These 3 Winter Shoe Trends Look Chicest With Leggings and Jeans

Jeans and leggings are wardrobe staples in many of our wardrobes. As a result, the two pieces often make consistent appearances in our weekly rotations. While you may have a few go-to looks you pair with both leggings and jeans, we thought we’d offer up some fresh inspiration if that’s of interest. Specifically, we wanted to focus on shoe pairings.

In reality, just about any footwear silhouette can pair nicely with jeans and leggings. That said, fashion people have been wearing a few key winter shoe styles as of late. With that in mind, we pulled a range of imagery that showcases the shoes that look impossibly chic with leggings and jeans to consider for the season. Keep scrolling for more. Oh, you’ll also uncover inspired shopping picks throughout, including top-notch jeans, leggings, and shoes.

Flat Chunky Boots

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(Image credit: @greceghanem)

Chunky flat boots are one of the key shoe silhouettes of the season, and they look perfect with straight-leg jeans.

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(Image credit: @symphonyofsilk)

Tuck leggings into flat boots for a very modern vibe.

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Knee-High Boots

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(Image credit: @lefevrediary)

Knee-high boots and skinny jeans is a combo that just works.

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(Image credit: @chloepierreldn)

Similar to skinny jeans, knee-high boots also look A+ with leggings. Very into this monochromatic look.

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Ankle Booties

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(Image credit: @smythsisters)

Black booties are a classic choice. They're wildly versatile, and look chic with straight-leg jeans.

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(Image credit: @nlmarilyn)

Colorful ankle booties pop against leggings for a modern silhouette.

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Next, check out more leggings outfit ideas.

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Market Director

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven years atBest Knockoff Luxury Clothing , currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers likeReplica Store, Shopbop, and Net-a-Porter and is at the forefront ofBest Knockoff Luxury Clothing 's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises. He has also worked across a variety of other media brands and fashion retailers like Refinery29, PureWow, Men's Health, and Gilt covering commerce, trend reporting, women's and men's fashion, home, and lifestyle.