The Distinct '90s Cindy Crawford Airport Looks I Still Spot on the Most Stylish Travelers in the World

      Choosing what to wear to the airport can be a challenge. It’s no wonder that Who What Wear has devoted an entire section to stylish airport attire. However, for Cindy Crawford, it has historically been simple. I'm not at all surprised by this. The supermodel's airport fashion from the ‘90s was straightforward, elegant, comfortable, and—crucially—perfectly compatible with 2026 trends, requiring virtually no adjustments. While there were some variations, jeans in various washes were Crawford's signature look at the airport. It may seem bold to wear them in a cramped space for extended periods, but if you select a pair with some stretch, it’s entirely manageable and far more fashionable than your favorite leggings. Based on five specific outfits Crawford donned at the airport in the '90s, I’ve curated a shopping list for your next journey that will make you feel like a model off-duty en route to somewhere fabulous like Mauritius or Gstaad, or wherever models like to retreat.

      (Image credit: Getty Images)The secret to ensuring an all-black outfit doesn’t appear dull is to experiment with different textures, a concept understood well by Cindy Crawford. Simply combine a silk black shirt, sleek black jeans, and a pair of velvet or pony black shoes. It’s elegantly uncomplicated yet highly effective.

      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

      (Image credit: Getty Images)This stunning outfit looks even better thanks to Crawford's radiant smile. All the fashionable women know that a carefully chosen pair of dark sunglasses elevates any airport look and beyond. The light-wash jeans in this almost-all-black ensemble were already chic on their own.

      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

      Levi's

      501 Original Fit Jeans

      Larroudé

      Liza Sneakers in Black Leather

      (Image credit: Getty Images)In this instance, Crawford shows that black and brown can indeed complement each other beautifully, adding a touch of leather and suede to her look along 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

      (Image credit: Getty Images)Departing from her typical jeans, Crawford chose a lightweight floral skirt for a more romantic vibe. The rest of her outfit? Yes, it was entirely black, yet still incredibly chic.

      Ray-Ban

      Small Original 55mm Aviator Sunglasses

      Hammitt Los Angeles

      Oliver Zip

      Essie

      Salon-Quality Vegan Nail Polish

      Atorie

      Jacquard Silk Skirt

      Penelope Chilvers

      Arctic Pony Slides

      (Image credit: Getty Images)This outfit oddly reminds me of J.Lo. A contrasting sweater draped around the shoulders effortlessly makes a fashion statement, and white jeans are always in style, no matter what critics say.

      TOAST

      Heathery Wool Sweater

      Brandon Blackwood New York

      Sylvia Bag

      MCM

      Ottomar Weekender Bag in Visetos

      Levi's

      Ribcage Straight Ankle Women's Jeans

      Free People

      Verona Slides

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