistic. If I was wearing that tucked-in cloth blouse, I’d be a wrinkled, sloppy, uncomfortable mess at the end of a 7+ hour flight. Short hops are one thing, but I’ve yet to see someone look so fresh after a trans-continental flight.

Great point Dot! These outfits are only based on people I saw in London so I can’t really be sure of how long they were traveling. Thanks for the feedback!

Nice!! I loved every one of these outfits.

Thanks Linda!

love the military green outfit! so chic and looks comfy..

Awesome! Glad you found one you like!

My favourite! I always wear a dress…mid calf next time. Cardi, trench, rope low wedge sandals. Soo comfy, smart for any age! Dress is always loose fitting.

Any suggestion on where to get the striped wide-leg pants? The link isn’t working.

Hi Wendy! How about these? http://bit.ly/22T8DMk

Love the pictures of you at St. Pancras Station in London. Love all the outfits but especially the pink ensemble for Paris.

Thank you Claire! 🥰

Can’t wait to get ready and travel light for my upcoming trip to Croatia. Thank you for all the great tips!

I’m definitely a cross between easy comfort, french and rocker chic when I travel. Comfort if key, but I would prefer not to look like a slob.

There are so many comfortable clothes available, no need to go to the airport in sweats 😉

Since I don’t check luggage, my first rule is to wear the heaviest clothes. So for my flight from US to Europe in a few weeks, that means jeans, a sweater, and boots. I wish I could wear yoga pants to facilitate sleeping on the overnight flight!

Why not carry your yoga pants in your carryon and change out of your jeans before you board the flight? Or wear leggings under your jeans and then remove them? 😉

I’m traveling from Alaska to Spain and I would shoot myself if i had to travel in tight uncomfortable, deep vein thrombosis inducing jeans 🙂 Pack lighter and leave your jeans in the carryon. Wear leggings on the plane. The difference in weight is minimal.

Hi Irene, do you dive in Alaska? I ask because of your email 🙂 I love scuba diving so that sounds incredible!

Some lovely outfits esp like the pink. But, I wonder how did they manage , fine on the way out, but what about when they arrived….have you seen how small the plane cubicles are, and how long the impatient queues on board can be when travelling ‘cattle class’?

With the exception of the Glam Globetrotter they all seemed pretty easy to get in and out of. They’re all mostly just a nicer version of jeans and tee 😉

I love to ear comfortable but classy outfit in the plane. I have scored some upgrades a. Because I asked nicely and b. Because I looked like I was a perfect fit for Business or First Class. White London shirt and blazer or trench. Black pants and either nice loafers or boots. A scarf or pashmina. Fresh make up and hair coiffed.

Sounds like the perfect first class look!

LOVE the ideas! The military green outfit is tres chic and I can’t get over that pink coat. <3

-Sara http://www.coveritgirl.blogspot.com

Thanks Sara!

I’m the Easy Comfort type, although I really enjoy being all dressed up (especially for short trips). But on a flight, especially a longer one, I prefer to be comfortable…

It would be nice to travel in glamorous outfits like celebrities but how do they deal with the lack of comfort?

Maybe they change into pyjamas for the actual flight?! Not to mention the use of stylists before getting to the arrivals hall of the airport!

My recent autumn/winter travelling outfit of choice is a grey marl jersey dress with 3/4 length sleeves, which I wear with thermal tights (from Marks & Spencer’s) and a merino wool cardigan or sweater. I don’t bother with many accessories when travelling, apart from a scarf – and obviously a coat and gloves/hat if I’m outdoors! This outfit has really worked well for me, even on an uncomfortable overnight long haul flight that was delayed by 3 hours!

Most of the outfits looked pretty comfortable…with the exception of the “Glam Globetrotter” outfit that is! The jewelry, hair, and makeup made the biggest difference from casual to chic. Sounds like we have a similar winter travel outfit – comfortable dress plus tights!

Wish I could find the ARMY Green Dress for the Beach Vacation. It’s EXACTLY what I’ve been lookn for.

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• Travel Products

From Cozy Jackets to Versatile Shoes, This Is the Most Comfortable Travel Clothing According to Our Editors

Lululemon, Vuori, and Allbirds all scored spots on our list.

In This Article

• Tips for Buying

Frequently Asked Questions

• Why Trust T+L

Travel + Leisure / Kristin Kempa

You may have a designated travel sweatshirt or a favorite pair of shoes to wear on flights — but what about other essentials, like pants, jackets, T-shirts, dresses, and pajamas? If you prioritize comfort in transit, it’s time to revamp your travel wardrobe to ensure every trip is a cozy one. Lucky for you, we editors at Travel + Leisure rounded up a few of our favorite comfy clothing items we always wear on the road and in the sky.

From impossibly soft lounge sets to what we believe are the world’s comfiest jeans, we've combed our closets for those few items we tend to wear every time we travel. Our list includes favorites from Lululemon, Patagonia, Lilly Pulitzer, and more, so whether you prefer to travel in loose-fitting loungewear or more compressive clothing, you’re sure to find something you love below.

lululemon Define Jacket Luon

We’ve all been on a flight that’s chilly enough for some extra layers but too warm for a heavy coat or sweatshirt. That’s why we always pack this comfy, light jacket in our carry-on. Not only is it incredibly sleek and stylish thanks to its slim fit, but it’s also super soft, stretchy, breathable, and easy to move in. The sleeves even feature thumbholes and “cuffins” (cuffs that can be folded over your hands) for added warmth. Snag the Define Jacket Luon in eight sizes and five shades including espresso and bone.

“This jacket is essentially my plane uniform — I wear it every single time I fly,” editor Sophie Mendel said. “It's comfy but keeps me looking put-together, plus I can wear it with leggings and sneakers for a super functional, comfortable, and cute transit 'fit. It also has two zippered pockets which are extra-convenient during travel.”

Calia Women's Inspire High Rise 7/8 Legging

Flying in compression leggings is wise, especially for long-haul flights, but some compression leggings tend to squeeze you uncomfortably. That’s never a problem with Calia’s Inspire High Rise 7/8 leggings, though. Boasting subtle compression that molds to your body, the leggings are sure to remain comfy and breathable without sliding down or sagging. They even have unique seam lines that strategically accentuate your curves — though, admittedly,  this is more noticeable in some colors than others. To top it off, we love the way they feel to the touch.

