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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Don't Pack Up Your Sweaters Just Yet—Cool Fashion People Are Repurposing Them in the Chicest Way for SummerAll the outfit inspiration is inside.
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Put a Hold on Your Black Leggings—This Fresh Color Trend Is the One You'll See Everywhere This SummerThe "just right" shade that feels fresh and elegant for 2025.
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Hold the Sneakers: *This* Is the Stylish Shoe Trend Fashion People Are Wearing With Leggings to PilatesKendall Jenner is leading the way.
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No One Will Wear This New Legging Trend With Sneakers—Just HeelsIncluding Hailey Bieber, apparently.
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Step Away From the Black Leggings—This Is the Low-Key Legging Color Trend You'll See Everywhere This SummerJennifer Lopez approved.
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Goodbye, Boring Basics—This Is the Elegant Trend New Yorkers Are Wearing With Tank Tops This SummerObsessed.
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It's Settled: This Is the #1 Sneaker Trend to Wear With Leggings This SummerConfirmed by Dakota Johnson.
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3 Aesthetic Pairings to Try If Your Wardrobe's Starting to Feel StaleFoolproof solutions.
