• Home
  • Blog
    • Capsule Wardrobes
    • Travel Style
    • Sustainability
    • Personal Style
    • Lifestyle
  • Shop My Looks
  • About
  • Say Hello
  • Follow
    • PINTEREST
    • INSTAGRAM
    • YOUTUBE
    • FACEBOOK

WAYS OF STYLE

Home » Stylish And Comfy Airport Outfits | What To Wear On A Plane & What NOT To Wear

Stylish And Comfy Airport Outfits | What To Wear On A Plane & What NOT To Wear

in Travel Style on 02/13/25

I used to think dressing for the airport was simple… until I made just about every mistake in the book.

👖 Too-tight jeans on a long-haul flight? Been there.

🥶 Freezing midair because I didn’t bring enough layers? Yep.

🥿 Shoes that felt comfy until I had to sprint to my gate? Never again.

After years of full-time travel, I’ve cracked the code on the perfect comfy airport outfits.

The ones that keep you feeling good from check-in to touchdown. Today, I’m spilling everything I’ve learned, including what to wear, what not to wear (seriously, don’t make my mistakes), and how to put together effortless travel outfits using pieces you already own.

Let’s make sure your next travel day is as smooth *and stylish* as possible! ✈️

Ready? Let’s get to some cute AND comfy airport outfits!

Stylish And Comfy Airport Outfits - By Ways Of Style

Article originally shared in October 2023 – Updated in February 2025.

Estimated reading time: 16 minutes

*This post contains affiliate links. Which means if you shop for certain things by clicking the links in this blog post, I receive a small commission at no extra cost to you! Thanks in advance for supporting Ways of Style!


What to wear on a plane + comfy airport outfits ✈️

– Comfy pants, sweatpants or joggers (a comfortable bottom piece is KEY!)

I recommend straight or skinny so you don’t have to worry about it when you go to the bathroom. I explained this before. This is the kind of pants I love traveling with:

stylish and Comfy airport outfits
Travel day outfit ideas

This website has very cute comfy pants!! :) And they are ethically made and very comfortable. (Same brand where I got the pants on the left photo)


👉🏻 A chic crossbody bag and a travel document pouch are a must as well. This is the one I have :)

👉🏻 I also just got this 20′ carry-on bag, and I am OBSESSED!! 🤩 (use code WAYSOFTHEWORLD for 10% off!)


– Sneakers or very comfortable shoes:

I’m always wearing sneakers! Any type of sneakers will work here. It’s just nice to travel with comfy shoes and my style of choice is sneakers 95% of the time. You can also wear really comfy flats or sandals, just make sure to pack an extra pair of socks.

This is my favorite pair of sustainable white sneakers (they are the best and not too crazy expensive!). This is the exact link to the ones I have.

How To Create Cute & Comfy Airport Outfits By A Full Time Traveler - Ways of Style

Also read: How to wear white sneakers all year round!


Learn how to pack light! Watch me do it for a recent trip ⬇️

🧳 My Exact Packing Process Video – (How I do it from start to finish)


– A denim jacket or long cardigan:

It’s smart to travel with an extra layer. Airports and airplanes are kind of unpredictable when it comes to temperature, so it’s always good to be safe. I’m someone who’s always cold. So for me, this is a must! I usually carry a denim jacket or a long cardigan.

As you can see, I’m wearing all my favorite basic pieces for a travel day here: Long cardigan, white T-shirt, leggings and white sneakers. It was very comfortable to travel like this!

PS: best and softest long cardigans here!

what to wear on a plane
what to wear on a plane
what to wear on a plane

– T-shirts:

They are easy to style and comfortable. T-shirts are KEY to create comfy airport outfits! I usually wear a white, striped or black T-shirt. It’s just so easy.

🎯 Browse some cute, affordable and comfy T-shirts here.

– Leggings:

Leggings are great for traveling! I love wearing them for the airport, but also as a back up for working out or use them as pants. As long as it’s not Summer and the temperature is below 65, I’m happy to wear my Spanx leggings anywhere.

