Leggings are a staple in the wardrobes of many. In fact, we recently showcased a range of stylish fall ensembles with leggings. Well, two of the outfits featured in that piece showcase classic leggings with one of the most popular fall shoe trends. Yes, I’m referring to knee-high boots.
The choice may feel somewhat unexpected, with sneakers or slides often being the go-tos, but knee-high boots (both flat and heeled) actually work quite well with classic black leggings. The shoe silhouette is certainly a way to instantly dress up your favorite leggings.
Interested? Wonderful. Below, you’ll uncover a few standout looks showcasing how to wear knee-high boots and leggings, complete with shopping inspiration.
This is such a polished outfit choice with the relaxed blazer, chunky knit, leggings, and flat knee-high boots.
A longline coat will make any ensemble feel all the chicer. This look is quite cool with the sweatshirt and leggings teamed with unexpected heeled boots.
For those chillier days later in fall and getting into winter, consider a white coat with your sweater, leggings, and boots. The belt around the sweater is also something to note here.
Here's another sleek legging outfit featuring the knee-high boots and sharp blazer.
Next, check out more stylish leggings.
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Everyone in Paris Just Ditched Ankle Boots for This Boot Style That's Way More ElegantAnd super sleek.
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Black Leggings Are Fine, But It Girls Know These 6 Trendier Versions Feel So NowThey're so much cooler.
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*Not* Suede Boots: The Rich-Looking Boot Trend Fashion People Everywhere Are Wearing With Jeans and Skirts for Fall 2025You'll want to add a pair to your rotation.
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Yes, Fashion People Are Still Wearing Leggings, But Only This Specific Style (and Not With Sneakers)The comfy-chic pairing we spot on every L.A. and New York It girl.
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*Not* Ankle Boots—the Rich-Looking Shoe Trend That's Quietly Taking Over for Fall 2025Shop the style inside.
