Yes, Leggings Look Straight-Up Cool With These 12 Outfits
We often ask ourselves Can I look really, really, really stylish while wearing leggings? Mostly because the thought of giving up the comfort of our favorite athleisure piece keeps us awake at night. Leggings are now so much more than the stretchy pants we wear to yoga class, they’ve taken on new shapes, doubling as trousers (treggings, anyone?), becoming office-approved, and sparking controversial trends left and right. Have you ever tried to wear leggings as pants? We have a few thoughts on the matter. Which is why we set out to prove that seriously cool outfits with leggings exist—and they’re oh so good. Read on if you’re ready to achieve peak levels of comfort and style.
Try out a patent leather boot with a chunky sole to edge up leggings and a sweater.
Stirrup leggings are undoubtedly the legging look of 2018. They're so chic tucked over a classic pump and worn with a long trench coat.
Catch us flipping out over these non-legging leggings from Zara. The unbelievably-flattering pair has a button-waist and flares out at the hem, doubling as a trouser.
A patent or faux leather pair adds just a bit of edge to a laid-back denim jacket and sneakers outfit.
Go model-off-duty in full athleisure and no less than two bags.
Stick with the classics—ankle boots and a modern trench coat will make your leggings look polished.
This is one of the coolest outfits to wear with leggings right now: a modern trench coat + stirrup leggings + white pointed-toe pumps.
Dress up an edgier pair of leggings for drinks or a night out with a leather moto jacket and strappy sandal heels.
With a statement puffer coat and cozy turtleneck, you'll stay bundled but still achieve a forward look.
Try out this look before the deepest part of winter is over.
Let a pair of shiny leggings peek out under a pretty dress.
Once again, let this look illustrate how stirrup leggings will take an otherwise average outfit with leggings and make it 10 times more stylish.
Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.
-
4 Anti-Trend Outfits I Spot Every Time I'm in Europe
Classic looks that are always in style.
By Natalie Cantell
-
3 Non-Holiday Ways to Wear Velvet This Winter
You're welcome.
By Eliza Huber
-
Hailey Bieber Just Used the TikTok Styling Hack That Will Actually Go the Distance
I'm going to use it this weekend.
By Nikki Chwatt
-
After 15 Years as a Fashion Writer, I Know These Free Style Tweaks Will Make a Big Impact
How to give your wardrobe a new lease on life.
By Emma Spedding
-
5 Fresh Ways to Wear Basic Black Leggings This Winter
Some extremely relatable outfit inspo.
By Natalie Cantell
-
I Didn't Think Leggings With Heels Were My Thing Until I Saw How Katie Holmes Just Wore Them
Mind changed.
By Allyson Payer
-
4 Dated Sweater Trends I'm Purging From My Small NYC Closet by the Year's End
And the chic knitwear I'm making room for.
By Natalie Cantell
-
Katie Holmes Made This Outdated Leggings-and-Boots Outfit Feel Just Right for 2025
A combo I will live in.
By Nikki Chwatt