When you think of how to style leggings, your mind probably jumps to a few scenarios: for the gym, running errands or relaxing at home. Certainly not the runway… right? Well, we’re here to tell you that the best leggings have actually become a bonafide fashion item. According to the autumn/winter 2025 catwalks and street style shots, they are coming to the forefront of your closet. Not just for the cold season, either: just look at Celine’s spring/summer 2026 show for proof.

Fashion experts predict that leggings will have a triumphant return in street style, so it’s time to review what options are the most on-trend, and how to wear them with the shoes of the moment. We’re thinking styles such as pumps, boots, ballerinas and more… From casual to dressed-up, we’ve got you covered. It might sound like a difficult task, but the inspo says otherwise. Take a look below.

How to wear leggings with shoes in autumn/winter 2025.

Velvet leggings and pumps

Filippo Fior

Like it or not, leggings are trending and Versace has already given us ideas on how to look great in them. Say goodbye to the thermal mesh: according to the Italian brand, the best thing to go for is a warm black velvet pair. Perfect to wear with boots or pumps, the form-fitting silhouette will draw attention to your legs. Opt for a boxier shape on top with a tailored red blazer over a turtleneck: the retro look will have you channelling Fran Fine from The Nanny.

Green leggings and heeled flats

Su Mustecaplioglu / Gorunway.com / Courtesy of Altuzarra