“These Calia leggings are without a doubt the softest pair I own,” associate editor Hillary Maglin said. “I've worn them for everything from yoga classes to grocery runs to a recent 12-hour travel day, and I've remained comfy through it all. The leggings are thick without hindering mobility, and they're compressive without digging into my stomach (something I can't stand). It also doesn't hurt that they have subtle side pockets large enough for my phone. Though I have plenty of black leggings in my wardrobe, I find myself reaching for these ones again and again.”

Commes Des Garçons Play x Converse Chuck Taylor Hidden Heart Low Top Sneakers

It's true: Converse never goes out of style. Conveniently, the sleek sneakers tend to last forever, too, so consider copping a pair of the Converse x Comme des Garçons Play Chuck 70s. They feature the typical silhouette of the brand’s low tops, plus they come in white or black. No matter which color you choose, this particular style also boasts the Comme des Garçons red heart and eyes logo on the side. You can snag these in women’s sizes 5 to 15 and men’s sizes 3 to 13.

“This is my go-to travel shoe because it's comfortable but also dressy enough that I can wear it throughout my trip when I want an elevated sneaker look,” travel editor Susmita Baral said.

Paka Men's Apu Lightweight Puffer

One of our most important tips for traveling in comfort? Dress to avoid freezing or overheating. With this lightweight men’s puffer from Paka, regulating your body temperature is easy. It’s so slim that it looks more like a zip-up hoodie than a puffer, but its hidden layers and insulation efficiently lock in warmth. Even if you choose not to wear it in transit, you can effortlessly pack it down into a bag or suitcase.

“This puffer jacket has the warmth of a parka but not the bulkiness, which makes it the perfect outerwear to bring while traveling,” writer Anna Popp said. “It can fit in a suitcase easily and it's also perfectly cozy and warm to wear on an airplane if you need to save extra space. I love that it looks nice while going out in the city on a snowy day, but that it’s also designed to be worn for sportier occasions like skiing, hiking, climbing, or running.”

J. McLaughlin Lowden Jeans

Nobody expects there to be comfortable jeans for travel . We thought so, too, until we got our hands on J.McLaughlin’s Lowden jeans. The stretchy cotton denim feels more like a soft pair of leggings, and even after long-haul flights, we never felt restricted or uncomfortable in them. The jeans feature a wide-leg slim fit for added mobility and a high waist for comfort and confidence on and off the plane.

“I never thought I would be a jeans person for airplanes but after wearing these on a cross-country flight, I'm a big fan now,” said Popp. “These jeans are super stretchy and roomy, so if (and when) I get bloated while traveling, the high-waist fabric doesn't dig into my stomach or cause me any discomfort. They also look super cute and stylish and can be styled with many different outfits, so I’ve officially added these jeans to my travel wardrobe for every trip.”

Patagonia Women's Nano Puff Jacket

We’re adamant that Patagonia’s Nano Puff is the jacket every traveling woman needs in her wardrobe. It’s lightweight, packable, durable, stylish, warm, windproof, water-resistant — need we go on? Some of our favorite extras are a drawstring hemline to seal in heat and hidden internal pockets. On top of all its functional features, it also comes in sizes ranging from XXS to XXL and 11 colors including buckhorn green, chilled blue, and sandy melon.

“When it comes to packable jackets for women, this one from Patagonia is the best option for virtually any trip,” Popp said. “The design is simple but very functional, and I love being able to wear it for any season. In the winter, it's thin enough to layer for more warmth, but I can wear it as-is during summer camping trips. My outdoor-adventuring family all own Nano puff jackets and they still look as good as new, so I love that they’re built to last – possibly forever – in my opinion.”

• PHOTO: Travel + Leisure / Sabrina Weiss

Rag & Bone Miramar Jogger

These joggers are so stylish, you’d never guess they’re also comfy as can be. Don’t let their denim appearance fool you — they’re actually made of soft cotton terry that provides stellar mobility and comfort. Over the legging look for travel? Throw these on instead, and pair them with a pair of boots or walking shoes, a bodysuit , and a moto jacket for an effortlessly cool look you don’t even have to change out of once you reach your destination.

“These Rag & Bone joggers are simply the best for travel,” editor-in-chief Jacqui Gifford said. “I call them ‘faux’ jeans; the fabric looks like it’s a regular old pair of denim, but surprise — they have the softness and ease of a pair of sweats. Ideal for a plane ride or even a long day out on a tour, these are the ultimate pants that blend function, form, and style.”

Forme Power Bra

In need of a comfy new bra to keep everything in place on your next journey? Our editors (and a certain blonde popstar) are all about the Forme Power Bra. It’s comfy, cute, compressive, and most impressively, designed to zap bad posture. The wide straps take pressure off your shoulders and back, while the comfortable fit promotes proper body alignment, quick recovery, and overall health. We even love all seven colors it comes in — especially rosé and ecru.

"As a bra-needer and someone who really shouldn't be traveling without one, I absolutely hate wearing something bulky while I fly,” associate photo editor Alessandra Amodio said. “My go-to is the Forme Power Bra. Not only is it incredibly comfortable and made of high-quality material, but it’s actually FDA-registered to correct posture and improve your body alignment. Now I fly comfortably and my neck, shoulders and back feel so much better. I just throw on a cute open button down, pair it with the Ergo Shorts or Sculpt+ Leggings , and look chic and put-together while traveling. (This is also what Taylor Swift wore in her Eras Tour rehearsals according to a photo from her Time Person of the Year profile — if it's good enough for Taylor, it's good enough for me.)”

Circus by Sam Edelman Zuri Strap Ballet Flat

We love that ballet flats are back — and this strappy style demands to be worn. The low heel and soft interior make them a great, pain-free option for travel while cross straps, buckles, and tiny beaded bows keep things stylish. They come in 11 sizes including half sizes, and 15 unique colors and prints. We recommend the shades dark French macaroon, light wash, and the leopard-printed beige brown.

“Even though you’d think flats would always be a comfortable shoe option, it’s actually surprisingly difficult to find flats that don’t dig into your feet or make your toes all sweaty,” testing editor Jackie Cucco said. “I’ve tried so many pairs that seem comfortable at first, but end up being too rigid and irritating by the end of the day. This is the first pair I’ve found that is soft enough to wear all day long, either with or without socks or tights. They feel like slippers, and they come in more than a dozen colors to match any vibe.”

Black Diamond Notion Pants

Whether you’re headed to the airport, the trails, or even the gym, the Black Diamond men’s Notion Pants are your best bet for comfort and mobility. Designed with an elastic waist, a drawstring cord, and a loose fit, these pants feel almost like wearing your favorite pair of sweatpants. However, their slim appearance complete with two hand pockets and two rear pockets make them dapper enough to wear to dinner, a show, or even the office. Grab them in a neutral hue like ash or tundra, or opt for a more eye-catching shade like raging sea or burnt Sienna.

