The Specific ’90s Cindy Crawford Airport Outfits I Still See on the World’s Chicest Passengers

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Dressing for the airport is a problem. There’s a reason Who What Wear has an entire section dedicated to chic air travel. But for Cindy Crawford? It hasn’t been tricky for her, historically. And I’m not in the least surprised by this. In particular, the supermodel’s ’90s airport style was simple, elegant, comfy, and—importantly—totally translatable to 2026 fashion, with frankly zero tweaks needed.

Though there was some variation to this rule, jeans in every wash imaginable were the legendary model’s typical calling card at the airport. Admittedly, that’s a bold move for sitting in a tight space for hours, but as long as you pick a pair with a little stretch in it, it’s also absolutely workable, and obviously chicer than your beloved leggings. Based on five specific outfits Crawford wore to the airport in the ’90s, I’ve put together a shopping list for your next trip that should make you feel like a model off-duty on your way to, like, Mauritius or Gstaad, or wherever it is that models hang out.

The key to making an all-black outfit not feel boring is to play with texture, a principle Cindy Crawford knows well. All it takes is a silk black shirt, a crisp black jean and a velvet or pony black shoe. So simple yet so smart.

MANGO Satin Finish Flowy Shirt

Pandora Link Chain Bracelet

Everlane The Renew Transit 4-Way Duffle

Mansur Gavriel Everyday Cabas

Quince Allegra European Leather Belt in Black

Old Navy High-Waisted OG Straight Ankle Jeans

Alex Mill X Margaux Clara Shoes

This is a fantastic outfit, and not just because of Crawford’s megawatt smile. All the cool girls know that a well-chosen pair of dark sunglasses chic-ifies any look at the airport and beyond. Not that this almost-all-black outfit with light-wash jeans needed any help to begin with.

Ray-Ban New Wayfarer Classic

Weatherproof Vintage Black Long Sleeve Jewel Neck Sweater

Alexander Hampton Elyra Cashmere Pashmina Scarf

Parker Thatch Heritage Leather Oxblood Burgundy Bag

Sézane Taylor Belt

Levi’s 501 Original Fit Jeans

Larroudé Liza Sneakers in Black Leather

Another flight, another pair of jeans. Here is Crawford demonstrating that black and brown actually do go together, looking fabulous in touches of leather and suede with a preppy weekender bag.

AllSaints Deri Single Breasted Leather Blazer

Lucy & Yak Knitted Roll Neck Long Sleeve Top in Black

Arctic Fox Black Reykjavik Scarf With RWS Wool

Melie Bianco Celine Cocoa Large Tote Bag

RockCow Leather Studio Canvas Tote Travel Bag

Urban Outfitters Buckled Wide Suede Belt

Everlane The Way-High Jeans

Marc Fisher Alfie Block Heel Leather Ankle Booties

Deviating from her jeans-at-the-airport norm, Crawford opted for a gauzy floral skirt for a romantic touch. The rest of the outfit? Yep, all black, and still super chic.

Ray-Ban Small Original 55mm Aviator Sunglasses

ZARA Fine Knit Sweater

Hammitt Los Angeles Oliver Zip

Essie Salon-Quality Vegan Nail Polish

Atorie Jacquard Silk Skirt

Penelope Chilvers Arctic Pony Slides

I don’t know why this outfit reminds me of J.Lo, but it does. A contrast sweater wrapped around your shoulders is always the easiest way to make an impact with your fashion without even trying, and white jeans look great year-round, no matter what the naysayers tell you.