The ‘90s called; its trends are back.

From the Knicks winning the NBA finals to the “Legally Blonde” prequel, this summer has been filled with flashbacks to Y2K and ’90s pop culture.

And the era’s It shoes are no exception. Styles like jellies and platforms are walking their way back into the spotlight this fall — but with a cooler, more modern spin.

Read on for our favorite ways to take these nostalgic looks into 2026 (and beyond).

Platforms

From the Spice Girls to Naomi Campbell’s Vivienne Westwood runway tumbles, sky-high shoes had a resurgence in the ’90s. And now, they’re once again reaching new heights of popularity.

Whether in the form of flip-flops, slides or sneakers, platforms are popping up on modern stars (and store shelves). Steve Madden has even re-released its iconic Slinky Sandal!

Steve Madden Leora Sandal

Free People Zoe Platforms

Larroudé Miso Platform Boot

Mary Janes

While Mary Janes were certainly around long before the ’90s, Cher Horowitz’s silver flats in “Clueless” had a new generation totally bugging over the single-strap design. These days we’re seeing A-listers wearing similar styles on repeat, from Paris Fashion Week to Hollywood.

Franco Sarto Tinsley Mary Jane Flats

Steve Madden Lisbon

Vivaia Square-Toe Mary Janes

Jelly shoes

Stars and these Y2K-esque plastic sandals go together like peanut butter and jelly. While plenty of celebrities wore fisherman-style jelly shoes in the early aughts, these days A-listers like Jennifer Lawrence are embracing more modern takes on the netted design.

While the latter “Hunger Games” star is partial to the The Row’s $890 flats, we found several more affordable ways to dip a toe into the trend.

Cushionaire Siesta Jelly Ballet Flats

J.Crew Embellished Fisherman Jelly Sandals

Melissa Posession Sandals

Square-toe shoes

Be there, or be square. With fall on the way, square-toed boots are always an effortlessly chic pick. Just ask stars like Cindy Crawford and Halle Berry, who wore similar styles throughout the ’90s. We found gorgeous picks for practically any budget — including an under-$55 pair courtesy of another early-aughts mainstay, Old Navy.

Reformation Claudette Knee Boot

Maeve Square-Toe Slingback Pumps

Old Navy Square-Toe Block-Heel Boots for Women

Why Trust Page Six Style Shopping

This article was written by Hannah Southwick, Commerce Associate Editor for Page Six. Hannah spies deals on actually affordable celebrity-worn styles, puts celebrities’ brands to the test and finds the beauty products that keep stars red carpet-ready. She consults stylists and industry pros — including celebs themselves — for firsthand product recommendations, trend predictions and more. In addition to writing for Page Six since 2020, her work has been featured in USA Today and Parade.