“You don't have to be an Alex Honnold–level rock climber to love these super-soft pants,” news director Paul Brady said. “They're comfortable enough for long-haul flights, even in coach, but they've still got a crisp silhouette to keep you looking put-together.”

Lilly Pulitzer Seaview Top & Deri Palazzo Pant Linen Set

You can’t go wrong with Lilly Pulitzer, especially when it comes to jetsetting. This breathable, lightweight linen set from the brand is just as soft and cozy as it is cute, so we recommend adding it to your travel wardrobe immediately. The classic, collared button-down is super versatile thanks to cuffable sleeves and a tieable bottom — plus you can turn it into a jacket or cover-up by layering it unbuttoned over literally any other outfit. Snag the ultra-flattering matching pants to complete the look.

“I think the most versatile item to pack on a warm-weather vacay is a white linen button down, and this roomy one from Lilly Pulitzer is good enough to also grab in other colors like spearmint and mulberry,” associate editorial director Morgan Ashley Parker said. “I’ve worn it unbuttoned over a swimsuit and then slipped on matching palazzo pants — with an irresistible elasticized waist — for dinner alfresco. I personally love the all-white combo for warmer climates but the New Yorker in me would also recommend grabbing the coordinating onyx x onyx set if you can catch it in stock.”

Spanx AirEssentials Wide Leg Pant

There are few things softer than Spanx Air Essentials’ Wide Leg Pants. They feel similar to the brand's sleek and smoothing leggings and shapewear, but they have a relaxed fit rather than a super compressive one. While the pants could certainly be worn as loungewear, they’re also fashionable enough to wear to the airport, a coffee shop, or on an errand run. Though they fit and even look a bit like sweatpants, figure-enhancing contouring on the rear differentiates them from your typical comfy clothing.

“It’s impossible to find a better material than Spanx AirEssentials ,” Parker said. “All pieces feel silky to the touch, hefty enough for a chilly plane cabin, and pretty much impossible to wrinkle. I’m super into wide-leg styles — and need this exact petite option for my 5' 3" frame — and these pants are pretty much a given on my long flights nowadays. Personally, I love the olive-y palm color as an alternative to black or navy, so my only real choice is whether to match them with a crew neck or a sleek half zip instead.”

Pitusa Pima Abaya

If your ideal wardrobe staple is a do-it-all piece, look no further than Pitusa’s Pima Abaya. The cozy caftan is perfect for everything from international flights to pool days to bedtime. That’s thanks to impossibly soft cotton construction, oversized sleeves, and an airy, relaxed fit. There are no buttons, snaps, or drawstrings on this piece, so you’ll never have to worry about uncomfortable digging or fussing with it in order for it to fit right. You can customize your fit upon buying, though, and you can even choose from 15 colors.

“I joke about my ideal wardrobe consisting of a caftan in every color and this floor-length maxi fits perfectly into that vibe,” Parker said. “It can serve as a dress, cover-up, nightgown — pretty much anything, all day, every day in a tropical climate. The lightweight pima cotton is incredibly soft, too, and it comes in petite, standard, and tall options to reduce tailoring needs. I like this exact one because it’s not so sheer that I wouldn’t wear it out to dinner or on the plane but if you’re looking for more of a peekaboo style, you can get the same cut in a burnout fabric instead.”

Mar Soreli Ginger Mary Jane

Looking to travel in comfort without sacrificing style? Check out the Ginger Mary Janes by Mar Soreli. Everything from the insole to the strap is ultra-soft and cushioned, plus the buckle and strap are easy to tighten and loosen for a custom fit — or for quickly taking on and off at TSA. They’re even soft to the touch thanks to velvet uppers, and they’re versatile enough to wear with leggings, skirts, dresses, and jeans.

“If you’re someone who wishes slippers were appropriate outdoor shoes, these ballet flats are the next best thing,” Parker said. “The velvet is so cozy but still looks great with anything from plane leggings to a nicer skirt on a night out, with or without socks or tights. And, if you do want to wear them through security (and don’t have TSA PreCheck®), each strap actually has a snap in addition to the buckle adjustment so they’re incredibly quick to slip on and off as needed.”

Allbirds Wool Runners

Allbirds shoes were basically made for travel, and the Men’s Wool Runners are some of our absolute favorites. The inside is actually lined with fine merino wool, making for soft and warm-yet-breathable wear no matter the time of the year. On top of that, the sneakers are equipped with reliable arch support and machine washable fabric. While we wouldn’t recommend them for running, they’re the perfect comfy shoes for pretty much everything else, including walking, hiking, and navigating the airport.

“My husband swears by these comfortable men's walking shoes so much that I ordered a pair of the women's version for myself,” senior editor Kayla Becker said. “And they really deliver. We both love the thick, foamy cushion that keeps our feet supported on long travel days, and they've stood up to everything from 20,000-step jaunts in Iceland to hiking Diamond Head in Hawaii.”

Aday Turn It Up Pants

Tapered trousers are office staples — so if you’re traveling for business, we suggest adding a pair or two of the Aday Turn It Up Pants to your wardrobe. They’re the goes-with-everything piece you’ve been looking for, and their soft, tailored stretch paired with an elastic waistband makes them comfy enough to catch a flight in. The ankle-length pants have a pocket at each hip and are available in a dozen colors.

“As soon as I found these sleek, wrinkle-free travel pants, they became a permanent part of my travel uniform (and I've even written about how all the travel editors I know have them ),” Becker said. “They're not only super comfortable for long-haul flights (I just flew 14 hours in them and felt like I was wearing pajamas), but they also look put-together right off the plane, whether I'm headed to the office or a walking tour. I'd wear them literally anywhere.”

Saucony Endorphin Speed 4

If you’re the type of traveler that likes to workout on the road, Saucony’s Endorphin Speed 4 is the versatile sneaker for you. Not only is it an ideal comfy running shoe, but it’s also lightweight and sleek enough to wear for every other part of your journey, too. Whether you wear it on the plane or to sightsee once you arrive at your destination, you’ll always feel supported in the Speed 4. Choose from five eye-catching colorways and 15 sizes including half-sizes.

“I've been training for the London Marathon, and since I started wearing these sneakers, I haven't had a single ounce of pain in my feet, even on long runs,” senior editorial director Nina Ruggiero said. “They are extremely cushioned yet so lightweight. Even after the race is done, I imagine I might be wearing them on the long flight home to LA.”

