19 Chic (And Comfy!) Must-Haves for Effortless Airport Style

Last updated 15th November 2019

Check out these sophisticated but comfy airport style ideas to look effortlessly cool when you jet off on your next trip.


J Crew V-Neck Boyfriend Sweater

This cozy cashmere sweater is loose without being bulky and is sure to keep you warm when the plane air conditioning comes blasting on. It comes in multiple color options and pairs easily, making it a travel staple.

Anatomie Beth Button-Front Shirt

Look totally work ready in this classic white button down. The best part is it’s wrinkle-free and uses a stretchy fabric so looking professional doesn’t come at the cost of comfort on those long flights.

Travelsmith Sleeveless Solid Stretch Shirt

A stretchy tank that comes in several solid colors is the perfect base for layering under sweaters and jackets.


Liverpool Jeans Chloe Skinny Perfect Black Pant

These black skinny jeans look chic with any top, but the stretchy waistband makes them just as comfy as leggings for flying.

Ciny Karen Cape Town Slacks on the Go

Dress these stylish pants up with heels or fancy flats and no one will ever know that they are so comfy it practically feels like you’re wearing pajama bottoms.

Eileen Fisher System Washable Crepe Pant

With a slim fit, stretchy material a textured knit fabric, these pants check all the boxes of sophisticated meets comfortable. You can also throw them in your suitcase after without worrying about wrinkles.

Athleta Wander Stash Skinny Pant

Get adventure ready without looking like you just got off the mountain in these pants made from recycled Nylon/Spandex. Wrinkle-free and durable, the fabric resists nicks and tears so you can wear them over and over.

Dresses & Jumpsuits

Cindy Karen Mock-Wrap Dress 

You’re ready to explore the second you land in this flattering v-neck dress that doesn’t wrinkle easily and will effortlessly take you from day to night.

Gibson Wide-Leg Jumpsuit

This simple but chic piece is an ideal one-and-done outfit that you can dress up or down with heels or flats. Throw a sweater over it or just wear it by itself.


Vionic Demetra Slip-On Sneaker

Featuring twin gore panels for easy on, easy off and a rubber sole for around-the-clock comfort, you’ll be ready to hit the ground running in these.

Birdies The Starling Flats

Feel like your walking on air and slip these on and off with ease at TSA check points. These shoes feel just like slippers, but look sophisticated and come in everything from black leather to leopard print depending on your style.

Cole Haan GrandPro Tennis Sneakers

You can’t go wrong with a classic sneaker and Cole Haan’s are made for comfort and breathability. Plus the simple design means they’ll go with you’re entire wardrobe.

See the best winter boots for travel

Jackets & Sweaters

Eileen Fisher Brushed Alpaca Mohair Cardigan

This super soft cardigan is an elegant neutral piece to throw over any base outfit for added warmth. It’s sure to keep you cozy and can even double as an extra blanket on long flights.

Orvis Pack-and-Go Travel Jacket

This stain-, wind- and water-resistant jacket keeps you nice and dry while looking good whether you’re trekking through the jungle or just touring the airport food options.

Baubax Bomber Jacket

This cute jacket was literally made for travel. Not only is it comfortable for on-the-go ease, but it includes a built-in eye mask, an inflatable neck pillow & footrest, and 20+ other features just for jet-setters.


Brahmin Tote

This tote makes it easy to cram all your airplane extras in while looking sophisticated enough that no one will ever suspect it’s not perfectly organized — all while fitting under the seat in front of you.

Nacre Watch

The minimalist design of this elegant watch and the fact that you can choose and swap out different bands means it goes with any and all outfits.

Madewell Cape Scarf

The genius design of this oversized scarf with armholes means you can wear it as a scarf around your neck, as a cape, or used for extra warmth as a blanket.

Vintage Laptop Backpack

This backpack is both durable and elegant. It’s lightweight but anti-tear and features multiple compartments for storing accessories plus an external USB charging port.

Find the best travel backpacks

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