Hollywood’s Favorite Flared-Leg Denim, From Y2K-Coded Low-Rise to Western-Inspired Bootcut

Margot Robbie, Sadie Sink, Olivia Wilde, Tracee Ellis Roth and Gwyneth Paltrow are all on board, donning casually cool kick out styles.

By Ingrid Schmidt

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September 29, 2025 5:47pm

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Lee High Rise Flare Jean

Courtesy of Levi's; Ética

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The most covetable jeans are taking on a chill fall vibe, with wide-leg flared or bell-bottom cuts being the silhouettes to wear right now. 

While the look is stylishly dramatic, the proportions of this season’s best flared jeans are also surprisingly flattering — the wider bottom hem balances hips and thighs for an overall slimming effect. To keep the flowing silhouette in check, pop on a cropped, tailored or otherwise streamlined top.

The flared-leg comeback certainly isn’t new, but as the years go on, the style continues evolving to remain on top. Keep reading for some of the best flared jeans, from ’70s-inspired silhouettes to modern styles worn by Katie Holmes, Sadie Sink, Phoebe Bridgers and more stars.

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Alice + Olivia Dylan Jean

Alice + Olivia Dylan Jean

$330 at alice + olivia

Katie Holmes dressed up Alice + Olivia’s sophisticated, pleated wide-leg Dylan Jean with a cobalt silk blouse at the brand’s spring/summer 2023 fashion presentation, and they’ve remained a brand staple ever since.

Levi's Ribcage Bell Western Jeans

Levi’s Ribcage Bell Western Jeans

$68.60 $98 30% off

Buy at levi’s

Look to Levi’s, the all-American label loved by Hollywood stars, including Mindy Kaling and Phoebe Bridgers, for a cool take on a trend that won’t break the bank. This Western-inspired pair comes in both black and light wash blue denim (pictured above).

Levi's Ribcage Bell Jeans

Levi’s Ribcage Bell Jeans

$68.60 $98 30% off

Buy at levi’s

Snag the same silhouette without the pintuck detailing.

Frame The Pixie Arrow High Waist Bootcut Jeans

Frame The Pixie Arrow High Waist Bootcut Jeans

$278 at nordstrom

The Pixie Arrow Jeans by Frame are a new addition to the brand’s best-selling Pixie lineup. Designed for wearers 5’3″ and under, this petite-friendly pair has a high-rise silhouette with a full-length inseam that flares out just before the knee, making it the ideal relaxed bootcut.

Ética Missy Low-Rise Bootcut Jeans

Ética Missy Low-Rise Bootcut Jeans

$268 at anthropologie

Gigi Hadid has been repeatedly styling Ética’s eco-friendly denim, and the brand’s Y2k-inspired Missy Low-Rise Jeans perfectly hug the hips and flare at the hem.

Maje Wide-Leg Denim Jeans With Studs

Maje Wide-Leg Denim Jeans With Studs

$311.25 $415 25% off

Buy at nordstrom

Hop on Sadie Sink’s embellished denim wave with this studded, high-waisted pair by Hollywood-loved label Maje.

Lee High Rise Flare Jean

Lee High Rise Flare Jean

$35.97-$108.95 at lee

Miranda Lambert and Victoria Justice have both been spotted in wide-leg jeans by Lee, and this pair is currently discounted in select colorways.

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