Fundamental Coast Shorebreak Hoodie

To make the most of the space in your suitcase, you’ll want to prioritize versatile pieces that can do it all. That’s why we love the Fundamental Coast Shorebreak Hoodie so much. It’s perfect for travel days and morning walks near your hotel, but it’s also elevated enough to wear to a cafe, museum, or shops around town. The pullover hoodie has a front pocket, drawstring hood, and slim fit for a more put-together appearance. Grab it in phantom black or storm, which both have a beachy, heathered texture.

“Fundamental Coast has perfected Southern California athleisure, especially for men, and my fiancé lives in the brand's hoodies, shorts, vests, and polos,” Ruggiero said. “The Shorebreak hoodie is especially soft and sleek and works well whether we're out doing something active or going to brunch at a new spot in our beachy LA neighborhood.”

Vuori Cove Funnel Neck Tank

This high-necked tank top is so stylish, you’d never guess it’s also comfy enough for exercise, stretching out on a plane, or even napping. Crafted with a soft and stretchy rayon-elastane fabric blend, this top never digs into the skin or feels uncomfortably tight around the neck. While it’s not quite cropped, it’s not too long, either, so it’s likely to complement a variety of bodies and ensembles.

“This super-soft rib knit tank is my go-to running top, but the high neck also gives it some style (in addition to protecting my most sensitive areas from the sun),” Ruggiero said. “I have it in multiple colors, and I've definitely worn the black and tan ones out with friends at night, too.”

Vuori Echo Insulated Vest

A reliable vest is essential for travelers — it locks in warmth without causing you to overheat, and it couldn’t be easier to zip on and off. We’re big fans of this one from Vuori for its insulation, water resistance, and easy cleaning. It has zip pockets for your hands or small items, and a subtle collar keeps heat from escaping while allowing your neck total range of motion, irritation-free. To top it off, the vest comes in two stylish shades.

“This lightweight but warm insulated vest has quickly become one of my fiancé's favorite items of clothing,” Ruggiero said. “He wears it on dog walks, weekends, and travel days — it even has pockets.”

Reef Men's Swellsole Cutback Sneaker

It’s no secret that Reef is one of the most trusted rugged shoe brands around, so when it released boat shoes, we were intrigued. It turns out Reef’s boat shoes are just as comfy and long-lasting as the sandals we know and love. The men’s Swellsole Cutback Sneakers are the perfect fusion of classic boat shoes and cushioned sneakers, and they’re perfect for beachy vacations. Wear them from the dock straight to dinner — then keep them on for a busy night of exploring the boardwalk.

“I always thought of Reef for flip-flops, but since my fiancé found their hybrid boat shoes/sneakers, he's bought them in at least three colors,” Ruggiero said. “They're supportive thanks to memory foam, and can be dressed up or down.”

Public Rec All Day Pants

Odds are, you’ve seen these popular pants everywhere from the office to the coffee shop to the airport. That’s because their straight-leg fit and stretchy nylon-spandex fabric move with you rather than tightly confining your waist and legs like other styles. But don’t let their uber-soft texture fool you — these pants are still equipped with two front pockets, two faux back pockets, belt loops, and a zipper fly, so you’ll look and feel just as sophisticated as you are comfortable when you wear these.

“The slacks feel almost like loungewear thanks to their soft nylon-spandex blend,” editor Taylor Fox said. “They're the perfect balance of comfort and style for long flights where you don't want to feel cramped into tight pants, but want to still look put-together when you land. They can also be dressed up or dressed down for added versatility no matter what you have on the agenda.”

ManMade Boxers and T-shirt Bundle

One can never have too many basics, and we love this three-piece pack from ManMade. Each set comes with two pairs of black boxer briefs and one white T-shirt. Made of high-quality modal, spandex, and Pima cotton, the briefs and tee are guaranteed to remain soft, breathable, moisture-wicking, and anti-chafing through everything — even long-haul flights and airport sprints. To ensure your comfort, the bundle comes in six sizes ranging from small to 3XL.

“My husband packs about a dozen pairs of boxers and undershirts for a weeklong trip and his absolute favorites come from ManMade,” Fox said. “They're lightweight and breathable with a buttery soft material that doesn't add a bulky layer under clothing. All of their items contain the perfect amount of stretch as well without allowing the clothing to ride up or bunch in uncomfortable places whether he's hiking, riding his bike, or preparing for a long flight.”

The Mate Organic Waffle Knit Joggers

There’s something so luxurious about a good waffle weave. Designed with a relaxed fit and buttery soft texture, these Organic Waffle Knit Joggers by Mate are no exception. They’re made of 100 percent organic cotton, crafted with elastic at the waist and ankles, and equipped with one pocket on the back right side. The cozy joggers come in four neutral colors (jet black, bone, lilac, and bark) and five sizes. You can also drop the matching Organic Waffle Long Sleeve Shirt in your cart to complete the look.

“If I could replace all of my joggers with these comfortable, waffle-knit pants I would,” writer Ali Domrongchai said. “They have the perfect amount of stretch that lends itself well to long travel days, and thanks to its textured design, they not only feel good, but look good, too. In fact, since I've been wearing these cozy knit joggers, a few of my friends have snagged a pair as well because of how much I rave about them.”

Tips for Buying Comfortable Travel Clothes

Consider the material.

When traveling, it’s important to choose clothing that’s as comfortable and low-maintenance as possible. That said, we recommend clothes made of soft, sweat-wicking, and breathable fabrics such as cotton, polyester, linen, or wool. It’s also wise to opt for wrinkle-resistant materials like nylon and spandex to keep you looking fresh and put-together.

Look for travel features

Though it may feel unnecessary, we guarantee you’ll end up thanking yourself for buying pants, dresses, and bags with lots of extra pockets. Additionally, temperature-regulating clothes can come in pretty handy when you’re on the road — so consider adding clothing with cooling capabilities (or just clothes made of linen, nylon, or polyester) to your travel wardrobe.

The most breathable clothing is made of materials like cotton, linen, nylon, polyester, merino wool, and silk. Though fabrics like spandex, fleece, and denim have plenty of benefits, they’re not quite as breathable.

Generally soft, stretchy, and loose-fitting clothing is best for travel, as it’ll keep you comfy and won’t feel restrictive on long flights or drives. Some people may also opt for compressive clothing, like leggings or compression socks, which helps promote circulation on long travel days. You may also want to choose clothing you know to be breathable so you don’t overheat.

