The Best Ways to Wear Leggings and Uggs This Winter

If you ask us, there’s no cozier cold-weather combo than the epic pairing of leggings and Uggs—a duo so soft, so comfortable, and so easy it almost feels wrong. But there are definitely ways to pull off the look, and to prove it, today we’re looking at five of our favorite stylish celebs who show us just how it’s done. Spoiler alert: The key is definitely in the outerwear. Whether opting for a bomber like Kendall Jenner’s or a belted coat à la Ciara, a sleek jacket makes for a sleek outfit. So if you’re going to step out in leggings and Uggs this winter, we suggest you take one of these looks for a spin. Alternatively, if track pants are more your speed, we've got a Cate Blanchett look you'll love.

See just what we mean below, and shop the looks while you’re at it!

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Ciara
(Image credit:  Splash News)

The combination of all-black and a belted coat is a force not to be reckoned with this season. 

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Gisele Bündchen
(Image credit: Stickman/Bauer-Griffin/GC Images)

When it comes to wearing gray, the more layers and tones, the better. So take a cue from Gisele and pair as many gray separates as you can manage. 

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Gigi Hadid
(Image credit: INFphoto.com)

Gigi put a typical cool-girl spin on her off-duty look by opting for a graphic tee to pair with her navy coat. Well played, Hadid. 

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Rosie Huntington-Whiteley
(Image credit: Jun Sato/GC Images)

Take your travel look to the next level like Rosie did by opting for leather leggings and a robe coat to pair with your Uggs.

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Kendall Jenner
(Image credit: Raymond Hall/GC Images)

And, of course, we have a bomber. Style yours with a simple sweater and Uggs for a look that's at once comfortable, edgy, and chic.

Editor-at-Large

Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. It was a less expected route, seeing as she was graduating from business school at USC when this all began, but it has turned out to be the best one for her. Fast-forward to 2024, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was an intern starting out. Currently, she focuses on a weekly mélange of shopping content. As far as her personal style goes, she's largely drawn to classic pieces and neutral basics but will always make an exception for something colorful, printed, or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a good party is dressing up for one. On weekdays, she can usually be found at home eating something delicious for dinner and trying to force her husband to watch Summer House.