Yes, it’s time to figure out what shoes to wear with leggings. We know that it seemed like the stretchy bottoms might be on their way out of fashion for a moment there, but the fall-winter 2025 fashion trends are insisting that we give them another chance.
In fact, all the best-dressed women we know are bringing their best leggings back out and reimagining them for the cold weather season. Just look at Celine’s latest runway if you need proof. Leggings have had a triumphant return to street style too.
So, yes, it was time to review our options and figure out which shoes of the moment go best with leggings. Whether it’s an elegant pump, the trendiest boot of the season, or chic ballet flats, there are a variety of options that can transform a leggings outfit from meh to something beyond stylish.
Read on to see what shoes to wear with leggings to be on trend in winter 2025.
Velvet leggings and pumps
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Versace showed us one spectacular way to style leggings this winter. Take a cue from the Italian brand and go for a warm black velvet design. They’ll look incredible with a pair of black riding boots if you want to visually lengthen the legs, though sleek pumps will elevate the look even further. Add a tailored red blazer over a turtleneck for a retro look that feels reminiscent, in a good way, of Fran Fine in The Nanny.
Colored leggings and matching shoes
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