The Chicest Legging Outfits Feature One of These 5 Comfortable Tops

If you’re looking to uncover a chic legging outfit to wear now or to save and reference at a later date, you’ve landed in the right spot. Yep, we pulled together a range of stylish legging ensembles right here for you. And while each look coming your way highlights cool leggings as the hero piece in the 'fit (obviously), the outfits share another similar feature in that they all have a comfortable top as well.
To showcase all of this further, we rounded up a few past legging outfits that get an A+ in terms of comfort and style because they display a key cozy top. (Think slouchy cardigans and the like.) Keep scrolling for more, including product recommendations for each if you are, in fact, shopping at the moment.
Longline White Shirt
White button-down shirts are a classic, but they're also trendy at the moment—especially in those extra-long cuts. So if you want a polished look that's still comfortable, try a loose blouse with your favorite leggings.
Cardigan Set
While a standard cardigan is a solid top choice to wear with leggings, the popular coordinating sets will also bring a chic-and-cozy twist to your 'fit.
Shop the coordinating Openwork Knit Top ($32).
Shop the coordinating Wide Rib Mock-Neck Pullover ($48).
Shop the coordinating Cashmere Tank ($78).
Soft Tee
Okay, this may seem like a no-brainer, but you can't go wrong having a soft white T-shirt as a comfy go-to with leggings. For a current vibe, consider doing the half-tuck look like with this ensemble here.
Oversize Knit
An oversize knit is undoubtedly one of the coziest top silhouettes out there. Team your favorite pick with classic black leggings, and you're set.
Hoodie
A hoodie (either a cropped or slouchy style) is not only comfortable but also quite cool when paired with leggings.
Next, check out more stylish legging outfit ideas.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 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.
-
I'm a Fashion Editor—These Are the Low-Key Uggs I'll Be Wearing With Leggings All Winter Long
I just bought my first pair of Uggs.
-
Sure, Black Leggings Are Timeless, But This Colored Alt Is What Fashion People Are *Actually* Wearing in 2025
Kendall Jenner approves.
-
8 Non-Dated Ways People Are Wearing Leggings Right Now
How to style them the 2025 way.
-
The Fall Shoe Trend Everyone in Paris Is Wearing With Black Leggings to Runway Shows and Dinners at Chez Janou
Hint: It's not sneakers or ballet flats.
-
Hold the Leggings—This Is What Cool Dressers Are Actually Wearing With Ugg Boots These Days
As seen on Gigi Hadid, the cool-dresser poster child.
-
Forget Fleeces and Hoodies—This Is the It-Girl Jacket to Wear With Plain Leggings
It's taken over by storm.
-
5 Street Style Trends From Milan Fashion Week That Will Be Everywhere This Fall
Take notes.
-
If You're Going to Wear Leggings in Fall 2025, Wear Them in This Shade With White Sneakers
As spotted on Jennifer Lopez in NYC.