Flared jeans and ankle boots are the most stylish combo for autumn/winter 2025

Flared jeans are trending, and they're a key garment in our closets this season.
Flared jeans worn with ankle boots are the most stylish for autumnwinter 2025
Edward Berthelot/Getty Images

This autumn/winter 2025, flared jeans are more trendy than ever. This cut, which evokes an air of the 70s, is reinvented for this season with modern combinations that highlight the silhouette in a natural way. These are not just flared trousers, but a versatile garment that, when paired with the right ankle boots, creates an elegant and timeless look.

Flared jeans have become a favourite choice for women looking to balance their proportions and, at the same time, stay comfortable on cold days. The key is to know how to wear them: the right boots, coats and accessories to achieve a result worthy of the catwalk, but perfectly adaptable to everyday life.

This season, flares with ankle boots are positioned as a successful formula that combines style, comfort and functionality.

ED Skylar Flare Jeans

Mid Rise Straight Flare Jeans

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Why are flared jeans a trend this year?

Flares are back on trend thanks to the retro nostalgia that continues to define current fashion. However, beyond vintage, what makes them relevant today is their ability to flatter different silhouettes. By adjusting at the top and opening slightly at the bottom, they visually lengthen the legs and balance the hips. They are perfect for women looking for a feminine look without sacrificing comfort.

In 2025, they come in dark denim, clean washes and slightly more structured cuts, ideal for cold climates. High-waisted models also stand out, offering a refined look and making it easy to combine with jackets, blazers and long coats.

Image may contain Clothing Jeans Pants Adult Person Footwear Shoe High Heel Car Transportation and Vehicle
Edward Berthelot/Getty Images

If anything characterises the autumn/winter season, it's the prominence of ankle boots. Combined with flared jeans, they create an elegant harmony. The trick is to choose the right height and design of footwear.

Ankle boots with medium or high heels are the best allies to give extra height and allow the bottom of the pants to fall fluidly. They also add sophistication and are comfortable for everyday wear. Pointed ankle boots are perfect for visually lengthening the leg, adding a chic touch that never fails. Leather or patent leather ankle boots are ideal for elevating a dark denim look, giving it a polished and modern finish. As for on-trend colours, neutrals – black, beige, brown – go with everything and guarantee versatility.

The secret is that the flare partially covers the ankle boot, leaving only the toe or part of the heel visible. This detail achieves a sophisticated look without any effort.

ED Skylar Flare Jeans

Mid Rise Straight Flare Jeans

Flared jeans worn with ankle boots are the most stylish for autumnwinter 2025
Edward Berthelot

How to wear this combination depending on the occasion

For the office, you can opt for a dark flare with square-heeled ankle boots, a structured blazer and a long coat in neutral tones. The result is an elegant and professional outfit. For a casual chic look combine light denim flares with beige pointed-toe ankle boots, a turtleneck sweater and a biker style jacket (perfect for weekend outings.) Finally, for a winter night out, go for black flare jeans with patent leather ankle boots and a satin top under a long coat. A modern look with a glamorous touch.

jeans flare en color gris
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Flared jeans are not only trending, they are a key garment in our closet for the autumn/winter 2025 season. Paired with ankle boots, this combo is synonymous with style, as it provides proportion, sophistication and versatility.

Blue High Rise Highbury Flare Jeans

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ED Skylar Flare Jeans

Mid Rise Straight Flare Jeans

Mango Violeta 100% Cotton Pleat Front Flared Jean

A version of this article originally appeared on Glamour Mexico and Latin America.