My Favorite Winter Airport Outfits | Classy & Comfy

Looking for winter airport outfits that will keep you warm while looking stylish? You’ll love my list of comfy and classy airport outfits for winter!

collage of four women wearing comfy winter airport outfits with leggings, puffer vests, sweatpants, and more

Chic Airport Outfits for Winter

When I’m traveling, I want to look stylish and put-together while also staying comfortable. This is especially true in the cold winter months when I need to make sure my airport outfit is cozy enough to keep me warm through every part of my travel day. 

I know how hectic and stressful getting ready for a trip is, but creating fashionable yet functional winter travel outfits doesn’t have to be. Ahead, you’ll find my list of winter airport outfits that are classy and cozy. 

What should I wear for a long flight in winter?

When you have a long flight ahead of you, comfort is key! If you’re traveling in the winter, you’ll also want to make sure your travel outfit is warm and features removable layers. Try these pieces:

  • Sweatpants or knit joggers
  • Sweatshirt or knit sweater 
  • Leggings
  • Matching sets in cozy fabrics
  • Puffer vests
  • Long cardigan 
  • Wool coat
  • Cozy socks

Comfy Winter Airport Outfits

These comfy looks are effortless, easy to recreate, and guaranteed to make you feel stylish. The best part? All of these airport outfits are foolproof for winter, meaning they’ll keep you warm and cozy as you travel!

Puffer Vest + Sweatshirt

Christal wearing black leggings, a tan sweatshirt and a black puffer vest in the airport.

get the look:

This is one of my favorite winter travel outfit formulas. It’s especially great when I’m heading somewhere warmer and need removable layers that aren’t too bulky. 

I think the sweatshirt and puffer vest combination looks sporty and classic, especially when paired with my Lululemon black leggings, Anine Bing baseball cap, and Samba sneakers. I’ve also thrown on my Everywhere Fleece belt bag, which is the perfect travel accessory for any comfy winter airport outfit.

Joggers + Wool Bomber

Christal wearing black joggers, a grey sweatshirt, a grey shacket and sneakers at the airport.

get the look:

Another one of my favorite ways to dress up a winter comfy airport outfit is to pair my cozy Lululemon fleece joggers with a bomber jacket. Bomber jackets have been trending this year and they aren’t going anywhere anytime soon.  

Here, I’ve styled the bomber jacket with practical sneakers, my fave Anine Bing sweatshirt, and a baseball cap. I’ve also added my Quince leather pouch bag as a stylish and practical hands-free accessory for my passport and essentials.   

Cropped Vest + Leggings

Graphic of a winter airport outfit including a black sweater, black leggings, black sneakers and a tan puffer vest.

get the look:

This chic yet comfy cropped puffer vest and leggings look is next on my list of airport outfits for winter. In my experience, you can never go wrong with wearing a pair of nice black leggings to the airport!

A chic, neutral-toned cropped puffer vest is the perfect piece to pair with an Everlane black turtleneck since it adds an ultra-cozy layer that isn’t too bulky for packing or sitting on the plane. 

I finished this winter airport outfit with comfortable Samba sneakers and everyday gold jewelry to elevate the look. 

Matching Sweatsuit

Woman wearing a tan matching lounge set with a tan coat and sneakers at the airport.
@lizzymathis

get the look:

I’m partial to an all-neutral outfit. I think they always look chic and elevated, whether you’re heading to the airport or strolling around town.  

In this comfy winter airport outfit, Lizzy has gone for a matching beige sweat set that gives mega cozy vibes. She’s styled it with a long coat and baseball hat in similar tones to keep the look cohesive.

I love the creamy beige colors in this travel look, but you could create a similar outfit by swapping out the beige for ivory, gray, black, or navy. 

Add a Graphic Sweatshirt

Woman wearing black sweat pants and a vogue sweatshirt with high top sneakers in the airport.
@ebruerkut

get the look:

In my opinion, you don’t have to ditch sweatshirts in order to create cute airport outfits. Logo or graphic sweatshirts (like this Vogue one) are fun and stylish but still comfortable. They’re also practical when traveling to warmer destinations where you won’t need many heavy layers. 

