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.
-
How Métier Founder Melissa Morris Created an A-List–Approved Luxury Bag BrandThe secret? Intentional design, quality materials, and a timeless aesthetic.
-
I’m a Senior Shopping Editor—These Elevated Yet Affordable Nordstrom and Old Navy Fall Picks Have My AttentionJust about everything is under $100.
-
I'm a Fashion Editor—These Are the Low-Key Uggs I'll Be Wearing With Leggings All Winter LongI just bought my first pair of Uggs.
-
Listen, Being Cool in 2025 Requires Just Two Things: Loose Jeans and This “Weird” Viral Flat-Shoe TrendThey're strange, but so chic.
-
These Easy Outfit Formulas Make Even Fall's Most Polarizing Boot Trend Look CoolSee the inspiration inside.
-
This Is the Luxe Fall Shoe Trend Every Fashion Person Is Already Wearing on RepeatCount these inspo pics as proof.
-
It's Controversial (I Know), But Frequent Fashion Flyers Swear By This Jeans Outfit for Long FlightsIt involves an elegant leather coat and chic luggage.
-
Taylor Swift Just Wore the Skirt-and-Boots Combo That Screams '90s Jennifer AnistonIt's foolproof.
-
Sure, Black Leggings Are Timeless, But This Colored Alt Is What Fashion People Are *Actually* Wearing in 2025Kendall Jenner approves.
-
8 Non-Dated Ways People Are Wearing Leggings Right NowHow to style them the 2025 way.
