After a few years on the outs, flared jeans are working their way back into the zeitgeist. (I promise it’ll be better this time around.) Taking cues from the exaggerated flares of the ’70s, this modernized silhouette is a little more understated: It’s still tight through the knees and loose at the ankles, but not too dramatic for everyday wear. Avoid sneakers in favor of fall boots and heels, which tuck nicely under the extra room at the hem and provide a bit of height that (literally and sartorially) elevates the bootcuts.
Hidden Jeans Patch-Pocket Flare Jeans
Madewell Flared Wide-Leg Crop Jeans
Old Navy High-Waisted Wow Flare Jeans
Levi’s Premium Wedgie Bootcut Jeans
Reformation Wilder High-Rise Wide-Leg Jeans
Loft Pintucked High-Rise Slim Flare Jeans
4. Thrift-store denim
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The street-style crowd is in the midst of a quiet denim revolution. A few seasons ago, denim was to look crisp and brand-new; now, it’s cooler to wear pairs that feel pre-worn. Dirt stains, visible mending, paint splatters, off-kilter fits, and faded washes feed right into 2025’s take on bohemian style—and, perhaps, hint at a more sustainable future. There’s beauty in the worn-in, right? Take your pick below and pair it with a flowy blouse, a shrunken blazer, or a tank top to offset the oversized cuts.
Banana Republic Mid-Rise Barrel Patchwork Ankle Jeans
We the Free Moxie Pull-On Barrel Jeans
Levi’s Premium Ribcage Straight Ankle Jeans
Zara TRF Low-Rise Wide-Leg Jeans
Abercrombie & Fitch Curve Love Low-Rise Ultra-Loose Jeans
Anine Bing Hugh Distressed Wide-Leg Jeans
5. Cigarette jeans
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Tired of wider cuts? Make the jump to cigarette jeans, also known (less charmingly) as stovepipe or boyfriend jeans, which showed up on recent runways at Bally, Diesel, and Coach. Often mistaken for skinny jeans, this pick has one key difference: It flares out ever-so-slightly at the knee, landing at the ankle with some room to spare. That quirk allows them to tuck into tall boots or fall gracefully over ankle booties, making them some of the most versatile fall bottoms—and their boho vibes pair well with this season’s trendy fur coats.
