12+ Comfy Airport Outfits & Travel Outfits by the Chicest Jetsetters

Planning your next vacation and need to know what to wear while traveling? We’ve got you covered with 12+ comfy airport outfits for summer, fall, winter, and spring, and travel outfits that are the perfect blend of chic and comfy!

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A woman at the airport with a beige button-up and pants with a white tee and sneakers

Creating Chic Travel Outfits

Who doesn’t love going on vacation and traveling to a new destination?

While we love exploring new places, we know that travel days can be pretty hectic! It’s important to be prepared with comfortable outfits you can easily spend the day in while navigating airports or sitting in rental cars. 

Fortunately, creating chic travel outfits doesn’t have to be difficult. You can create casual outfits that will make you feel comfortable and have you looking stylish as you travel from one destination to another. 

So, if you need of fashionable and functional travel outfits, check out our top picks for chic travel outfits below. We have looks for every style and season, so whether you’re traveling to a tropical paradise or a winter wonderland, we have airport outfit ideas for everyone!

Best Comfy Airport Outfits

We’ve searched the internet and found looks that are totally comfortable yet still modern and chic, and we’re going to show you how you can recreate these looks for your own vacation!

the trench coat

A woman ready to go to the airport wearing black pants, a classic trench coat, and converse sneakers

You don’t have to be traveling to France to dress like a Parisian while on vacation! 

A trench coat is a classic piece in French fashion, and with good reason. It’s lightweight, versatile, and oh-so chic – what more could you want for an airport outfit?

You can use a trench coat to layer over other pieces when traveling in cold weather or to stay dry while out and about on rainy days. A trench coat can also be used for a modern and refined look, making it perfect for any occasion!

matching sweat set

A woman ready for the airport wearing a grey matching sweat suit set, a trench coat, and trainers

get the look:

A matching sweatsuit set makes a perfect travel outfit because it’s comfortable and versatile. You can wear a sweatsuit set to stay warm while traveling in the fall or winter, and you can wear it as is or add layers if needed. 

Additionally, you can double up on a matching set by using it to build other outfits during your trip. Sweatpants can be used as loungewear or pajamas, or this piece can easily be dressed up if you want to wear it while exploring a new city. And a sweater is perfect to bring along in case you get cold while checking out museums, local restaurants, and other attractions.

What is the most comfortable clothes to wear on a plane?

When your travel plans involve sitting on a plane, you need to prioritize comfort! Choose pieces that are loose or stretchy and something breathable. Here are the best comfortable options to wear on a plane:

  • Sweater, sweatshirt, or hoodie
  • Leggings
  • Sweatpants or joggers
  • Pull-on trousers
  • Tee or tank top
  • Long coat or cardigan
  • Denim jacket
  • Shorts
  • Trainers
  • Slip-on shoes
  • Chunky sandals

try (comfortable) denim

A woman at the airport with ripped blue jeans, white sneakers, and a white sweater

get the look:

Jeans are a must to bring along when traveling, and you can’t go wrong wearing it as part of your airport outfit, so long as your jeans are comfortable and not too snug

Denim is a fashion staple, and you can build so many stylish outfits during your trip with just one pair of jeans! They can be dressed up or down, and you can always go for a relaxed fit for extra comfort while traveling and walking around. 

One thing we love about jeans is how easy they are to care for. Jeans can be worn days in a row before needing to be washed (especially in cold weather), and being a low-maintenance and versatile piece makes them great for traveling. 

a cozy shearling coat

A woman holding luggage wearing black leggings and a white coat with black Chanel boots and a pink beanie

get the look:

A warm coat will keep you ultra-comfy as you fly. This piece will keep you warm even on the coldest days, and it’s also fashionable and versatile enough to wear with so many outfits. 

Such a chic and neutral-toned coat is a must if you’re traveling to or from somewhere chilly. And this coat will look great while keeping you cozy everywhere from the airplane to local cafes to must-see landmarks!

How can I look classy while traveling?

By following a few key steps you can easily look classy and refined while travelling, and still be comfortable. These are our favorite tips on how to elevate a casual travel outfit:

  • Opt for mostly neutral pieces as they are versatile, timeless, and have an elevated appeal
  • Accessorize with subtle gold or silver jewelry
  • Upgrade your look with a chic handbag, sunglasses, a leather belt, or a scarf
  • Choose stylish shoes such as loafers, ballet flats, or leather slides
  • Go with sleek luggage that is in good condition

leggings + a denim jacket

A woman with luggage wearing black leggings and a grey hoodie with an oversized denim jacket and white sneakers

get the look:

If you want to know one of the best things to wear while traveling, look no further than a classic pair of leggings.

Comfortable and stretchy leggings make a perfect piece to wear, whether you’ll be walking through an airport or sitting on a plane. You can find a pair made of breathable material, and many leggings also have pockets for easy access to your phone and other essentials. 

