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Travel Outfits: How to Look Chic When You’re Flying

Listen—I’m all about rocking a cute travel outfit when I’m heading out of town…but I wouldn’t be caught dead wearing heels to the airport.

To be honest, jeans are not my first preference to wear on a plane (although I’ll occasionally make an exception if they’re REALLY comfortable jeans, or if my flight is under three hours.)

Usually, you’ll find me in one of my favorite affordable cashmere sweaters during the winter, and lightweight loungewear set during the summer.

I often see pictures of people at the airport posing next to their cute pink luggage wearing heels and a mini-dress… How is that even comfortable? When you’re en route to the airport (and your final destination) it’s all about feeling comfortable.

For this reason, I’ve decided to put together a little guide to cute travel outfits…featuring things that you’ll actually want to travel in, whether you’re heading out for a winter getaway or a girls’ trip.

Because believe it or not, it’s possible to wear comfy loungewear, leggings, or a jumpsuit and still look SUPER chic, as long as you style them (especially my favorite faux leather leggings.)

Below are a handful of great travel outfits I found while trolling IG—and the exact things you can buy to replicate them.

(Also: if you’re also on the hunt for stylish carry-on luggage or if you need some good go-to travel toiletries…I’ve got you covered.)

Two Piece Set | White Sneakers | belt bag

I’m sharing my fave go-to travel outfits because what’s worse than being uncomfortable on a plane? Regardless of how often you’re traveling, these are great pieces to stay chic and comfortable at the same time.

These picks will depend on how long your flight is and where you’re headed, but overall, I think they’re practical for travel days.

The only caveat here is that I know a jumpsuit isn’t exactly ideal if you’re going on a long-haul flight—however—I personally don’t mind wearing them on planes because they’re so comfy and not too difficult to slip in and out of when you need a bathroom break.

If jumpsuits aren’t your jam, there are plenty of other ideas in this post that should work for you, like a matching sweatsuit or leggings and a leather jacket. Without further ado, here are some staples I’d recommend having on hand for travel days.

1. An Amazon Set

Amazon Set

Long Sleeve Set

Black Amazon Set

2. A Comfy Jacket

Comfy Jacket

Jean Jacket

Annie Bing Sweatshirt

Crew Neck Sweatshirt

3. Joggers

Spanx Air Essentials

Jogger Jeans

White Joggers

Alo Black Joggers

4. A Cozy Jumpsuit

Athleta Jumpsuit

Cozy Jumpsuit Travel Outfits

Cargo Jumpsuit

Nordstrom Jumpsuit

5. White Sneakers (or Slip-On Sneakers)

White Sneakers for travel

White Sneakers

Allbirds Sneakers

6. A Travel Bag

Travel Tote

Cream Travel Bag

Travel Bag


Looking for a little more travel outfit inspo? I put together some looks below, which are just as cute as they are practical. I love that you can wear these on and off the plane—perfect for those days when you have to go directly from the airport to an outing.


Sweatshirt (similar) | Leggings | White Sneakers | Carry-On Bag


Looking for more travel secrets? Check out my post about How I Use Credit Card Points to Travel for Free.


Sweatpants | Sneakers | Faux Fur Coat | Belt Bag


Crew Neck Sweatshirt | Trousers | Slide Sandals


Flared LeggingsHalf-Zip Jacket | White Sneakers


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The best outfits for travel

3 Comments

  • PRAYRNA SINHA
    November 10, 2019 at 10:04 am

    This post gave me a more clear idea of what I will wear when travelling and I especially loved the part where you mentioned the all black and all white monochromatic looks .

    Reply
  • Juliet
    January 1, 2020 at 3:03 pm

    I do not think I would wear white on a plane. No to the belly sticking out as well. I do like the stretchy pants and sneakers.

    Reply
  • AKP
    September 26, 2020 at 3:30 am

    Why would anyone wear a jumpsuit on a plane? The toilets are used by hundreds of people, now you want to pull down the top part of your clothes and have it dangling somewhere near the toilet, while you’re sitting on a toilet that exposes the part that gets wee on when the seat is up? Eeu that’s all kind of germ wrong!! But I do love the little 3/4 joggers! Def looking for some of those for my next long haul (when this pandemic is over!)

    Reply

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