As I spent time scrolling through my Saved folder on Instagram, I noticed a pattern. Yes, many of the looks I noted featured leggings as the key piece. It makes perfect sense given that the fashion crowd has been turning to leggings as a go-to elevated basic over the seasons.
Below, I’m sharing the outfits that I think are particularly chic and showcase leggings styled in a forward way. You’ll notice a smattering of ensembles that run the gamut. This includes everything from more dressed-up looks with pieces like a tailored blazer and boots to casual ensembles with a moto jacket and sneakers.
Keep scrolling for outfit inspiration, complete with shopping recommendations as well.
This layered look is easy yet feels high-concept with the cardigan-and-tee combo underneath the longline jacket. The pair of leggings and booties pairing is also to note.
Talk about a chic ensemble with the of-the-moment oversize leather jacket, half-zip sweater, leggings, and chic knee-high boots.
A blazer brings polish to any look, and the sweater tied around the shoulders adds a forward twist.
Need a cool, casual look? Style your leggings with a hoodie and a relaxed puffer with those trusty Uggs.
A moto jacket is no-fail and looks fantastic with everything—including these split-hem leggings.
A popular quilted jacket teamed with leggings and heels? Chic.
Next, check out more items to wear with leggings.
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Sure, Black Leggings Are Timeless, But This Colored Alt Is What Fashion People Are *Actually* Wearing in 2025Kendall Jenner approves.
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8 Non-Dated Ways People Are Wearing Leggings Right NowHow to style them the 2025 way.
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The Fall Shoe Trend Everyone in Paris Is Wearing With Black Leggings to Runway Shows and Dinners at Chez JanouHint: It's not sneakers or ballet flats.
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Hold the Leggings—This Is What Cool Dressers Are Actually Wearing With Ugg Boots These DaysAs seen on Gigi Hadid, the cool-dresser poster child.
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Forget Fleeces and Hoodies—This Is the It-Girl Jacket to Wear With Plain LeggingsIt's taken over by storm.
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5 Street Style Trends From Milan Fashion Week That Will Be Everywhere This FallTake notes.
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If You're Going to Wear Leggings in Fall 2025, Wear Them in This Shade With White SneakersAs spotted on Jennifer Lopez in NYC.
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Black Leggings Are Fine, But It Girls Know These 6 Trendier Versions Feel So NowThey're so much cooler.
