Couture

Claudia Called It: This Is the Chicest Flat Shoe Trend You Can Wear With Leggings

It's actually easy to make leggings look chic. Just follow Claudia Winkleman's cues and style your pairs with these winter flats.

Герои31 октября 2026 г.

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Claudia Winkleman steps out in London wearing dark grey leggings with dark brown fringed monk shoes and a velvet jacket.
(Image credit: Backgrid)Backgrid
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If you're looking for inspiration on how to make leggings look chic, you ought to know by now that there's little need to look further than Claudia Winkleman. Queen of the casual basic, if my time following her adventures around that Scottish castle has taught me anything, it's that it's entirely possible to make leggings look polished.

Bringing her time-tested basic all the way home, I spotted Claudia style her go-to trousers out in London this week. Pairing her dark grey leggings with a rich velvet jacket, Claudia slipped into a sleek, glossy pair of leather monk shoes to complete her look. Finished with fringed detailing and a polished strap, the shoes brought a smart, tailored feel to her outfit, immediately elevating her otherwise casual trousers.

Claudia Winkleman steps out in London wearing dark grey leggings with dark brown fringed monk shoes and a velvet jacket.
(Image credit: Backgrid)Backgrid

I've always found that the right shoes can bring out the inherent sleekness of a pair of leggings, and Claudia's monk shoes did just that. Skirting the season's ubiquitous loafers and sidestepping the tried-and-tested boots pairing, she made a welcome case for a shoe combination that feels genuinely fresh.

Elevated yet easy to recreate, read on to shop the leggings and monk shoes I'm recommending below.

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