It's safe to assume that many of athleisure trends and outfits these days were inspired by Kendall Jenner. I've been a Who What Wear editor for over 6 years and have been covering Kendall Jenner legging looks for basically that long—proof that she still very much knows what she's doing. The legging trend she's endorsing, in this case, is capri leggings, AKA pedal pushers.
You may look at the below outfit and think Well, she's a 5'10" supermodel so of course these look good on her. As someone who is a 5'4" non-supermodel, I know I did. Leggings that cut off at the knee don't have a reputation for being particularly flattering. But take a look at this very thorough story about the rise of the capri leggings trend my fellow editor Nicole Akhtarzad Eshaghpour recently wrote and you'll see that the trend is far more wearable than you thought.
Whether you choose to dress a pair of pedal pusher leggings down as Jenner did, or up with an oversized blazer and heels (just an idea), you'll look very cool and forward. Keep scrolling to see how Jenner styled her capri leggings (very simply with a bra top and slides) for a grocery run with Hailey Bieber and shop some of my favorite pairs.
On Kendall Jenner: Helmut Lang Black Strap Bra ($125); Prada bag; Yeezy shoes; Skims face mask
Shop Stylish Capri Leggings
Next up, 7 casual outfits that feature leggings.
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Introducing the Prettiest Legging Color Trend of 2026, as Worn by Maya HawkeBetter than black.
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If You're Going to Wear a Sweater and Sneakers With Leggings This Winter, Choose Them in This Pretty Color TrendJ.Lo knows a good legging hue when she sees one.
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Kendall Jenner Just Wore the Next It-Girl Bag That On-the-Go Fashion People Will Be Buying in 2026Yes, it's from The Row.
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Forget *It* Styles: These Back-to-Basics Sneakers Make Black Leggings Look Cool and ClassicThese shoes have been around for over 15 years.
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Hold the Hoodies and Puffers—L.A. It Girls Are Wearing *This* Anti-Trend Item With LeggingsIf anyone knows a good legging outfit, it's Kaia Gerber.
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Every Chic Person I Know Is Setting Aside Chunky Earrings for This Timeless TrendWhen Kendall, Hailey, and Jasmine all make the switch, you know you better pay attention.
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Here's How All the Cool Girls Will Be Wearing Their Leggings This WinterThese outfits feel more fashion and less fitness.
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There You Have It: This Is the Flat-Shoe Trend to Wear With Winter 2025's Most Popular Legging ColorPerfect for the Pilates-loving fashion person.
