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
Chunky flat boots are one of the key shoe silhouettes of the season, and they look perfect with straight-leg jeans.
Tuck leggings into flat boots for a very modern vibe.
Shop more boots:
Knee-High Boots
Knee-high boots and skinny jeans is a combo that just works.
Similar to skinny jeans, knee-high boots also look A+ with leggings. Very into this monochromatic look.
Shop more boots:
Ankle Booties
Black booties are a classic choice. They're wildly versatile, and look chic with straight-leg jeans.
Colorful ankle booties pop against leggings for a modern silhouette.
Shop more booties:
Next, check out more leggings outfit ideas.
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.
-
I'm a Professional Shopper—30 Elegant Picks I'm Eyeing From Mango, COS, andReplica Store
These are too chic to pass up.
By Jennifer Camp Forbes
-
Katie Holmes Made This Outdated Leggings-and-Boots Outfit Feel Just Right for 2025
A combo I will live in.
By Nikki Chwatt
-
My Friend Wants a Chic Wardrobe—I Sent Her These Early Black Friday Fashion Deals
Discounted gems fromReplica Store, Zara, J.Crew, and more.
By Jennifer Camp Forbes
-
These 25 Incredibly Chic Sale Picks From Revolve Scream Fashion Person
These cool-girl picks are bound to sell out fast.
By Jennifer Camp Forbes
-
J.Lo Wore the Brand-New Uggs That'll Go Viral and Sell Out By December 1—Guaranteed
Don't say I didn't warn you.
By Eliza Huber
-
Zoë Kravitz Just Wore the One Winter Boot Trend That Every Chic Celeb Agrees On
Dakota Johnson and Sofia Richie are also fans.
By Nikki Chwatt
-
Katie Holmes Just Wore the Elegant Boot Color New Yorkers Are Abandoning Black For
Take note.
By Nikki Chwatt
-
5 Winter Denim Trends That Are Gaining Steam and 5 That Are Fading Out
It's cutting season, after all.
By Anna LaPlaca