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!
The combination of all-black and a belted coat is a force not to be reckoned with this season.
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.
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.
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.
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.
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. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.
-
Don't Pack Up Your Sweaters Just Yet—Cool Fashion People Are Repurposing Them in the Chicest Way for Summer
All the outfit inspiration is inside.
-
Kendall Jenner Wore Capris With the Only Shoe Trend Worse for Airport Security Than Flip-Flops
Risky but chic.
-
Against All Logic, This Is the Stylish Boot Trend Fashion People Are Still Wearing in the Heat
Spotted on Camila Morrone and Kendall Jenner.
-
Kendall Jenner Wore an Elegant Yet Seductive Dress Trend to Jeff Bezos's Wedding in Venice
See what all of the Kardashians and Jenners wore.
-
Put a Hold on Your Black Leggings—This Fresh Color Trend Is the One You'll See Everywhere This Summer
The "just right" shade that feels fresh and elegant for 2025.
-
Hold the Sneakers: *This* Is the Stylish Shoe Trend Fashion People Are Wearing With Leggings to Pilates
Kendall Jenner is leading the way.
-
No One Will Wear This New Legging Trend With Sneakers—Just Heels
Including Hailey Bieber, apparently.
-
Step Away From the Black Leggings—This Is the Low-Key Legging Color Trend You'll See Everywhere This Summer
Jennifer Lopez approved.