My Go-To Travel Uniform (What To Wear To The Airport…And Everyday)


Happy November!!  I’m interrupting Cropped Flares week to talk travel.  Specifically, my very favorite Fall/Winter travel uniform.  This outfit is super comfortable, can be warm or cool depending on airport conditions (or the weather wherever you land), and is cute enough to be worn well past travel days.

In fact, when my mom was packing for her recent visit to Philly, I basically told her to pack this exact travel uniform:  jeans, fashion sneakers, cute tops, a leather jacket.  (Add a scarf, hat and mittens if it’s cold.)


Add a gorg travel bag and you’re set for a weekend getaway, or a quick trip home to visit family for Thanksgiving.





Outfit Details

leather jacket:  IRO Tara – mine’s sold out! But here’s a similar option (or find more below).

top:  old ALC but this one gives similar vibes.

jeans:  AG ‘The Legging’ Ankle Jean

shoes: Brooks Heritage, old. This pair by the brand is close.

weekender bag:  Sole Society Lacie in oxblood c/o (vegan leather, can take a beating – LOVE)


Went right from the airport to Dudley’s on Short (Hi, Lexington!)






bag:  Sole Society Cassidy Vegan Weekender in gray/black wool (a little smaller than mine)

jacket: Madewell moto jacket – also comes in a gorg oxblood (black available at Net-a-Porter!)

top: Willow and Clay Ruffled Chiffon Tank (now 40% off!)

jeans: DL1961 Emma Ankle Leggings

sneaks: New Balance Classics in copper/black (obsessed with the red contrast laces)



bag:  Sole Society Lacie Vegan Weekender in oxblood (this is the one I’m carrying)

jacket: Mango leather biker jacket (comes in a bunch of colors)

top: Club Monaco Tank (on sale!)

jeans: AG Ankle Leggings (same ones that I’m wearing)

sneaks: New Balance x J.Crew



bag: Kate Spade Smith Street Zanna

jacket: Mango Zip-Detail Leather Jacket

top: Hatch Maternity Elodie top (I’d wear this pregnant or not)

jeans: Joe’s Jeans the Icon Ankle

sneaks: Brooks Heritage in black/gold


Shop The Travel Uniform

Below I’ve rounded up my favorites in every category of my vacation packing list – weekender bags, leather jackets, cute tops, jeans and sneakers.

For leather jackets, I like ones that are elegant-but-tough:  super soft leather, a matte, non-shiny finish, and just enough detail to hint at badassery.

The term ‘cute tops’ is insanely broad.  For this list, I tried to stick to tops that would be comfortable to wear for long periods of time, and while they don’t have to be dressy, they have to at least be interesting enough to stand on their own.


  1. Love this post! Kind of a dumb question, but do you just wear your sneaks sockless? I’m always struggling with what sort of socks to wear with this kind of outfit, and I’m scared to go sockless.

  2. You look great, as usual! I’m going to modify this for work travel, which I dread, but it will be nice to feel good about my outfit at least!

    On another note – are you going to do a review of Glossier makeup? There was some talk of it in the comments of a post a while back. I’d love to know if you like it! I’ve never purchased makeup online, I’m a little gun-shy.

  3. Kudos to you Shana for pulling that off on a plane! I would favor a cozy cardi, leggings and flats that I can take off easily. Sitting on a plane in ripped jeans would drive me nuts lol. Off the plane- yes I would LOVE that look!

  4. The weekender bag is gorgeous. I have one (um, not quite that nice!) but stopped using it b/c it’s such a pain to carry around. Roller bags are not as chic, but seem so much easier to handle. How do you manage the bag?

  5. My travel rule is slip-on shoes only, because of security lines. Also shoes need to be able to accommodate swollen feet on long plane flights. My sneaks don’t stay on my narrow heels if I tie them loose enough to slip on and off. Dansko clogs are my go-to, but not very fashionable. Any more stylish suggestions?

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