Why Trust Travel + Leisure

For this article, associate commerce editor Hillary Maglin collaborated with other members of the T+L team to conclude which clothing that we’ve personally used is the most comfortable for travel days. Hillary travels by plane and car several times a year and is obsessed with soft and slouchy pieces to keep her comfy on her journeys.

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• posted on September 27, 2023
• posted in Style
• posted in Travel

25 Chic travel outfits: How to look stylish on vacation

Fall happens to be one of my favorite times of year to plan trips and vacations. Coincidentally, also one of my favorite seasons to dress for. (So, hello chic travel outfits!)

You have the hustle of summer vacation behind you,  you’ve got more time to spare, not to mention–the weather is cooler in warmer climates and much better for walking around and exploring all day! (But don’t worry, if you’re heading somewhere with warm weather, I’ve got you covered too–I cover all seasons and weather in this post!)

Maybe you’re prepping for a European adventure and need some inspo for the long flight ahead of you. (Also, you must read my Europe packing list !) Perhaps you’re headed to Cabo and need to know how to look stylish on vacation without sweating through everything you packed.

Maybe you’re planning a business trip and you need some casual but polished outfit ideas you can mix and match? (A work capsule wardrobe of sorts ?)

Hopefully you’ll come away with a few ideas you can incorporate into your own personal style, no matter what your trip calls for.

Keep reading for my best tips for putting together chic travel outfits, my recommendations for the best travel clothes, plus over 25 options of cute travel outfits to copy! (Make sure to bookmark this page for your next trip!) 

First, let’s get into my tips!

How to look stylish on vacation:

My 7 tips for putting together chic travel outfits in 2023-2024.

#1: For the most chic travel outfits, plan outfits around your shoes 

The easiest place to start when you’re building stylish outfits for a vacation or a trip is  shoes . This is true especially in winter, when you’re packing and coordinating heavy shoes like boots, which IMO also happen to be the hardest kinds of shoes to style because you tend to need different pants for different boots and vice versa. This is easier in the summer months because you can easily pack 4-5 pairs of sandals or ballet flats and take up little to no room in a suitcase. The overarching rule of thumb here is that neutral colors are your friend, as it’s easier to mix and match to create the perfect outfit with very little fuss. 

Here’s how I’d typically approach packing shoes by season… 

One pair of cute white sneakers or even slip-on sneakers (worn on plane–maximum comfort is key here), 1-2 pair of flat sandals (usually in a nude color, secondary color would likely be black, depending on what other clothes I’m packing), maybe one pair of ballet flats, which are a great option if you’re packing for moderate temps and an occasion where you want to look polished, but don’t want to wear heels. 

One pair of cute white sneakers (worn on plane), one pair flat or low-heel booties, one pair of ballet flats, one pair of loafers 

One pair cute white sneakers, two pairs booties (neutral and black)–at least one of these pairs should be water resistant or waterproof. One pair of flats or loafers. 

Winter: (Assuming very cold weather/snow/slush/rain)

Two pairs booties–at least one of these pairs should be water resistant or waterproof. I typically pack the least amount of shoes in winter as they take up the most room AND I also have to account for super bulky layers in a suitcase–I don’t have space for multiple shoes AND multiple sweaters, jackets, etc. 

Old Able jumpsuit ( similar here ) // white court sneakers ( reviewed here )

#2: One piece outfits are your best friend (dresses, jumpsuits) 

I LOVE one-piece outfits, and I think this applies particularly in the summer months, when all you really need to create a great outfit is a dress or a jumpsuit. Summer months are PRIME for this–if I’m heading to a tropical vacation, I am packing mostly dresses made of breathable fabrics and maybe a jumpsuit or two! Since you aren’t “mixing and matching” anything (because, it’s one piece) go wild–prints (florals! stripes!) fun cut-outs–whatever! 

The only rule for these items is that they MUST be able to be dressed up and down, and worn with multiple types of shoes and accessories. (In my case, this usually means something can be worn with sneakers for a casual look to walk around in all day with a pair of small subtle hoops and maybe a scarf, and then swapped for a dressier shoe–a pair of sandals for example–and a pair of statement earrings, for going out to dinner/drinks.) 

I think this is harder to do in cold weather, but it can absolutely still be done! For example, I wore an olive utility jumpsuit multiple times for different occasions last year in Ireland where it was wet and chilly. It looked cute with both a denim jacket and a leather jacket layered over the top. A “one and done” outfit makes packing considerably easier, and also allows you to pack a  lot  less stuff! 

Sweater:  similar here  // Pants:  Everlane straight leg crop pants in Sandstone  (TTS), similar here // Jacket:  ABLE Maha leather jacket (I sized up so it’s roomier but it’s TTS.), similar here  // Scarf: Old, similar h ere // Sunglasses: Ray ban // Headband:  similar here 

#3: Consider a color scheme and lean into neutral colors

Now, this only applies to things that need to be mixed and matched. I don’t count “one piece outfits” as needing to be part of a color scheme, because if you’re packing only neutral accessories and you have a one-piece outfit, it doesn’t really matter what color it is, you know? But if you’re packing mostly tops and bottoms, it will be  much  easier to put stylish outfits together if you have a color scheme in mind when packing! 

Now, this doesn’t necessarily HAVE to mean you should only pack neutral colors, but I find that it’s often easier to gravitate toward neutrals for my main pieces and incorporate pops of color with accessories, lipstick, and shoes. I’m always itching for more color in the spring and summer, whereas for fall and winter, I usually feel most chic and put together in minimalist color schemes, like creams, camels and black, and using patterns and accessories to make my outfits most visually interesting! 

Want to strike a balance somewhere in the middle? Consider neutrals along with a more muted version of a color–for example, a mustard, deep burgundy, or burnt orange for fall, which pairs easily with blacks and browns, or a muted dusty pink for dusty blue for spring, which pairs easily with the same neutrals–white, black, brown. 

J.Crew turtleneck (old): similar here // Skirt: similar here // Zara coat: similar here //  Everlane Day Boots (their city boots are also very similar with amazing reviews.) They make AMAZINGLY comfortable shoes!

#4: Lean into prints (especially stripes!) 

I have never met a stripe I didn’t love, and it’s rare that I take a trip or vacation without at least a couple of striped items in my suitcase. (This is especially true in the fall and winter months, when I’m dressing in layers!) Why? Because stripes just make everything look a little more pulled together, visually interesting, and stylish! They’re not trendy, so they’re always in style, and they look a lot more intentional than just a plain old t-shirt.

A pattern of any kind is a great way to make any outfit more fashionable, so after considering your color scheme, start thinking of options that fit within that color scheme that  also  have a bit of pattern! The easiest way I find to accomplish this is with t-shirts, sweaters, and scarves. 

