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. 

Oversize Sweater


(Image credit: @honeybelleworld)

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.



(Image credit: @kingharriett52)

Puffers are practical (warm!), but also quite chic. This outfit with the vest over the turtleneck and leggings gets an A+.

Utility Jacket


(Image credit: @anoukyve)

For an effortless silhouette, consider tossing on a utility jacket over a long-sleeve tee with your leggings and ballet flats.

Graphic Sweatshirt


(Image credit: @erinoffduty)

Keep it laid-back yet of the moment with a graphic sweatshirt, leggings, and retro sneakers.

Relaxed Blazer


(Image credit: @nlmarilyn)

For an elevated vibe, incorporate a blazer into your legging outfit. To note, it's the relaxed fit of the blazer that will keep the look on the more comfortable side.

Maxi Coat


(Image credit: @smythsisters)

A roomy coat is another comfortable and chic outerwear pick that looks fantastic with leggings and a sweater.

Next, these are the best leggings, tested by an editor.

Market Director

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.