Here are some easy outfit ideas to put together for the airport. Pair them with comfy shoes, a T-shirt and a long cardigan or a hoodie and you are good to go.

Also read: Spanx leggings review and ‘What to wear with leather leggings‘

stylish and Comfy airport outfits
stylish and Comfy airport outfits

– Dresses or Skirts (midi or maxi):

I recommend longer skirts or dresses because, as I mentioned earlier, you don’t want your beautiful legs to touch those nasty airport/airplane seats.

I have never traveled with a midi skirt until very recently and I found it to be very comfortable. I created a monochromatic look with sneakers and a denim jacket and honestly, it’s been one of my favorite travel outfits to date!

stylish and Comfy airport outfits

And this is the type of dress I’m referring too. If you are super girly and want to wear a dress on a travel day, of course you can do it while still being comfortable for traveling. Here are 2 midi dresses that I have styled with sneakers. Just make sure to bring an extra layer if you are someone who gets cold.

This is a very easy way to create stylish and comfy airport outfits if dresses are your thing :)

Pro tip: make sure it’s a dress you will also wear during your trip! Don’t overpack ok!?

stylish and Comfy airport outfits
stylish and Comfy airport outfits

Unlock Your Perfect Packing Strategy in Just 2 Quick Questions!

Packing should be easy, but somehow it always turns into a struggle…

Too much? Not enough? The wrong pieces?

If you’ve ever second-guessed your suitcase, I have a super quick way to check if you’re on the right track. Just answer these 2 easy questions about your trip, and I’ll send you a customized packing list perfect for any spring or summer trip. Get started ⬇️


What Not to Wear for a Travel Day – Learn from My Mistakes!

Before we continue with more cute and comfy comfy airport outfits, let’s talk about what not to wear… and more importantly, why.

Some of these mistakes I’ve learned the hard way after years of full-time travel, while others are things I see at airports all the time. Some may seem obvious, but trust me, a few might surprise you.

Now, let’s get into the full list of what not to wear on a plane and why:

1️⃣ Heels:

This one is personal preference, but every time I see someone in sky-high heels at the airport, I can’t help but wonder… why? Sure, they might look great, but they’re definitely not more comfortable than a pair of sneakers or slip-on sandals. And if you have to rush to catch a flight? Forget it.

2️⃣ Jumpsuits:

Have you ever tried going to the bathroom when you’re wearing a jumpsuit? Exactly. Not fun, especially in a cramped airplane lavatory. Skip the jumpsuit unless you enjoy the full strip-down experience mid-flight. This piece is great for traveling, but it stays inside your suitcase.

3️⃣ No Socks:

I don’t know if it’s just me, but walking barefoot through security gives me the ick. It never smells great, and those floors? Let’s not think too hard about what’s on them. If you’re wearing sandals or slip-ons, at least keep a pair of socks in your handbag for the security line. Your feet will thank you.

4️⃣ Belts or Too Much Jewelry:

Going through security is already annoying, so don’t make it harder on yourself. Removing a belt, multiple bracelets, rings, or layered necklaces while juggling your laptop and toiletries isn’t exactly stress-free. Keep it simple and save the accessories for after you land.

5️⃣ Over-the-Knee Boots or Difficult-to-Remove Shoes:

OTK boots are cute, but they’re a hassle at security. Unless you have to wear them because they don’t fit in your suitcase (totally understandable if you’re headed somewhere cold), opt for shoes that are easy to slip on and off.

6️⃣ Too Many Layers:

Yes, layers are great for travel, but too many can turn into a hassle. If you start overheating mid-flight, where are you going to put your extra sweaters and jackets? Unless you have space in your bag, keep it simple with a cozy cardigan, denim jacket or a pashmina that you can easily take off and store.

7️⃣ White Denim:

White jeans, white pants… why would you do this to yourself on a travel day? Between airport seats, tray tables, and unexpected spills, wearing white is practically inviting disaster. If you’re determined to wear them, just know you’re taking a big risk.

