The ’90s Did Summer Fashion Best—6 Trends To Copy in 2026

There’s no decade quite like the ‘90s, and thanks to cultural behemoths like Love Story cementing the era’s most iconic sartorial offerings into our collective consciousness, it seems like everyone is chomping at the bit to dress as their own Carolyn Bessette Kennedy this season. Indeed, one look at the most popular silhouettes permeating through the sartorial landscape will prove that the key ’90s summer trends aren’t just a fleeting moment, but are very much here to stay.

Before there were the effortless minimal wardrobes of Kendall Jenner, there were the wardrobes of off-duty supermodels like Kate Moss, who were renowned for their clean, geometric lines, monochromatic palette and understated approach to luxury. Prior to Zoë Kravitz or Jennifer Lawrence becoming revered for their innocuously cool personal styles—albeit one leaning more gamine whilst the other feels more bohemian—there was a reign of distinctive dressers who defied convention with their brazenly individualist approach to fashion, including Sade, Pamela Anderson and Princess Diana.

An image of @cocoschiffer wearing a black blazer, white shirt and blue jeans, one of the best '90s summer outfits coming back in 2026.

It’s not hyperbolic to say that the pieces we covet today first originated at the end of the 20th Century. As much as The Row have made flip-flops a luxury item, discerning style savants like Jennifer Aniston made them an indispensable part of their off-duty, city-dwelling uniforms whilst the Olsen Twins were still on the air in Full House. The same goes for the rise of jelly shoes. Before Chloé put their spin on the saccharine trend, Kirsten Dunst was wearing them on the red carpet.

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