I’d pair it with comfy trousers, sweatpants, or leggings and add chic sunglasses for a casual, cool winter travel outfit. 

A Cozy Cardigan

Woman wearing grey sweatpants, a pink cropped top and a pink cardigan in the airport.
@jenniferxlauren

get the look:

While most of my winter airport outfits are neutral, I love this pop of color that makes this winter travel outfit more exciting. I love how @jenniferxlauren pairs comfy grey sweatpants and New Balance sneakers with a more girly cropped top and a pink knit cardigan. 

I think this winter comfy airport outfit would be ideal when flying into a warm climate since you can easily take the cardigan off when you land. 

Classy Airport Outfits for Winter

Below are some of my favorite airport outfits for winter. They dress up a basic leggings or sweatpants outfit with elevated pieces. 

Casual chic jeans outfit

Graphic of a winter airport outfit including jeans, a striped sweater, a navy coat and sneakers.

get the look:

Jeans are a must-pack item when traveling, especially in the winter! Since they tend to take up a lot of room in your suitcase, it’s never a bad idea to wear them on the plane, as long as they’re comfortable

For a classy airport outfit in winter, try a pair of relaxed denim jeans, like these Citizens of Humanity Ayla jeans. A looser fit is key for feeling comfortable on the plane and walking around, in my opinion. 

Style your jeans with other winter fashion staples like a striped sweater, long wool coat, and cashmere scarf that will come in handy while traveling in cold weather.

Layered Denim Jacket

Christal wearing black leggings, a white t-shirt, a denim jacket and a black puffer vest with sneakers at the airport.

get the look:

An oversized denim jacket is a fabulous choice to pair with leggings or other pants when you want a comfy but cute airport outfit. 

To keep this cozy chic, I’ve styled a comfy sweatshirt underneath my denim jacket and layered a black puffer vest on top. My trusty leather pouch looks expensive and classy, but it’s also practical for keeping my travel necessities at arm’s reach.

Sweater Dress + Sneakers

Graphic of a winter airport outfit including a white sweater dress, a white coat, sneakers and a tan scarf.

get the look:

In my opinion, a sweater dress is a winter wardrobe staple. I’ve found that it also makes for a classy airport outfit for winter when paired with a coordinating long coat, neutral sneakers, and a cashmere scarf. 

From my experience, midi or maxi-length sweater dresses work best for travel days since they cover most of your legs and are more winter weather-appropriate. I love this cream ribbed knit dress because you can wear it on the plane, but it will look equally chic out to dinner or during the day exploring must-see sights. 

Camel Coat & Uggs

Christal wearing black leggings, a grey sweatshirt, a tan coat and Ugg tasman slippers in the airport.

get the look:

In my opinion, you can’t beat a grey sweatshirt and black leggings combination. This classic winter airport outfit never fails to keep me comfy and warm on a chilly plane. Plus, I think the sporty combo looks purposeful and well-styled, even though it feels like I’m wearing pajamas.

Here, I’ve paired my go-to Anine Bing sweatshirt with black leggings and Ugg Tasman Slippers. Adding a chic oversized camel coat on top makes this classy airport outfit feel even more elevated.

Matching Knit Set + Sneakers

Graphic of a cozy winter airport outfit including a matching sweat pant and sweater set.

get the look:

A matching knit set is one of my go-to classy winter airport outfits (or really any time of the year). For winter travel, this matching teddy brown knit set from Everlane is a dream! It will keep you looking cute and feeling comfortable even on long travel days.

 

Pair it with your favorite sneakers and travel essentials and you’re ready to go!

 

Creating a winter airport outfit doesn’t have to be complicated. Even on long days filled with planes, cars, hotels, and all-day travel, you can rock a comfy and cozy travel outfit that’s also cute and stylish. Follow my style guide to make picking the perfect winter travel outfit a breeze so you can sit back and enjoy your trip from start to finish!

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collage of outfit graphics with airport outfits for winter including neutral comfy clothing

 

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About

Hi! I'm Christal - Editor-in-chief, published author, and minimalist fashion enthusiast! Welcome to Style Your Occasion, your styling inspiration go-to for every occasion, event, party, and trip! Click below to meet the rest of the Style Your Occasion team.

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