8️⃣ Super Short Shorts or Mini Skirts:

Think about it: do you really want your bare legs touching those airplane seats?

I’ve seen all kinds of nasty things on those seats girl. I’ll leave it at that.

9️⃣ Wide Leg Pants:

They’re stylish and comfortable, but they’re also a nightmare when you need to use the bathroom. Picture this: you’re in an airport restroom, pulling your pants down, and the hem touches the floor. Now, consider that airport and airplane bathrooms aren’t exactly the cleanest places (and that wet floor? It’s not water).

Unless you’re willing to roll them up to your thighs every time (which is totally valid, I’ve done it), leave your wide-leg pants in your suitcase.

🎯 Pro-tip: Avoid packing pieces you’ll never actually wear on your trip. That bulky athleisure set? If it’s just taking up space in your suitcase and won’t make an appearance at your destination, skip it.


What To Wear On A Plane – More Comfy Airport Outfits!

⭐️BONUS: Comfy Airport Outfits If Traveling Somewhere Cold

I struggle when flying from somewhere warm to somewhere cold. This happens to me a couple of times a year at least, when traveling from Florida to Chicago in the Winter to see my family. Y

ou don’t want to be too warm because you’ll be a sweaty mess in less than 30 seconds, but you also don’t want to travel too light because you will die 30 seconds after crossing the exit sign at your destination’s airport.

So, what to do?

Well, these are some outfits I’ve tried in the past. I sometimes have to wear a hat because I don’t like to pack those in my suitcase. Also, traveling with booties can be pretty comfortable too, so I don’t mind them on travel days.

My advice is to keep in mind how you are getting to and from the airport. If you are taking public transportation where it’s cold, then you will have to bring your Winter coat (sorry!).

Other random things to keep in mind when deciding what to wear on a plane:

  • Sometimes you’ll have no choice but to wear a hat (sometimes they don’t pack well and you really want to bring them)
  • Remember that it’s always nice to bring an extra pair of socks if you’re wearing sandals. You don’t want to walk barefoot where other people are doing the same (ahem security line). And they are nice to have in the airplane too.
  • Do you have your period? If the answer is yes, then wear black pants. You never know if you’ll have access to change on time or if you are just running around to catch your flight, end up having no time and the airplane is stucked at the gate, you can’t get up for whatever reason, etc. Things happen, better be safe.
  • Do you usually get cold? Bring an extra layer or pashmina.
  • What’s the weather like where you are? What’s the weather like where you are going?
  • How are you getting to and from the airport? Will you need an extra layer for walking to take public transportation?
  • If you have a carry-on bag, make sure to put all your toiletries in a clear bag. We bought these ones and they’ve been life savers at the busy security check-ins.

Things to survive a long haul flight:

  • Noise canceling headphones
  • Earplugs (if you don’t have headphones)
  • Phone charger and travel adapter
  • A kindle :)
  • An extra layer in case it gets cold
  • This antioxidant balm OR this plumping serum (I use both!)

I don’t think you need to bring many extra things. Most airlines will provide you with a pillow and a blanket. We recently traveled with Turkish Airlines and we got a cute goodie bag with earplugs, eye mask, moisturizer and even socks! (and no, it wasn’t business class).

👉🏻 If you’re heading on a long travel day soon, read this post for more tips!

🎯 If you want to never think about packing again, get my ‘Pack Like A Pro’ bundle – you’ll get immediate access to 17 packing lists + resources for just $17!


Other Posts You May Also Like:

  • Joggers VS Jeans – Which ones should you travel with?
  • 15 Common Airport Mistakes To Avoid!
  • Minimalist Packing Guide – This is what I packed for 6 months of travel! (in a carry-on)
  • The Best Shoes I’ve EVER Traveled With! 👟
  • How To Actually Pack Less Things!

Final Thoughts About What To Wear On A Plane:

Dressing for travel shouldn’t be a guessing game. With the right comfy airport outfit, you’ll breeze through security, stay cozy in-flight, and step off the plane looking (and feeling) amazing. No more outfit regrets, bathroom mishaps, or wishing you’d worn something else!

