I recently stumbled across a photo of Cindy Crawford leaving LAX in 1991, and what struck me was how incredible her airport outfit was. And just how relevant it still is in 2018. In fact, as I’m writing this, I’m wearing a nearly identical outfit—akin to this look I posted to Instagram if you swapped out the puffer for a leather jacket. The Re/Done jeans I’m wearing are even designed by Crawford herself to mimic her favorite pair from the ’90s. Replicating her outfit was completely unintentional, and to be honest, it’s my unofficial workday uniform, but it speaks to the timelessness of her style from 27 years ago.
But this brings me to the overall genius of celebrity airport outfits from the ’90s. All the looks distill the best trends from the decade and only prove why the case for their return is so strong. From Meg Ryan in oval sunglasses and Gwyneth Paltrow in a slip skirt to Naomi Campbell in pedal pushers and Kate Moss carrying a hobo bag, there are plenty of cool pieces that feel so right to bring back into rotation. For the airport, sure, but I’ll also be wearing them on the regular. Ahead, see the best ’90s celebrity airport style moments and shop pieces inspired by their looks.
Recently, I’ve been noticing fashion stars pairing their slip skirts with sneakers, and it looks like they can credit ’90s Gwyneth Paltrow for the style inspiration.
I suddenly need a slip skirt like this one.Available in size 2.
Yes, these shoes just keep getting cooler.Available in sizes 7 to 13.
Kate Moss can do no wrong in my book. This particular outfit is making a strong case for bringing back the hobo bag.
How good is this bag?
To wear with a crewneck top.Available in one size.
Okay, J.Lo—we get it. Dressing in monochrome is always chic and especially at the airport.
I’m so ready to try a new sunglass shape.Available in one size.
White jeans that are perfectly tailored.Available in sizes 8 to 22.
Throw on a pair of oval sunglasses and you’ll instantly look like a cool fashion icon from the ’90s.
Oval sunglasses are the ’90s sunglasses shape.Available in one size.
I’ve tried this perfect T-shirt firsthand and can attest to how great it is.Available in sizes S to L.
Now my wardrobe feels like it’s missing a leather blazer.Available in sizes 0 to 8.
I’m honestly so obsessed with these jeans.Available in sizes 24 to 30.
Naomi Campbell is the master of chic glam and proves that it can be done in a pair of pedal pushers.
Pedal pushers are back, you guys.Available in sizes 2 to 8.
I’m really regretting that I sold my Louis Vuitton bag a few years ago.
Nothing beats a white T-shirt and jeans with a pair of sneakers. Julia Roberts, we’re copying this look soon.
Well, doesn’t this look comfy for a travel outfit?Available in size L.
The best kind of throwback sneakers.Available in sizes 4 to 13.
More on the greatest ’90s fashion trends (and one of my personal style icons) right this way.
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9 Outfit Trends That Look Just as Cool Now as They Did in the '90sOur obsession with the decade continues.
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The Subtle Difference Between the White Jeans Celebs Wear in Beverly Hills Versus CannesAs seen on Cindy Crawford and Alessandra Ambrosio.
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The 1993 It Bag Every Celeb Owned Is Back—It's $158, and I'm Buying One in Every ColorFrom Gwyneth to Ashley and Mary-Kate.
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The Ageless Color Trend Women in Their 20s and 50s Are Ditching Black for in 2025It's much more elegant.
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Everyone Is Wearing the Airport Uniform That Has Been Cool Since Celebs Wore It in the '90sIt's very Cindy Crawford.
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Hailey Bieber Just Wore the '90s Sneaker Trend Women in Paris Have Had on All YearIs it on your radar yet?
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Everyone With Expensive Taste Is Wearing This Denim Color Trend With LoafersIt's probably not what you expect.
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8 Nineties Winter Trends That Are on the Verge of Going ViralIs it 1994 or 2024?
