Cuffed Jeans Are So Back—This Is the Classic Shoe Trend They Look the Coolest With

If you haven't heard, consider this your public service announcement: Cuffed jeans are so back. We at Who What Wear have been watching the style slowly resurge since mid-February 2025, and almost a year later, it's fully solidified as an It denim trend that the style set is wearing on weekdays and weekends with everything from faux-fur coats to leather jackets, especially heeled ankle boots.

Alexa Chung is one fashion person who is on board with cuffed jeans and heeled ankle boots. She posted the outfit on Instagram yesterday, revealing she wore the look in Dumbo, Brooklyn. Her ensemble featured dark-wash cuffed jeans, black heeled ankle boots, an ivory shearling coat, and a gray scarf.

Even chic dressers in Paris are wearing cuffed jeans and styling them with heeled ankle boots. French muse Anne-Laure Mais is the perfect example, as she posted a photo on Instagram wearing medium-wash straight-leg jeans that were slightly cuffed, either to keep her pants from dragging on the streets, to get the look, or both. She styled them with black boots, a distressed leather jacket, and a navy scarf.

Every day, there seems to be another denim trend making the headlines, whether it's a fresh style like peplum jeans or a dated one that has resurfaced, such as cigarette jeans. What's different about the cuffed-jeans trend is that you don't have to buy a new pair of jeans to embrace it. You can use what you have in your closet. Any jeans can be cuffed, but not all will look very 2026. The trick is to choose loose, straight, or wide-leg jeans that are slightly long. Then, cuff them and pair with ankle boots.

Keep scrolling to shop the best jeans that are already cuffed for you and the chicest ankle boots to pair with them.

Shop Cuffed Jeans

Shop Heeled Ankle Boots