Travel in Style: The Best, Stylish, & Most Comfortable Flying Outfits to Wear on A Plane

I get asked about the best outfits to wear on planes and long haul flights a ton. When you travel as much as I do, comfortable (and * chic *) flying clothes are everything. So I’ve rounded up the best travel outfits and all of my go-to flying outfits to help you can stay comfy on the plane and arrive to your next destination in style. 

These travel outfits are guaranteed to keep you chic, comfortable, and stylish — whether you’re flying with your girls to a bachelorette party in Cabo, heading off to a business trip in San Francisco, flying to your honeymoon in the Maldives, or looking for a comfortable, cute travel outfit for a 24 hour flight to Bali.

What to wear on a long flight or redeye:

My go-to long flight outfit is Alosoft leggings (seriously, if you haven’t tried Alo’s SUPER soft leggings, you’re missing out. They are a long flight essential!!), a casual tee, and a light sweatshirt or sweater for when it gets cold on the airplane. Here are some cute options!

eberjey Brie Cargo Jumpsuit in Black

High-Waist Alosoft Goddess Legging - Parisian Pink Heather--1

    

LOVE this alo getaway hoodie. So freaking comfy for planes.

Lovers + Friends Vela Lounge Jumpsuit in Nude

 

These white sneakers are ALWAYS my go to travel shoe. They’re so unbelievably comfy they feel like you’re walking on clouds, yet they’re sturdy enough to work out in in the resort gym when you get to your destination. I love them for travel days, long flights, and on vacation! 

I also love these sneakers if you’re looking for a little bit more athletic of a shoe – these are my go to workout shoe!

the perfect tie-front white shirt for over leggings

I also always pack a pair of compression socks to put on on any long flight as well. Compression socks (like these ones I wear from Amazon) help with your circulation, reduce swelling, and help with recovery, making them a must-have for any flight. 

What to wear flying to a business trip:

An ultra-comfy jumpsuit

This Monrow long sleeve jumpsuit is a MUST for flying when you want to feel like you’re wearing a PJ onesie, but you actually look chic enough to toss on some heels and meet the team for happy hour as soon as you land.

1. STATE Satin Crepe Pant in Bright Mulberry

Stretchy black pants, a tee and a blazer

For a business trip, I’d do something like this with this gorgeous blazer , a white tee (I love this one), and add in a chic black skirt and you’re good to go.

Amanda Uprichard Shawl Collar Blazer in Black

I also love this look with denim shorts or jeans for more of a girls trip or casual flying outfit. 

Norma Kamali Straight Skirt in Black

What to wear on the flight to your honeymoon:

   

HEMANT AND NANDITA Jolie Pant in TricolorLove these chic pants for a flight to somewhere tropical! I’m a size 26 and wear a small!

 

 

This is my GO TO tie-front white shirtFrank & Eileen is the best quality – I’m obsessed. 

 and you can always add a little honeymoon flare to your and your new hubby’s outfit with these

     
What to wear on the flight to your bachelorette party:

Amanda Uprichard Ariya Pant in Ivory

I love the chic effortless look of a white tee dress or a white tank dress paired with a denim jacket like this one for a bride heading to her bachelorette party. 

 

Brochu Walker Leda Smocked Skirt in Salt White

 

 

Can’t go wrong with these white, comfy wide leg pants for a flight. 

Love a chic, simple embroidered bride dad hat to go with your bride-to-be flying outfit like this one.

What to wear flying to your friend’s bachelorette party:

   

 

  

What to wear flying to a beach vacation:

The cutest beach vacation flying outfits

    

     Frankies Bikinis X REVOLVE Aiden Sweatpant in Lilac Tie Dye

 

    

I have had this hat for 3 years and it literallly looks like I just bought it. My GO TO beach hat ALWAYS. Can’t recommend it enough. 

What to wear flying to a mountain destination:

Maybe you’re heading for a mountain weekend in Aspen this winter, to new years in Tahoe, or to your friend’s ranch in Wyoming. If you’re dressing for a winter flight, here are some must haves. 

Vince Long Sleeve Cropped Cardigan in Optic White

 

Other things never to forget for a long flight!

Slip - Silk Sleepmask Pink

And don’t forget a fashionable travel face mask! If you’re traveling in the era or after COVID, you’re going to want a cute face mask to keep you protected in the airport an on the plane.

Always my go-to travel eye mask. Seriously how does anyone sleep on planes without a chic, ultra-soft eyemask like this one? It’s my LIFESAVER. 

A reusable water bottle. I LOVE my s’well. It is a life saver when it comes to staying hydrated and fighting jet lag

 

Speaking of staying hydrated on planes, I always pack Liquid IV (which you can get on Amazon here)  – it’s a “hydration multiplier” and you mix it in your water for ultimate hydration – and almost no calories. This stuff is like healthy gatorade, gives you so much hydration and it’s AMAZING. 

I always pack a travel sized Oribe dry shampoo to keep myself looking fresh on long travel days! This stuff is gold, yall. 

Check out these related blog posts:

The best luggage recommendations

all my in-flight skincare beauty essentials & travel beauty essentials

8 Things That Are Always in My Carry-on

 

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