So next time you’re packing for a trip, remember: comfort is key, layers are your best friend, and wide-leg pants? Well… proceed with caution. 😉

Now, tell me; what’s your go-to airport outfit? Drop a comment below, and let’s swap travel style tips!

Safe travels and happy packing! ✨

XO,

Aimara

PS: get your customized carry-on packing list just by answering these 2 questions about your trip.


🧳 Do you want me to pack for you? 🧳

If figuring out what to wear to the airport feels hard… chances are packing for the entire trip feels even harder.

If you’re the type who either overpacks (just in case), feels totally overwhelmed trying to plan outfits, or ends up wearing the same two things on repeat while the rest of your suitcase just takes a ride… Girl, I made something for you.

Inside my 15 Pieces, 40 Outfits Workshop, I walk you through exactly how to pack light without sacrificing style. You’ll learn how to choose the right pieces for any trip, mix and match like a pro, and feel confident in every outfit. Whether you’re at the airport or on a rooftop dinner. 💁🏻‍♀️

By the end, you’ll be packing faster, lighter, and smarter with outfits you love and nothing wasted in your suitcase.

No more “what do I wear?” panic. No more overstuffed bags. Just simple, stylish travel outfits from here on out.

>>> Sounds good? I’ll see you inside the workshop!


ABOUT THE AUTHOR:

Hi, my name is Aimara and I am the voice behind Ways of Style. I was born and raised in Venezuela until the age of 27 when I moved to Chicago, and 2 years later I met my best friend and husband. We now travel full time and live out of a carry-on bag, so believe me, I know a thing or two about how to maximize every single piece I own. 

I love creating new looks, and looking cute while I’m traveling. And in this blog, I try to share all my looks, even if I don’t have the best photos ;) My goal is to help you maximize every piece you have in your closet and to encourage you to live with less things.


Did you learn how to create some comfy airport outfits for your next trip? Share it on Pinterest!

Related posts you may also like:

  • 13 most forgotten travel items
  • How to survive long travel days
  • 15 best travel essentials for women
  • Everything you need to know about personal items
  • How to simplify your toiletry bag

*This post contains affiliate links as I am a part of Amazon’s affiliate program which means I receive a commission if you shop for anything at no extra cost to you.

Home » Stylish And Comfy Airport Outfits | What To Wear On A Plane & What NOT To Wear

Share this:

  • Click to share on Facebook (Opens in new window) Facebook
  • Click to share on X (Opens in new window) X

2 Comments

« Customized Packing List? Get One In 30 Seconds (Spring & Summer Travel)
The 15 Best Travel Essentials For Women (Packing Advice From a Full Time Traveler) »

Comments

  1. 🫧 Shahd 🫧 Qubbaj says

    July 10, 2024 at 7:07 pm

    Are tight t shirts ok? Im thinking of wearing one with a pair of sweatpants I own for an 18 hr flight! Im a little skeptical because I dont want to get a sweat stain or have it feeling to tight. Thank you!

    Reply
    • Ways Of Style says

      July 13, 2024 at 5:14 pm

      Hi! I would not recommend it if it’s too tight 🙈 not only because of the sweat but because 18 hours is a super long travel day! I usually get really bloated, so I just avoid tight things all together. T-shirts + sweats are great for travel days, but make sure both pieces are super comfortable! Hope this helps. Good luck and safe travels ♥️

      Reply

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Recent Posts:

  • How to Find the Best Carry-On Luggage for Your Needs! (pros & cons)
  • What To Pack For Fall In Italy (30+ Outfit Ideas)
  • How to Survive Long Travel Days: Tips, Tricks & Mistakes to Avoid At All Costs!

Follow Me on Instagram

I have a million photos to post! Trying to catch u I have a million photos to post! Trying to catch up here but somehow I never seem to sit down and share stuff in this account. I guess I like our travel account better! 😜 @waysoftheworld_ 

I’ve been trying to stay active with travel outfits and styling tips on the @shop.ltk app, so if you are interest you can check them all out by clicking the link in my bio. This dress was one of the best pieces I packed this time! It’s so cute for photos with any background basically!

