Every January, I find myself reaching for my leggings more than usual. Whether it's because I'm eager to pursue my New Year’s resolutions, which include staying active, or I enjoy the comfort and warmth they provide during the chilly month, leggings become my go-to choice. However, I always face the same question: What shoes pair best with leggings?
To address this dilemma, I researched the top footwear trends that elevate leggings. The best part? It didn't take long to discover some popular styles. Fashion icons like Jennifer Lopez and Nicky Hilton have recently embraced this wardrobe essential and set the standard for styling it.
If you're looking for fresh inspiration, keep reading. I’ve uncovered the top four shoe trends people will wear with their leggings in 2025.
Riding Boots
Pair your leggings with riding boots to elevate their look. This equestrian-inspired style exudes a timeless elegance that's hard to beat. While many fashion people opt for black leggings teamed with black riding boots, don't shy away from exploring bolder choices. Deep burgundy or rich brown leather boots can add that extra touch of luxury to your ensemble.
Shop the shoe trend:
Combat Boots
Whether you like it or not, combat boots, many of which have thick lug soles, have returned to celebrities' legging outfits. And we have to say, they look incredibly chic. Just look at Nicky Hilton—she turned heads this week in a cozy long teddy coat, sleek black leggings, a stylish striped sweater, and J.Crew's lace-up ankle boots. Talk about a winning winter look.
Shop the shoe trend:
Snow Boots
Channel your inner J.Lo this winter by rocking black leggings, a Fair Isle sweater, a stylish puffer jacket, and statement-making fur boots. If fur boots aren't your style, you can easily swap in any ankle snow boots.
Shop the shoe trend:
Retro-Inspired Sneakers
This season, fashion's street-style icons are more than ever incorporating retro-inspired kicks into their leggings outfits. These shoes combine style and practicality, making them suitable for various activities, from school drop-offs to workouts.
Shop the shoe trend:
Shop some of our favorite leggings
-
Sorry, Barrel Jeans—I Am Forever Loyal to This Classic, Effortless Denim StyleFive chic winter outfit ideas right this way.
-
After All These Years, I'm Still in Love With Hailey Bieber's Style—6 Recent Outfits I'm Copying in 2025Let me reapply my Rhode lip gloss first.
-
Forget Jeans—These New 2025 Pant Trends Are So Much ClassierPinky promise.
-
This Pop Star's Shoe Collection Is Full of Unexpectedly Chic Gems—25 I Have My Eye OnMost styles are under $100.
-
Fashion People Know This Color Combination Has Never Had a Flop Era (and Never Will)It's elegant for life.
-
Sorry, These 6 Color Trends Simply Aren't Making It to 2025But these far fresher hues definitely are.
-
The "So Wrong It's Right" Way to Wear Sporty Jackets in 2025Give it a try.
-
8 European-Girl Sneaker Outfits That Look Undeniably RichAll courtesy of European women.
