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Cuffed Baggy Jeans Is the Casual Summer Trend We’re Bringing With Us Into Fall

August 16, 2025
in News
Cuffed Baggy Jeans Is the Casual Summer Trend We’re Bringing With Us Into Fall
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Even the simplest styling hack can totally transform a look. Like cuffed baggy jeans, for example—a turned up or visible hem is a little extra but effective touch that we’ve seen trending both on the runways and on fashion influencers in the streets.

This small gesture—cuffing a pair of loose or wide-leg jeans—is so much more than it seems: Not only does it help balance the proportions of the pants, but it also shows off shoes that would otherwise be hidden. It’s the secret to making baggy jeans look a little more dressed up without losing the casual air that makes them so desirable.

Cuffed baggy jeans have been on trend this spring and summer 2025 thanks to brands like Coperni and Chanel, but we expect to see it continue well into fall. Just swap the light cotton tops for your favorite knits and tailored jackets to make the transition seamless. And don’t let anyone tell you that rolling up the pant legs is just a lazy way to avoid having the pants tailored: If you know fashion, then you know that the shape of the fold and the way the cuff plays off the shoe is the whole point here.

So, here’s how the fashion pros are styling their cuffed baggy jeans now.

Cuffed jeans with ballerina flats

We’re seeing lots of cuffed jeans in dark tones on the streets because it makes for more of a contrast with the hem and visible seams. And when that cuff lands on top of a pair of chic ballet flats? Suddenly, a classic white T-shirt and jeans combo has become dynamic, interesting, and highly elegant.

Courtesy of brand

Reformation Bex Super-Stretch High-Rise Wide-Leg Jeans

$178

Reformation

Courtesy of brand

Everlane Day Ballet Flats

$158

Everlane

Baggy cuffed jeans with sneakers

Here’s a distinct and fun way to do the double denim look: Add a break in all that jean fabric with a carefully folded pant that’s just high enough to fully expose a pair of normcore sneakers. The trick is to make the shoe stand out, without interrupting the straight silhouette of the pant.

Courtesy of brand

Potili Short-Sleeve Denim Shirt

$40 $37 (8% off)

Amazon

Courtesy of brand

Adidas Tokyo Sneakers

$90

Nordstrom

$90

Net-a-Porter

Cuffed jeans with a button-down shirt

You can’t talk about a denim look without mentioning the classic white button-down shirt. In the fall and winter, this combo is best styled with cardigans or tweed blazers. But until then, go for a more relaxed vibe while summer remains. That’s where the cuff really comes into play anyway—it brings that perfect effortless touch whether you’re dressing for a day at the office or for a casual Saturday.

Courtesy of brand

Significant Other Juno Jeans

$382

Revolve

Courtesy of brand

We The Free Willow Button-Down

$148

Free People

A midi dress over cuffed jeans

If you want to go all in on experimenting with trends, wearing a dress over pants is the way to go. An outfit where the motto “better to take the risk than to fail” makes total sense. Here, a psychedelic print midi dress is actually grounded by pairing it with baggy jeans with a visible hemline and slingback heels. It balances the proportions and adds a bit of necessary structure to the look.

Courtesy of brand

Zara Ramie Dress

$149

Zara

Courtesy of brand

We the Free Risk Taker Mid-Rise Jeans

$98

Free People

Loose-fitting cuffed jeans with slingback heels

A cuffed jean not only shows off the shoes—and keeps you from tripping over the extra-long length—but it also serves as a balance to the casual drape of the pant. It keeps those extra inches of fabric from being too out of control and conveys a thoughtful approach to the styling of this baggy jeans outfit.

Courtesy of brand

Gap Baggy Jeans

$89

Gap

Courtesy of brand

Sam Edelman Bianka Slingback Heels

$150 $140 (7% off)

Zappos

Washed-out baggy jeans with low heels

The goal with this trend is to strike a balance between casual and chic, without making the hem look like a makeshift solution to avoid rain-soaked sidewalks or to disguise a bad fit. So, even the most oversized silhouettes are controlled with a subtle fold that lets a fun pair of colorful or printed kitten heels shine. Be sure to finish off such a playful look with an equally fun bag.

Courtesy of brand

Madewell Simone Kitten-Heel Slingbacks

$148

Madewell

Courtesy of brand

Madewell Essential Curve Shoulder Bag

$228

Madewell

A version of this article was previously published in Vogue Mexico and Latin America.

The post Cuffed Baggy Jeans Is the Casual Summer Trend We’re Bringing With Us Into Fall appeared first on Glamour.

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