If there's one thing you can count on to be a universally loved cold-weather staple, it's a simple pair of black leggings. Beloved both by Hailey Bieber and sleepy editors who can't function without their morning coffee after an all-nighter, the chic yet cozy item can feel surprisingly hard to wear, especially if you're looking for an outfit that doesn't resemble pajamas.
Now that fall is kicking into high gear and Ugg-boot season is here, it's only fair to maximize our fresh closets with a timeless pair of black leggings. Trust us—if you style your favorite pair like the fashion people below, no one will suspect you slept in them.
Below, browse some of our favorite fall legging outfit ideas and shop our editors' tried-and-true pairs.
How to style: tank top, wide belt, slingbacks, and leggings
How to style: 2000s-era sunglasses, leather flight jacket, and leggings
How to style: sherpa-lined jacket, knee-high boots, oversize tote, and leggings
How to style: oversize sweatshirt, running shoes, slouchy socks, and leggings
How to style: heeled mules, white T-shirt, tweed jacket, and cropped leggings
How to style: Ugg boots, puffer coat, beanie, and leggings
How to style: riding boots, leggings, oversize blazer, and slouchy sweater
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Everything I Would (and Wouldn't) Wear to the Nutcracker Ballet as a New YorkerCosigned by former ballerinas and fashion editors.
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If You're Going to Wear Leggings to the Airport in 2026, Pair Them With This Expensive-Looking ShoeIt's giving aspirational.
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Introducing the Prettiest Legging Color Trend of 2026, as Worn by Maya HawkeBetter than black.
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5 All-Black Winter Outfits That Are the Antithesis of BasicAnd so elegant.
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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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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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5 Fall and Winter Trends I'm Plagiarizing From Lucy Williams, Aimee Song, and Camille CharrièreWhich one is more your vibe?
