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

travel outfits

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, I don’t even like wearing jeans 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 rocking a head-to-toe set of my favorite affordable cashmere during the winter, and a lightweight loungewear set during the summer.

I often see pictures of bloggers at the airport posing next to their cute pink luggage wearing like…wedges and a mini-dress. HARD PASS. How is that even comfortable?

travel outfit ideas
travel outfit ideas

For this reason, I decided to put together a little guide to cute travel outfits…featuring things that you’ll actually want to travel in.

Because believe it or not, it’s possible to rock comfy loungewear, leggings, or a jumpsuit and still look SUPER chic, as long as you style them properly (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.

P.S. My new other new go-to travel outfit is this chic sweat suit from Summersalt (and you can use “LINDSAY10” for $10 off.)

(Also: if you’re also on the hunt for stylish carry-on luggage…I got you covered.)


1. A Comfy Jacket

Treasure & Bond Denim Jacket

Aviator Nation Hoodie

Departure Airplane Mode Sweatshirt

2. Sweatpants

Rag & Bone Miramar Sweatpants

Free People Sweatpants

Zella Soft Pocket Joggers

Alo High Waist Sweatpants

3. A Cozy Jumpsuit

Zella Knit Romper

Bobi Sleeveless Jumpsuit

Madewell Drawstring Jumpsuit

4. White Sneakers (or Slip-On Sneakers)

APL Techloom Wave Lace-Up Running Sneakers

Tory Burch Sneakers

Dr. Scholl’s Sneakers

Veja Sneakers



Sleeveless Top | Black Joggers | White Sneakers | Duster Cardigan

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


Black Top | Leggings | White Sneakers | Round Sunglasses | Leather Moto Jacket


Black Hoodie | Striped Blazer | Black Leggings | Black Sneakers | Round Sunglasses


White PulloverWhite Joggers | White Sneakers | Baseball Cap | Tan Blazer

Pin this for later:


    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 .

  • 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.

  • 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!)


Leave a Reply