What about mixing prints? I give that a hard YES. Just make sure when you’re mixing prints to vary the scale and choose coordinating/complimentary colors. One print should be larger and bolder and one print should be smaller and more subtle. (You can see examples above where I’m wearing patterned hair scarves with my striped tops!) Even a floral print can be a surprisingly versatile option! 

Amazon Dress // Similar Head Scarf

#5: Always pack a scarf or two

I’m guessing you’ve gathered by now that I wear a LOT of scarves on vacation. In fact, it’s my #1 style hack. If you take nothing away from this post, I hope this is what you remember! Truly, the easiest way to spice up any outfit–day or night–is with a scarf. Tie one in your hair to keep it out of your face on a hot day, disguise unwashed hair (bc who has time to wash and style on vacation?!) or just as a way to make your outfit more interesting. For cooler weather, I love a cute bandana or neck scarf! 

ABLE Leather jacket (c/o–reviewed here) // Similar Black Tee // A.Golde Riley jeans (took my normal size, they feel small but will stretch out, but size up if you want them roomier) ABLE Karla belt bag – use code JESSKEYS15 for 15% off! (c/o) Also reviewed it here!

#6: When in doubt, a great lipstick makes everything stylish: 

Exhibit A: Candid photo taken in Dublin where I hadn’t washed my (air dried) hair in a couple of days, and I’m wearing a very simple outfit of a black tee, black Moto jacket, and jeans–yet somehow, the red lipstick makes it all look intentional. 😂 I swear lipstick can take the most boring, even disheveled comfortable travel look and make it “perfectly undone.” Some of my favorite lipsticks are  Ilia  (they have amazing shades but if you want something a little more subtle–Cinnabar is an amazing brick red!) and  Merit’s lipsticks  that make your lips pop without being too much to wear during the day! 

Striped Turtle Neck: similar here // Coat: updated style here // Scarf: similar here // Denim: similar here // Similar White Sneakers

#7: Don’t forget about coordinating outer layers + accessories! 

Just like you want to ensure all your tops and bottoms can be mixed and matched, ensure that your outer layers can also be worn with everything you’re packing!

This doesn’t mean you can’t wear a statement color–for example, the coat I wore in Lisbon my first time visiting was a mustardy yellow camel color–it added so much punch to my outfits (and photos!) but still coordinated with everything else I had in my suitcase.

Same with my favorite dusty blue coat–it’s neutral enough to where it doesn’t clash with anything, and it adds a lot of personality (and of course, extra warmth) to all my outfits! If you want to bring a bright red crossbody purse–go for it, as long as you can wear it with everything else in your wardrobe!

Like I said, accessories are the easiest ways to add color into your outfits.

More stylish vacation outfits:

Striped tee & head scarf:.

Striped Tee: similar here // White Denim Skirt:  similar here // Scarf: similar here

Stripes are always a good idea when it comes to chic travel outfits! Here I paired them with a white mini skirt (could also do shorts, white shorts or denim!) and of course, the hair scarf. Never not wearing a hair scarf on a Europe trip (especially when it’s hot!)

Bright and colorful romper:

Romper: Rented c/o Rent the Runway  // Boots: similar here

On my recent Napa trip I brought almost exclusively one-piece outfits. (Dresses and rompers!) I loved this one that I rented from Rent the Runway–I loved it so much I bought it! I barely needed any accessories–the colorful pattern did the talking! Renting is always a great option to ensure you are well-stocked with chic travel outfits without risk of breaking the bank!

A swing dress in breathable fabrics and red ballet flats:

Faherty Dress  //  Rothy’s Round-Toe Flats  ( reviewed here !)

An easy way to incorporate color into your travel wardrobe is with your accessories–including shoes! I love a little red ballet flat. Surprisingly, red goes with a lot of other colors–it’s easy to pair with other things in your wardrobe. You can read my Rothys review here!

The Nap Dress: one of the most versatile pieces you’ll pack for warm weather

Hill House Ellie Nap Dress  (this color/pattern is a few years old but they have so many cute colorways!)

The Hill House nap dress: my summer wardrobe work horse. I own it in 3 colors. I wore it day and night in August in Lisbon where it was sweltering! Their summery dresses are made of lightweight fabrics, and in my opinion, a great piece to always have in your suitcase for warm climates. 

The perfect versatile blouse for a classic look:

Headscarf: similar here // Faherty Willa blouse (c/o TTS) // A.Golde Riley jeans (took my normal size, they feel small but will stretch out, but size up if you want them roomier) // Loafers  (c/o TTS)

Chic casual basics in Napa (from my first trip in February a couple years ago!) This top has become one of my bestsellers for good reason–it just goes with everything! Here I’m styling it with jeans but would also look cute with wide-leg pants, trousers, and I’ve worn it in the summer with shorts!

Faherty Willa blouse (c/o) White Court Sneakers , A.Golde Riley jeans (took my normal size, they feel small but will stretch out, but size up if you want them roomier)

Exact same outfit, just with sneakers this time, (and sans hair scarf) in Dublin!

A versatile cardigan:

Similar Cardigan // Similar Silk Scarf

Very similar outfit for cooler weather–a cream cardigan instead of a blouse, and wearing that same scarf from my Napa outfit, this time around my neck instead of in my hair!

Neutrals and stripes for extra polish: (perfect for a business trip!)

Similar Finds: Trench Coat // Leather Bag // Trouser Pant // Stripe Tee // Similar Loafer

VERY old photo, but would still wear it all today! Mixing neutrals + stripes is always a very foolproof combo!

Black on black: always a winning combo

Black Turtleneck // Denim // Hair Scarf

Dinner in Lisbon: One of my favorite fall outfits–a black turtleneck, jeans, black boots, and a hair scarf!

the Sezane Gaspard cardigan:

Silk Scarf // Button Up Cardigan // Denim // White Court Sneakers

Okay, you get it, right? Neck scarves are cute. 😂 Another tip: I love bringing a cardigan along in my suitcase because it’s both a first layer (buttoned up the front) and a second layer (unbuttoned, over a tee or blouse!) The Sezane Gaspard cardigan that I’m wearing here is major mainstay in my fall/winter wardrobe and I own it in two colors!

A statement coat:

Mango coat  (sold out but  reviewed here !), similar here //   Sezane sweatshirt  (I’d size up, I went with M), similar here //  Sezane jeans  (see outfit #1 for details) //   New Balance sneakers  (TTS) //  J.Crew turtleneck  (TTS) //  similar headband

Here’s another example of a neutral but statement coat. I love this coat (got it from Mango last year) and it goes with so many things. I call this a “dusty seafoam” color and I think it makes the most basic outfits so cute. Also, another scarf, but a winter version. (Also Sezane! Don’t sleep on their accessories!)

