Kaia Gerber Stole Her Mom's Airport Outfit From 1991
A recent shot of Kaia Gerber at the Milan airport has me doing a double take, and you’re about to understand why. After remarking how perfectly '90s-inspired her overall look felt, I found myself wondering if her mom, '90s supermodel and present icon Cindy Crawford, had ever donned anything similar back in the day.
Lo and behold, she had. A quick Getty Image search of Cindy at the airport revealed that almost exactly 28 years ago, one day apart (with Cindy on February 22, 1991, and Kaia on the 23rd), the mother-daughter duo wore almost identical travel outfits, down to the cut of their straight-leg jeans and material of their leather blazers. Could Kaia have gone into the archives herself to inspire this look? We may never know, but my intuition tells me it's very possible. To see the shockingly similar outfits for yourself, plus, of course, shop everything you need to re-create Kaia's on-point airport style, simply keep scrolling.
On Kaia Gerber: Oliver Peoples Bianca Sunglasses in Black ($515) Polo Ralph Lauren Double-Breasted Leather Blazer ($1298); Brandy Melville Marlene Turtleneck Sweater ($35); Jimmy Choo Cruz Textured-Leather Ankle Boots ($1095)
Get the look:
Shop more Kaia-inspired essentials:
Up next: 21 things I actually wore—and loved—this month.
Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.
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Hold the Hoodies and Puffers—L.A. It Girls Are Wearing *This* Anti-Trend Item With LeggingsIf anyone knows a good legging outfit, it's Kaia Gerber.
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Cindy Crawford Has Been Wearing This '90s-Supermodel Jean Outfit For 25 Years—and It's Still Just as ElegantVery model-off-duty.
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I'll Know You "Get It" If I See You Wearing This Bag Color With Black or Brown (or Both)See how Kaia Gerber styles all three together with ease.
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*Not* Blazers—the Anti-Trend Jacket Chic Women Over 50 Are Wearing With Skirts in Paris, L.A., and NYCSuch an easy, elegant outfit formula.
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Kaia Gerber Wore a Trench Coat Just Like a Parisian—With This '90s Skirt TrendA combination French girls love.
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Not Slippers, Not Boots—These New Uggs Are Already Replacing Every L.A. It Girl's Favorite SneakersThey're $150 and they're yours.
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Is This Primary Color Trend the New Red? Kaia Gerber Thinks SoPrepare to see it everywhere this fall.
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Skip the Flats—Cindy Crawford's L.A. Denim Trend Looks Better With HeelsSpotted in West Hollywood.

