Cindy Crawford’s Best Outfits From The ‘90s Will Never Go Out Of Style

You’ll want to wear these looks today.


Cindy Crawford’s outfits in the ‘90s perfectly embodied the decade’s streamlined, minimalist fashion trends. Tap to see some of the model’s most timeless looks, ahead.

L. Cohen/WireImage

Crawford and her then-boyfriend actor Richard Gere twinned in brown leather jackets. The model’s look also included her perennial miniskirt and a black turtleneck top, encapsulating the essence of ‘90s minimalism perfectly.Ron Galella, Ltd./Ron Galella Collection/Getty Images
The supermodel’s collegiate varsity jacket will resonate with Gen Zers today.Ron Galella, Ltd./Ron Galella Collection/Getty Images
This outfit looks like it could have been plucked from The Row’s fashion week runway. But here’s the plot twist: Crawford actually wore it at the airport, as navy suits were a wear-everywhere signature for her at the time.Ron Galella, Ltd./Ron Galella Collection/Getty Images
Crawford’s scarlet red skirt suit was the epitome of a sultry yet polished look. Tom Wargacki/WireImage
Behold, the quintessential Crawford ‘90s outfit: a boxy blazer worn over a formfitting miniskirt. The model loved this look, which merges the best elements of the ‘80s and ‘90s fashion, and wore it practically nonstop throughout the decade.Ron Galella/Ron Galella Collection/Getty Images
Chances are, you’ve already come across Crawford’s black, bondage-inspired Versace gown at least once in the past. This look was so iconic that Dua Lipa copied it for the 64th Annual Grammy Awards, thus confirming the silhouette’s timeless quality.Ron Galella, Ltd./Ron Galella Collection/Getty Images
The supermodel presented the Oscar for Best Set Design at the 63rd Academy Awards and wore a plunging red Versace gown for the occasion. The look was so memorable that it now has its own Wikipedia page!Ron Galella/Ron Galella Collection/Getty Images
It might be time to bring back the mini dress and matching scarf look, as seen on Crawford here.Jeff Kravitz/FilmMagic, Inc
While Crawford certainly loved to wear red, she also has an assortment of imitable little black dresses in her style file. Jeff Kravitz/FilmMagic, Inc
For an anti-boring LBD look, the model wore a strapless mini dress that was embellished with beads and colorful patches of fabric.Ron Galella, Ltd./Ron Galella Collection/Getty Images
Her airport look from the ‘90s will inspire you to step up your travel outfit game. The model wore a pair of light-wash jeans, a roomy blazer, and a white button-down shirt as she got ready to board her flight from London to New York City.Victor Crawshaw/Mirrorpix/Getty Images