Warm and cozy layers:

Weatherproof Boots // Weatherproof Parka // Layers: Turtleneck !

From my trip to Quebec City with Neal a few years back. Dressing for the coldest weather (we’re talking negative wind chill!) can be the most challenging of all, but I have one tip: black, black, and black. It’s the most guaranteed way to still feel chic even if you have to wear 5 layers. Also: coordinating your hats, gloves, and boots. Make sure you’re factoring your accessories into your outfits–it helps avoid that “little kid on the playground” look. I brought one black beanie and one white/neutral beanie and I always felt warm and coordinated. And my warmest black parka. (Getting a slimmer design also helps!)

Best airport/travel outfits for long travel days and long-haul flights: 

I couldn’t publish this post without touching on chic travel outfits for day-of travel. If you’ve got a long journey ahead of you, the last thing you want to wear is a pair of–gasp– jeans! The perfect travel outfit can make those long haul flights go a lot quicker, so it’s worth a bit of planning ahead.

Where to begin? Coordinating loungewear makes some of the best travel outfits. Another great combo? Comfy black leggings and a cute tee that you’ll also get a lot of wear out of during your trip!

If it’s summer, a comfortable dress can actually make a great travel outfit too (I wear the famed Amazon mumu on the plane a lot) and a bonus: a dress is likely something you’ll wear over and over during your travels to warmer climates.

Another tip: consider easy on/off shoes for airport security (or plan ahead and wear socks so you aren’t barefoot on the airport floor!) 

This affordable Amazon sweatshirt and matching pair of sweatpants are two of my bestsellers. Wear them together or separately to make multiple comfy airport outfits

Abercrombie sweatshirt and sweatpants , Madewell court sneakers (reviewed here)

Quince cashmere cardigan (reviewed here!) Lululemon leggings (although for a long flight I’d choose something less supportive, like their Align leggings or my fave budget-dupes, the Aerie offline leggings ), Bombas socks , Kizik Lima sneakers , Lululemon city adventurer fanny pack , Amazon baseball cap

An oldie but goodie–this is still a go-to outfit formula for me: striped tee ( this is my fave ), loose cardigan (I love Quince’s cardigans for staple sweaters–great quality for the price!), and comfy black leggings . I also love my Delsey Paris Chatalet suitcases (reviewed here ) if you’re looking for a suitcase recommendation!

WHEW, you made it to the bottom! I hope you’re feeling much more prepared for your trip. Now you know how to look stylish on vacation no matter where you’re going! Safe travels and have fun!

Also make sure to check out:

How to tie a hair scarf or a neck scarf

How to tie a bandana scarf like a French girl

Best walking shoes for travel

How to choose your next vacation destination + planning tips:

How to take the best photos on vacation

Shop my favorites

Keep reading….

9 great staples to snag on sale @ Gap Factory

How to break in new shoes: My top tips & tricks

Resort-wear finds from Marshalls

Faherty holiday favorites + 20% off

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30+ Cute And Comfy Travel Outfits

Outfits , Style

Traveling is composed of different mini-adventures: going to the airport, waiting for the next layover, going to brunches, dinners, field trips, night markets, museums, and more. No matter where you are going on a vacation, you want to make sure that you’re dressed comfortably and are ready to travel.

Two crucial factors that you must remember when you pick outfits for travel are context and appropriation. Some places (e.g synagogues, temples, museums, etc) may require you to dress modestly, so doing a brief research on the place you’re visiting is important. 

Comfort is also something you should consider when picking an outfit. When you travel, it’s best to keep it on the comfy and safe side. Wear clothes that you have already worn before or try doing a “dress rehearsal” for your new clothes before your trip so you don’t end up with a piece of clothing that’s uncomfortable once you’re already stuck on a plane. You would want to wear something that you know works. 

And, of course, you can’t forget about style. Adding a bit of style and thought into your outfit will not hurt unless you take away the comfort from the equation. Always pick your pieces with both comfort and style present. 

I’ll share some of my favorite outfit pieces and outfit combos next. Otherwise, scroll ahead to check out 30+ travel outfits for inspo!

Invest in Basics:

Investing in basics can give you the opportunity to pack light on your trip. Bring a couple of “repeatable” pieces that are not easily spotted. It doesn’t mean that you will be wearing one boring outfit the whole way, it just means packing something versatile and something you can mix and match.

This is particularly important if you’ll be traveling a lot. For example, you might be flying a few different times during your trip and taking a train. You don’t need tons of different outfits just to get from one point to another!

Of course, bring in some trendy pieces to combine with your tidy whities and your sleek blacks. 

1. Leggings

Leggings are kind of a travel staple. I literally never get on a plane without them. If you’re on a trip, especially a tour or an airport layover, you would want to keep it flexible but stylish. Instead of a dress, wear a cute but casual top (like a crew neck sweatshirt or sweater) over leggings. 

2. White/Black Sneakers

Classic white/black sneakers are a travel must-have. You just can’t go without them, especially on a plane or in a car. A pair of classic white/black sneakers are the epitome of comfort and style. Plus, these sneakers can definitely be used during the rest of your trip.

And besides, tired feet are the ultimate spoilsport. Wearing pretty but uncomfortable shoes may cause blisters, keeping your head out of the fun. A snug pair can keep your feet in the best condition. 

3. Classic White Tee

An all-around white tee is another wardrobe (or suitcase in this circumstance) must-have. It is as versatile as it can get! Once you’re at your destination, you can wear it with a maxi skirt, tailored pants, shorts, and culottes — the possibilities are endless. Plus, when in doubt, you can always throw on a white tee for your plane ride or road trip.

4. Denim Jacket

No matter the season, a good ol’ denim jacket is the best lifesaver. It is stylish, comfy, and thick — perfect for warming up for a quick nap at the airport. It looks great with black, white, gray, and beige. Pairing it with a floral ensemble is also a good idea as it balances the elements present by adding a classic and neutral show. 

5. Lightweight Jacket

Alternatively, you can bring a lightweight jacket to the airport during the summer. The sun may be up and about, but surely, you can’t survive in the airport or the plane with a crop top without catching a bit of a cold. Choose a comfortable but still cute jacket to dress up a pair of leggings.

On the other hand, if you like to keep a light suitcase during colder months, a pocketable down jacket is your best bet.