An oversized denim jacket is also a fantastic choice to pair with leggings or any other pants, for that matter. It’s great for staying warm on chilly travel days, and it can easily be paired with other pieces to wear again and again throughout your trip. 

a long, cozy coat

A woman at the airport with olive green leggings, sweater, and baseball cap with a long white coat and white trainers

get the look:

If you plan on traveling in the fall or winter (or maybe your destination will have chilly weather), bringing a coat is a no-brainer. A long coat like this is an easy way to add a stylish and modern aesthetic to your outfits.

A piece like this will keep you nice and cozy during a busy day of traveling, and you’re sure to use it when trying local cuisine or attending a wine tasting. We love that it adds an elegant touch to a simple outfit like this, so you know you can pair this with any look, both casual and refined.

Comfy Airport Outfits Summer Edition

There are tons of cute airport outfits that are perfect for hot summer days. We’ve got our favorite comfy airport outfits for summer below, so you don’t have to sweat it when packing or traveling!

the maxi dress

A woman at the airport with a flowing black floral maxi dress and chunky white sneakers

get the look:

What would the summer be without gorgeous flowy dresses to spend your days in? This breezy piece will keep you comfy and cool throughout your day, and it will definitely be comfortable to wear while sitting on a plane. 

And, of course, a dress is a great piece to bring along on your vacation. You can style it casually as you travel or when checking out local spots at your destination, and it can easily be transformed into a chic date night look with a high-end handbag and some gold-toned jewelry. 

flowy pants + a tank

A woman holding luggage wearing pleated white pants, a striped tank top, and a sweater tied over her shoulders

get the look:

Next on the list of comfy airport outfits for summer, flowy, pleated pants are another fantastic travel piece you can wear for any occasion, from laid-back to classy and refined. So whether you plan on exploring tourist hot spots or dining on gourmet cuisine, these pants will fit into your vacation looks effortlessly. 

Plus, crisp light-colored pants are perfect for a summer outfit, and the relaxed fit makes them comfy enough for long travel days. They’ll fit easily into your luggage, and these lightweight trousers will definitely be a staple in your vacation wardrobe. 

the blazer

A woman with luggage wearing black running shorts, a white crop top, a camel blazer, and white trainers

get the look:

Adding a blazer to an outfit is a great way to elevate your look when it comes to comfy airport outfits for summer. A blazer instantly adds a stylish and modern vibe to any look, so it’s a perfect styling piece to bring while traveling. 

And a blazer can keep you warm while on the plane if the air conditioning is cranked up. It’s a fantastic layering piece if you need extra warmth but still want an elevated look. 

What should I wear to an airport in the summertime?

If you’ll be spending time at the airport in the summer, you will want an outfit that is both comfortable and cool. Choose lightweight and breathable pieces such as:

  • Shorts
  • Short-sleeved tee or tank top
  • Lightweight leggings
  • Flowy dress
  • Midi or maxi skirt
  • Cotton button-up shirt
  • Linen blazer
  • Sandals or sneakers

the classic button-up

A woman holding luggage wearing black leggings and a black crop top with a white button-up and black sandals

get the look:

Cotton button-up shirts are a great way to feel comfortable and look chic in the summer. Wear this versatile piece over a crop top and black leggings like this, or keep it buttoned and tied in the front for a cute and casual aesthetic. 

A button-up shirt is also another perfectly versatile piece for an airport outfit. Wear it out for a fancy dinner, pair it with jeans for a casual look, or wear it over a bikini during a tropical vacation. No matter how you plan to style it, a button-up is a perfect travel piece. 

This is our favorite on the list of comfy airport outfits for summer!

ribbed skirt + tank top

A woman with a dark tan maxi skirt, matching top, a white blazer, and white sandals at the airport

get the look:

Go for maximum comfort and style in a stretchy, ribbed midi skirt and a matching top! A skirt and top set like this are lightweight and breezy but still offer plenty of coverage while traveling. 

You’ll have a perfect piece to wear for anything from sightseeing to a night out. And, a set can be kept together or mixed and matched with other pieces in your travel wardrobe, so you’ll have many outfits to choose from while on vacation. 

Go straight from the airport to dinner in your warm destination in this elevated look! 

biker shorts + a hoodie

A woman with pink running shorts, hoodie, and baseball cap with white sneakers and a luggage set

get the look:

Running shorts and a hoodie are great for casual and comfy airport outfits. The biking shorts are very travel-friendly since they’re easy to spend a whole day in and won’t take up much space in your bag. Plus, you can wear them as part of other laid-back outfits or if you plan to stay on top of your workout routine on your trip. 

And you can’t go wrong with bringing a hoodie while traveling; it’s a perfect piece to keep you warm in the airport, at your hotel, and anywhere in between. 


Taking a vacation shouldn’t be stressful, even if your days are filled with travel, airplanes, and hotels. Use this style guide to make choosing travel outfits easy, so you can relax and enjoy your vacation from the moment it starts!


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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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