6 Comfortable Yet Chic Items That Work Perfectly With Leggings
The beauty of leggings is that they’re not only versatile, but comfortable. As a result, many fashion people wear leggings to keep comfy when they’re out and about. In terms of the specific outfit formulas that seem to be most popular now, well, style setters happen to be reaching for other cozy items to pair with the equally-comfy leggings.
Below we’re showcasing the comfy yet chic items that work perfectly with leggings. Given that we’re heading deeper into the colder months, a certain chunky knit style is certainly popular. You’ll also notice other go-to relaxed silhouettes. Keep scrolling for a range of styling and shopping inspiration.
1. Oversized Sweater
Style Notes: A chunky knit is a winter staple, and that ideal style looks perfect with leggings. A pair of crew socks over the leggings is also cool.
Shop the look:
The stirrup detail makes these leggings look high-end. You could also pair them with an oversized blazer.
2. Puffer
Style Notes: Puffers are practical (warm!), but also quite chic. This outfit with the vest over the turtleneck and leggings gets an A+.
Shop the look:
Both longline and shorter puffers look great with leggings and denim.
It's been years since we were first introduced to Totême's quilted coat and it's still a coveted item.
3. Utility Jacket
Style Notes: For an effortless silhouette, consider tossing on a utility jacket over a long-sleeve tee with your leggings and ballet flats.
Shop the look:
4. Graphic Sweatshirt
Style Notes: Keep it laid-back yet trend-focused with a graphic sweatshirt, leggings, and retro trainers.
Shop the look:
A slightly different take on a sweatshirt thanks to the polo collar.
Isabel Marant do sweatshirts so well.
5. Relaxed Blazer
Style Notes: For an elevated vibe, incorporate a blazer into your legging outfit. Add tall boots and a belt for an even more polished look.
Shop the look:
This might be the best leather blazer I've seen on the high street.
Every fashion person wants or owns a Frankie Shop blazer.
We had to include our favourite high street blazer in this edit.
6. Maxi Coat
Style Notes: A roomy coat is another comfortable and chic outerwear pick that looks fantastic with leggings and a sweater. Maxi lengths are having a moment, so choose a style that skims the floor for maximum impact.
Shop the look:
Next Up: Winter Is Coming—Here Are 7 Stylish Cold-Weather Outfits to Wear This November
This story originally appeared on Who What Wear U.S. and has since been updated.
Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent over seven 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. 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.
-
Suddenly, the Chicest People I Follow are Wearing Jeans and Boots in This Very Specific Way
It's straight out of the the '00s.
By Natalie Munro
-
Chic, Timeless and Pure Luxury—These 14 Cashmere Coats Are the Ultimate Fashion Investment
Expand your wardrobe portfolio.
By Maxine Eggenberger
-
No Trainers Needed—This Flat Shoe Trend Makes Leggings Look So Much Prettier
Branch out.
By Allyson Payer
-
It’s Leggings-and-Flats Season—These Are the Combinations That Look the Chicest Right Now
I've done the research.
By Natalie Munro
-
Claudia Winkleman's Leggings on The Traitors Are the Exact Pair Our Editors Have Been Buying for Years
Everyone should know about these.
By Natalie Munro
-
Not All Shoes Look Good With Socks, But These 6 Definitely Do
Fail-safe formulas.
By Natalie Munro
-
Move Over, Skinny Jeans, This "Dated" Trouser Trend Just Made an Unexpected Return for 2025
It's got the A-list talking.
By Remy Farrell
-
I've Been Studying London's Coolest—These Are the 5 Colour Combos They're Wearing
As expected, this is chic.
By Hannah Almassi