We are currently on day 53 our of our 70 day trip through the Yucatan Peninsula 🤯 We’ve been to Cozumel, Punta Allen, Bacalar, Campeche, Merida and today we made it to Valladolid. We have one more stop before spending a week in Mexico City with family and then off to a new country we go! This lifestyle comes with its unexpected challenges, but we wouldn’t change it for anything!! 💕

Let this be a reminder to keep working hard to make your dreams happen! We are actively doing that right with @waysoftheworld_ 🙃 Hoping things end up working out for us!
…
#waysofstyle #campechemexico #travelblog #travelvlog #seetheworld #visitmexico #mexicotravel
What a crazy feeling when you start loving somethi What a crazy feeling when you start loving something you once thought was scary. It really makes you realize that fear is not real and exists only in your mind.

Never stop pursuing what sets your heart on fire. Even if it’s scary. And if you don’t know what that is yet, I encourage you to make the time to find out 💙

PS: this photo was taken on a scuba dive trip while in Cozumel a couple of weeks ago. If you ever find yourself there, do yourself a favor and do it with @scubatonycozumel 🤿 You will not regret it!

We are currently slow traveling through the Yucatan peninsula. We are having the time of our lives and documenting it all on @waysoftheworld_ 🌎 See you there? 🙃
…
#waysofstyle #scubadiving #experiencesoverthings #scubatony #scubatonycozumel #cozumel #cozumeldiving #cozumelscuba #fulltimetravel #travelvlog #travelblog
Yesterday we had a full day of exploring different Yesterday we had a full day of exploring different places and I needed different outfits but I didn’t have space to bring a whole new look. That’s when button down shirts + sneakers come handy! 

In the morning we went to the beach to snorkel and in the afternoon we explored Mayan ruins and had drinks and dinner. I needed sun protection and sneakers because they don’t recommend to walk the ruins in sandals (uneven terrain). I was able to change the wet bathing suit at the beach restaurant and didn’! get sunburn! Win win!!

PS: you can now shop all my looks via the @shop.ltk app ☺️ or via stories!
…
#waysofstyle #jumpsuit #howtostyleajumpsuit #grayson #buttondownshirt #cariumas #whitesneakers #travelstyle #vacationlooks #stylehack
🎅🏽 GIVEAWAY TIME!!!! 🎅🏽 Giveaway close 🎅🏽 GIVEAWAY TIME!!!! 🎅🏽 Giveaway closed! Winner @_downbythesea_ 

This little device has made a huge difference in how I travel! I barely have to worry about shaving thanks to laser hair removal 🙌🏻 And today, I’m teaming up with @silknsolution to give one away to one of YOU! 🌟

It’s super easy to enter:

1️⃣ FOLLOW me @waysofstyle & @silknsolution
2️⃣ LIKE this photo 
3️⃣ TAG a friend (each comment with a tag is a separate entry)
4️⃣ BONUS post this photo on your story and tag me! 

Winner will be announced this weekend!! Good luck everyone ❤️

Giveaway not associated with Instagram or Facebook. US or CAD residents only.
…
#silkn12daysofgiveaways #silknsolution #giftidea #hairremoval #mysilknsolution #silkn #giveaway #skincare #selfcare #selflove #treatyourself
Back home after spending the best 3 months of my l Back home after spending the best 3 months of my life in Turkey 🇹🇷❤️

We definitely left a piece of our hearts there, but we also learned so much and we know we will be back many times! And it feels good to be with family this time of the year.

