The Fashion Crowd Wears These Items With Leggings to Look Chic

Black leggings are a go-to staple for many. If you're on that page, the story below is for you. While you may already have a uniform you wear with your leggings when you're out and about, some of our favorite fashion follows recently posted fresh outfit ideas for further inspiration.
Ahead, you'll find a list of the specific items the fashion crowd is wearing with leggings to look especially chic this season. The pieces in question are all forward with modern design qualities but are easy—just like leggings.
Keep scrolling for legging-outfit inspiration, complete with shopping recommendations for everything you see.
Textured Jacket
Tossing on a cropped tweed jacket will make any outfit feel elegant and sophisticated.
Oversize Sweater
Keep it cozy and chic with an oversize knit and your favorite leggings. Effortless.
Relaxed Blazer
You can't deny the power of an oversize blazer to make any ensemble feel all the chicer.
Moto Jacket
Toss a moto jacket over any ensemble—including a legging outfit like this—for a cool vibe.
Next, check out the best faux-leather leggings.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear'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.
-
It's Official: This Is the Flat-Shoe Trend to Wear With Fall 2025's Most Popular Legging Color
As seen in Los Angeles.
-
What's Just as Comfortable as Leggings But More 2025? This Cool Pant Trend
Chic and comfy.
-
If You're Going to Wear Leggings in 2025, Please Only Wear Them Like This, This, and This
Courtesy of our favorite stylish celebrities.
-
Yep, This Chic Legging Trend Will Definitely Carry Into 2026
Shop Michelle Monaghan's exact pair.
-
This Simple Fashion Person–Approved Layering Technique Changed the Way I Wear My Basics
Effortlessly cool.
-
Bella Hadid Wore the Season's It-Girl Legging Trend With the Flats Everyone Has Bought This Year
Summer 2025 summed up in one outfit.
-
Julia Garner Just Wore This Anti-Athleisure Shoe Trend With Leggings in NYC
I did not see this coming.
-
If You Want to Look as Elegant as Possible in Leggings and Pull-On Pants, Wear This Sweater Trend
As seen on Margot Robbie in West Hollywood.