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Reading: I’m a Frequent Flyer, and These Are My Go-To Pieces to Channel ’90s Supermodel Airport Style
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The Hollywood Ear > News > I’m a Frequent Flyer, and These Are My Go-To Pieces to Channel ’90s Supermodel Airport Style
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I’m a Frequent Flyer, and These Are My Go-To Pieces to Channel ’90s Supermodel Airport Style

News Room By News Room March 3, 2026
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As a frequent flyer, I rely on ’90s supermodel style as the blueprint for effortless airport outfits. A-listers like Cindy Crawford and Kate Moss built their travel uniforms around relaxed tailoring, minimalist layers and timeless neutrals that always looked elevated without feeling overdone. The result was a wardrobe of classic staples that felt polished and practical between flights.

Models in the ’90s relied on simple and relaxed clothes as they went through boarding and arrival lines — and so am I. To channel these fashion mavens, I created my own travel-worthy collection of leg-lengthening jeans, sleek blazers, classic flats and oversized totes. Truth be told, these are the exact items I rely on for that iconic off-duty airport look. Scroll on for my go-to staples to channel ’90s supermodel airport style every time you travel, starting at $15.

My Go-To Pieces to Channel ’90s Supermodel Airport Style

1. My Favorite: This oversized tote bag makes a chic yet practical carry-on companion with a soft slouchy silhouette, roomy interior and luxe faux-leather material.

2. Leg-Lengthening Jeans: The high-rise waist and subtle bootcut shape on these elongating Levi’s jeans are endlessly wearable from everything from time-sucking boarding gates to quick coffee runs.

3. Plane-Ready Pants: With an elastic drawstring waist and breezy fabric, these wide-leg palazzo pants channel off-duty model ease. They’re so ideal for long travel days.

4. Jet Set Leggings: Designed with a smoothing and supportive fit, these high-waisted cropped leggings blend sleek airport style with workout-level comfort. Plus, they have side pockets for added practicality, which is perfect for phones and passports when you’re on the move.

5. Back-to-Basics Flats: A minimalist Mary Jane silhouette gives these Time and Tru flats timeless ’90s appeal while staying comfortable enough for all-day walking. The belted strap adds a sleek touch, whether you style the shoes with denim or tailored trousers.

Related: These 17 Comfy Wrap Dresses Secretly Conceal the Tummy

If you’ve ever avoided a dress because it highlighted your stomach, you’re definitely not alone. The wrong cut can cling, pull or emphasize areas you’d rather smooth over — which is especially annoying on warmer days, when you’d rather ditch the layers and embrace floaty styles. Luckily, comfy wrap dresses solve this fashion dilemma almost […]

6. Sharp Shirt: A softly tailored silhouette gives this Free People button-down a sleek, feminine edge. Wear it slightly unbuttoned with jeans for model off-duty vibes or styled with trousers for an effortlessly refined look.

7. Classic Tee: This organic cotton-blend tee combines breathable comfort with just enough structure for polished layering; it’s ideal for so many airport outfits (and effortless styling year-round).

8. Retro-Rise Jeans: With a high-rise waist and relaxed straight-leg fit, these ’90s-inspired Abercrombie jeans deliver timeless vintage denim energy. It’s the exact silhouette supermodels never stopped wearing.

9. Boarding Blazer: A timeless houndstooth print gives this Elleven oversized blazer a chic, tailored feel that supermodels gravitate toward. The structured shoulders and relaxed fit instantly upgrade basics like jeans, leggings or trousers.

10. Sleek Sweater: This short-sleeve knit top strikes the perfect balance between cozy and polished, making it ideal for unpredictable cabin temperatures. A bestseller on Amazon, shoppers call it a “terrific addition” to their travel wardrobe.

11. Carry-On Cardigan: Crafted from a soft cotton blend, this lightweight BP. cardigan is the perfect throw-on layer for flights and beyond. It comes in multiple minimalist hues, so you can pick the neutral that fits your style best.

12. Supermodel Sunnies: These Quince retro sunglasses pair slim metal frames with polarized lenses for instant cool-girl polish. In gold, silver or black, they feel like a true ’90s supermodel staple.

13. Luxe Leopard: This bold leopard tote adds a touch of supermodel attitude while remaining surprisingly practical for travel days. The spacious design holds daily essentials and the fun print elevates even the simplest outfits.

14. Effortless Icon: With a sleek ankle silhouette and walkable heel, these black Baretraps booties from DSW are comfortable from the terminal to the taxi cab.

15. Supermodel Staple: This Quince leather blazer is the ultimate topper for achieving polished off-duty style. With a tailored silhouette and notched lapels, it delivers quiet luxury energy with clean lines and timeless tailoring.

16. Timeless Turtleneck: A fitted sleeveless turtleneck creates a streamlined base layer that feels straight out of a ’90s fashion archive. Wear it alone or layered for minimalist styling.

17. Power Pleat: Crisp pleats give these wide-leg trousers from White House Black Market movement and sophistication with every step. The cropped length pairs perfectly with flats or booties for a modern travel-ready look.

Related: These 18 Pull-on Pants Have Shockingly Good Tummy Control

Getting dressed is easier when your pants actually work with your body instead of against it. The right pull-on pair smooths the waist, skims the stomach and keeps you comfortable from morning coffee to evening plans. No buttons, no digging, no constant adjusting required! That’s why we tracked down 18 styles with surprisingly effective tummy […]

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Contents
My Go-To Pieces to Channel ’90s Supermodel Airport StyleRelated: These 17 Comfy Wrap Dresses Secretly Conceal the TummyRelated: These 18 Pull-on Pants Have Shockingly Good Tummy Control
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