I know I didn’t do a good job at posting in here. Honestly, I thought it was going to be easier, but starting a new Instagram, blog and YouTube channel from scratch for @waysoftheworld_ took a lot more time than I ever thought it would! So now, I’ll try to share some of my favorite photos from this trip in here because it’s never too late 🙃

This one was taken in a small mediterranean town called Kas. It was one of our favorite places in all of Turkey! It’s the perfect vacation spot to just enjoy life 💕

Feels good to be back! Hope everyone has a great week ahead and thanks so much for being here!!
…
#waysofstyle #travelstyle #kasturkey #vacationlooks #capsulewardrobe #experiencesoverthings #turkeytravel #visitturkey
Sharing 25 travel outfit ideas I created with the Sharing 25 travel outfit ideas I created with the best 7 pieces I packed! 🙌🏻

I believe these 7 pieces are not only good for traveling, but to add as part of your capsule wardrobe if you are thinking about starting to live with less things. I promise you won’t regret it!

I hope you find it useful and that you feel inspired to recreate any of these looks with pieces you already have in your closet. If you have any questions, let me know! I’m always here to help 🙂

Happy Monday ❤️
…
#waysofstyle #capsulewardrobe #whiteshirt #midiskirt #travelstyle #traveloutfits #capsulewardrobechecklist #capsulewardrobes #minimalism #sustainablefashion
Turkey has been incredible. We are blown away by h Turkey has been incredible. We are blown away by how beautiful it is, all the different landscapes, the food, and above everything, the people ❤️

Looking back to a few weeks ago when I was really afraid of going on this trip, thinking about all the things that could go wrong, being a little upset with myself in a way for not wanting the traditional life path I always thought was my only choice; get married, buy a house, have kids, save money and travel when you retire. That’s not for me. 

I’m very happy I followed my heart 💕 I wrote a letter to myself on the blog: “What’s the best that can happen if the worst happens?” You can check it out by clicking the link in my bio. I hope it inspires you to think about what YOU really want in your heart, make a plan and go after it (but be patient). I promise that if I did it, so can you.

You have everything it takes ❤️

Link in bio to read.
…
#waysofstyle #pamukkale #turkeytravel #followyourheart #seetheworld
I basically only wear olive green and white now 😂 

Our days in beautiful Kas are almost over. I’m leaving a piece of my heart in this cute little town and we will definitely be back! Now it’s time to hop on a 6 hour bus to Pamukkale and see what that place is all about! 

Honestly, the only reason we are going there is because of me. G is not too crazy about it, but I’ve seen it on Instagram so much that I wanted to see for myself what the buzz was all about. So I’ll keep you posted on what it actually is!

If you are interested in knowing more about Kas (and all the amazing places we are visiting) we share a lot more on @waysoftheworld_ 💞 
We talk about useful tips, costs, best things we do, where we stay and so much more. I also update those stories daily! So I hope to see you there 🙃

Until next time friends 👋🏻
…
#waysofstyle #travelstyle #midiskirt #traveloutfits #kas #kasturkey #worldtraveler #styleblogger #styleinspo #mystyle #fashionblogger #capsulewardrobe
I was brave 💙 This was the most amazing experi I was brave 💙

This was the most amazing experience. I was SO nervous and anxious before but somehow I managed to push through and tried this very scary thing for the first time. And you know what I learned? That I loved it! I would do it again a million times! It wasn’t scary at all. It was all in my head and it wasn’t real. Also, they had the sweetest dog at the shop named Lucy that really help me not to think about it (swipe to see her 😍)

We didn’t do any crazy tricks like G did and it was a very peaceful flight. It’s up to you how you want to do it.

I can see why Ölüdeniz is one of the top places in the world to go paragliding. If you only want to do it once to cross it off your bucket list, this is the place you go to. We shared a post about with useful information in case you are interested. Link in bio + stories.

Would you do it? 🙃
Make sure to follow our adventures around Turkey on @waysoftheworld_ 🙏🏻
…
#waysofstyle #paragliding #oludeniz #exploreturkey #turkeytravel #bebrave #experiencesoverthings
Follow!

BLOG CATEGORIES

  • Capsule Wardrobes (12)
  • Healthy Food (11)
  • Lifestyle (26)
  • Personal Style (49)
  • Reviews (12)
  • Sustainability (8)
  • Travel Style (36)

Copyright © 2025 · glam theme by Restored 316

Copyright © 2025 · Glam Theme on Genesis Framework · WordPress · Log in