4 Airport Outfits That Are the Ultimate Combination of Cozy and Chic

With fall in full swing and holiday-season travel creeping up behind it, it’s a great time to take your airport outfits to the next level. I mean, what’s worse than heading home for the holidays and running into an old friend in an airport outfit that’s just so-so? Mastering the perfect travel look is easier than you think. The number one thing on my list is being comfortable, especially if I’m traveling far. I used to swear by a sweatsuit and sneakers as my go-to travel look, and while I do still love a good matching set, I thought it was time to elevate my airport looks just slightly. As I said before, comfort is key, but adding a pair of jeans or cargo pants takes things up a notch. I have been eyeing four outfit formulas that are comfortable and still have a bit of style.

Keep scrolling to see the four airport outfits I’ll be wearing on my upcoming flights.

Button-front cardigan + tank/tee + denim + crossbody bag


(Image credit: @emilisindlev)

This is the perfect put-together travel-day look. Adding a button-front cardigan over a classic white tee and jeans just elevates the look while still being comfortable and cozy. I personally always like a sweater or sweatshirt when I'm traveling. With a chic pair of sunnies and the perfect crossbody to hold your phone, keys, wallet, and favorite lip balm, this is the perfect look for a short flight where you have plans awaiting you once you arrive. 

Baseball cap + leggings + sports bra + blazer + sneakers 


(Image credit: @coco_floflo)

This travel look is my usual go-to. When it comes to being comfortable while looking good, I'm partial to a great matching athleisure set, especially a black one. Dress up your favorite leggings and sports bra with an oversize jacket or blazer, add your favorite sneakers and baseball cap, and you're ready to go. This is the type of outfit I reach for when traveling from the East Coast to the West.

Crop top + Cargo Pants + Sneakers 


If your travel vibe is laid-back cool, then I have the look for you. A vintage designer crop with cargoes just oozes casual cool, especially paired with the New Balance 550 Basketball Sneakers. I would wear this travel look to a beach or tropical vacation. The Louis Vuitton weekender bag is a nice touch too. After looking at this photo of Elsa Hosk carrying one while traveling, I think it's time I get my hands on one. 

Jeans + Tee Shirt + Oversize Jacket + Sneakers 


(Image credit: @emmaleger)

Jeans and a white tee is the travel outfit combo that is the gift that keeps on giving—casual, comfortable, and stylish all wrapped into one. Adding an oversize jacket just takes this look from boring to on-trend, and you really can't go wrong with these Adidas sneakers. This is the type of look I would wear when traveling by train or a quick airplane trip. 

Assistant Editor

Originally from Chicago, Illinois, Grace has always been a lover of all things fashion and beauty. Upon receiving her first degree in visual communications from FIDM in Los Angeles, she moved to New York City and continued her education at LIM College, majoring in fashion media with a minor in society and culture. Grace has worked for PhotoBook magazine, Insider, and Harper's Bazaar. As a writer, Grace has had pieces published covering topics including racial justice, fashion, politics, and current events. During her free time, she loves wine tasting, creating content for her social media, spending time with friends, traveling to new places, and Pilates, and has a love for reality television, especially The Real Housewives. Grace is the person in your friend group everyone goes to for recommendations for the best place to grab drinks in NYC on a Friday night or the best hotels and restaurants to try when traveling to a new city. While fashion is her main love, she loves all things wellness and lifestyle as well. Her ideal sunday is brunching with friends then walking around furniture shopping and listening to a podcast. As the assistant shopping editor at Who What Wear, Grace loves finding the best buys out there for the WWW readers.