6. Leather Jacket

A leather jacket is the best alternative to a denim jacket if you’re looking for something thick, stylish, and durable. If your style is edgier, a leather jacket is the best travel companion.

This can also elevate your outfit pretty quickly. 

7. Crew Neck Sweatshirt

I’m loving the crew neck sweatshirt right now. It can be layered with so many different outfit pieces (jacket, leggings, etc.) and is  so comfy but trendy.

Comfy And Cute Outfit Ideas 

Here are my favorite cute and comfy outfit ideas for your road trip, plane ride, or general day of travel.

Denim Jacket + Crop Top + Sweats + White Sneakers

Crop top and sweats? Sloppy. Add in a nice denim jacket and a pair of sneakers? Super stylish. Traveling with comfort and style just takes a little statement piece to stand out!

Black Hoodie + Black Pants + Blazer + Black Sneakers

Want to make an edgy street style appearance as soon as you get to your destination? Adding a little unique twist can make up for it. You’ll be ready to rock the streets when you land.

White Collared Blouse + Knit Sweater + Black Leggings + Black Sneakers

Going on a business trip? You don’t have to wear sweats to stay comfortable during a long trip. Wear a nice knitted sweater over a white collared blouse for a presentable, stylish, and comfy fit. You’ll never have to worry about seeing a client on your flight.

Crop Sweater + High-waist Leggings + Sneakers

Want to keep it simple? You don’t have to make a lot of fuss – especially if you’re rushing about or if you’re just trying to keep it a hundred percent comfy. 

Oversized Sweater Dress + Sneakers 

Traveling in the cold seasons? An oversized sweater dress and a pair of sneakers can keep you snug and cozy in one go. This is one of my favorite looks for a road trip or train ride during the fall/winter.

Knit Crop Sweater + Black Biker Shorts + White Sneakers 

A carefree ensemble. Put on a nice knit crop sweater and a pair of biker shorts so you can move swiftly and freely during long waiting times. I would bet for a Kim Kardashian-inspired ensemble (beige crop sweater + black biker shorts + bulky sneakers). 

White Shirt + Ripped Jeans + Jacket on waist + White Sneakers

Don’t know what to wear? Wear what you already have! With an all-around white tee paired with distressed jeans, you can easily come up with a complete stylish fit. For an added accent, you can put on a jacket or sweater on waist that can come in handy when it starts to get cold in-flight.

Black Sports Bra/Crop Top + Leggings + Oversized Coat + Sneakers

Going on a quick trip? A sports bra top underneath a nice oversized coat can give you a chic on-the-go aura – like you’re waiting to get on the next plane for a yoga session in a different city. Love the vibe!

Grey Shirt + Denim Jacket + Black Pants + White Sneakers

You can never go wrong with monochrome. Black pants and a nice loose grey shirt can make a nice outfit for quick coffee trips during a layover. A denim jacket can keep you warm when the A.C. is on high!

Striped B&W Tee + Silk Scarf + White Pants + White Sneakers 

Want to travel like a Parisian? A striped tee and a printed silk scarf can give you a classy, chic, and sophisticated aura. Personally, the best outfit to get croissants with.

Vintage Rock Band Tee + Leather Jacket + Washed Denim Pants + Sneakers

If your style is more hipster-like, there’s no reason why you shouldn’t rock a vintage band tee on your trip. The best example of this ensemble would be one of Kendall’s favorite fits. For the jeans, I would prefer to wear distressed black than dyed denim. But it’s all up to you!

White Tee + Black Jeans + Grey or beige Cardigan + Sneakers 

Wearing a cardigan is like wearing a blanket. If you’re dreaming of a comfy, cozy trip, you should get invest in a high-quality cardigan.

Where To Buy Comfy Travel Pieces:

Converse is one of the best cult classic brands out there. Starting out as a basketball shoe, it has grown into a stylish wardrobe must-have. No matter what your personal style is, a pair of Chucks can seamlessly blend into it. Plus, they have a variety of colors to choose from. Personally, I would pick their Black All-Star Chucks , but playing with colors is a fun way to add spark to your outfit.

Click here to shop.

Alternative to the classic All-Star pair, Vans play a healthy competition with Converse. It started out as a skate shoe, eventually growing into a must-have pair in hipster communities. If your style is composed of rock band tees, distressed jeans, plaid — Vans is a good brand to consider. 

If you have a bit more budget, a pair of classics from Nike is a great addition to your travel fits. My favorite is a pair of white Air Force casual sneakers that I usually pair with neutral ensembles, monochrome outfits, and printed dresses! It is a bit bulkier than a pair from Converse and Vans, but it balances the volume in some of my outfits. 

If you’re a sneakerhead, there are a lot of other choices from Nike as well – a pair of Jordans look good with any comfy travel outfit as well.

American Apparel

American Apparel is good at providing high-quality basics and stylish clothing. A lot of their pieces are inspired by trendy silhouettes, but they are all grounded in versatile and classic elements. Crop tops, skirts, and denim are some of my favorites from them. Plus, they’re a hundred percent American-made!

Uniqlo is a home for affordable high-quality, technical, comfy, and stylish pieces. This is the haven for people who are passionate about packing light. Find pocketable down jackets, windbreakers, vests, and Airism (lightweight) technology tees that are guaranteed accessible — no matter your budget.

H&M has everything for the trendy traveler. Find rock band tees, distressed tops, cut-out crop tops that look laid-back and fashionable. They also have the best selection of sweaters in my opinion. From knits, crops, cotton, and more!

If you’re a fan of DIY-inspired clothing, you can find a lot of distressed jeans and cut-out shirts from the store. I’ve always loved DIY, but being able to buy clothes that are close to my imaginings always comes in handy. And H&M almost always gets what I have in mind

Along with H&M, you can mix up your travel wardrobe with classy and “trendy basics” from Zara. I particularly love their neutral and classy palettes (beige, cream, black, gray). And their coats are always on point! 

Nordstrom is home to luxury brands like Marc Jacobs, Balenciaga, Bottega, Veneta, Coach, Burberry, and Jacquemus. I love bringing a small belt bag that can fit my travel needs (passport, ID, wallet, keys, etc) along with a tote where I can fit a book to keep me company but I don’t keep important belongings in a tote where I am most likely to replace. In that way, you don’t end a trip empty-handed.

Scroll down to see more outfit inspiration. Feel free to bookmark/save this for later!

Note: I tried my best to link the source of these photos, but some are from really obscure places/I couldn’t find the original photographer. Please contact me to add more specific credit or for immediate photo removal.