It’s time to get serious about buying our next pair of autumn/winter 2025 boots. Colder weather is here, and we can already see sandals through a rearview mirror. Lows are hovering around 10 degrees, evenings are calling for thin sweaters and the trench coats in our closets know it’s time to go out and play.
Fear not, your favourite black Chelsea ankle boots have an assured place in the season’s lineup alongside square toe and brown boots. However, when looking to update our outfits for the new season effortlessly with a single worthwhile investment, choosing the right boots is essential. And to do this, it’s necessary to review the most important trends of autumn/winter through runways and street style.
The trendiest boots for autumn/winter 2025/26
1. The slouchy one
These soft and loose boots remind us of the pirate aesthetics that will be the favourite of the moment. Wrinkled, wide and unabashedly nostalgic, they have arrived to join the resurgence of relaxed boho style.
Seen at… Balmain, Aniye Record, Enfants Riches Déprimés and Vautrait
2. Urban jungle
Last year the fashion capitals agreed that boots decorated in any animal print were the shoe of the season. And the autumn/winter 2025/26 runways made it even clearer: they’re not going anywhere. Zebra, cow, snake, even leopard (because leopard is forever!), they’re all trending. Animal print is a neutral!
Seen at… Fendi, Khaite, Tod’s and Zimmerman
3. The new cowboy
Cowboy boots have been the industry’s favourite for quite some time now. Their latest resurgence dates back to 2023 with Beyoncé’s Renaissance tour and Bella Hadid’s aesthetic change in 2024. And while the style’s popularity shows no signs of waning, designers have taken a turn toward more modern silhouettes without ornate detailing. Think stacked angular heels, sharp points and stitching.
Seen at… Schiaparelli, Gabriela Hearst and Anne Demeulemeester
4. Flat, very flat
Yes, sock boots may evoke memories of the 2000s nylon stiletto booties worn by early it girls, but modern sock boots are more sophisticated, not to mention more functional. They’re tight, yes, but designers have forgotten about their heel and taken them into a slightly more relaxed, utilitarian realm.
Seen at… Fforme, Altuzarra, Alberta Ferretti and Jil Sander
5. The riding boots
TikTok and Instagram are selling us on the image of the modern and sophisticated horsewoman, sharing inspo like Ralph Lauren’s 90s ads. The catwalks have transported us to the stables, figuratively speaking, with equestrian-inspired boots with flat soles, just below the knee and an elegant and robust shaft, without ornate details.
Seen at… Ralph Lauren, Coperni, Hermès and Tory Burch
6. Chunky and geometric heels
It may seem obvious, because it is the most comfortable and practical heel in the universe. But the truth is that after several years of being upstaged by thin stilettos, block heel boots are making a surprising comeback.
Seen at… Burberry, Chanel, Chloé and Miu Miu
A version of this article was originally published on Glamour Spain.
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