Ugg boots and leggings have usually been associated with casual, on-the-go outfits, but during winter, the former can be the most stylish—and of course comfiest—winter shoes around. With the right leggings, Ugg boots make the perfect addition to your winter wardrobe, a staple, really, on the coldest of winter days. The biggest supporters of this ultra-comfy trend? Celebrities. Our favorite stars are inspiring the best of Ugg outfits, often pairing the boots with oversize sweaters or long coats. Celebs love to pair their favorite Uggs and leggings with colorful outerwear or with a matching outfit for a chic monochrome look.
The best part about Uggs (besides their comfort and warmth) is the variety of styles they come in. Uggs have come a long way from when they were first introduced, now available in seemingly endless styles and colors to fit anyone’s personal taste. Aside from the classic tall Uggs, there is everything from knit to lace up to boots with shearling details. All perfect to pair with leggings that fit perfectly into the boots to create an extra-comfy fit. Celebs have also been spotted in print leggings to add extra style to their Uggs. Try pairing the warmest boots of winter with thick printed leggings and this season's biggest trend: puffer coats. Together, these items make for the coziest and most stylish winter outfit.
Below, see how celebrities are styling the look, shop our picks for the best Uggs this winter, and then start copying these styles ASAP because let’s face it: Ugg boots are the comfiest shoes you own.
WHO: Rihanna
Style Notes: Leave it to Rihanna to absolutely kill the Uggs-with-leggings outfit. Copy her look and pair your leggings and Uggs with an oversize jacket.
WHO: Gigi Hadid
Style Notes: We love how Hadid paired her short Ugg booties with a casual T-shirt and leggings but a more tailored coat.
WHO: Sofía Vergara
Style Notes: Not only does Sofía Vergara look fabulous but also extra warm in her long puffer coat and high Ugg boots. Copy her style and pair an all-black outfit with lighter Uggs.
WHO: Alessandra Ambrosio
Style Notes: Add a pop of color to your outfit like Alessandra Ambrosio did, with print leggings. Match your sweater to your short Uggs for a cohesive, put-together look.
WHO: Gisele Bündchen
Style Notes: We love Gisele's monochrome look. Copy her style and pair high Ugg boots with leggings and a matching coat for a warm, simple look.
WHO: Kendall Jenner
Style Notes: Copy Jenner's look and match your Uggs to a furry hat for even more warmth. We love the olive green bomber jacket with neutral colors.
Shop More Ugg Boots
Want more ways to wear your Uggs this winter? Check out the best jeans to wear with your Uggs.
-
As It Turns Out, 2025's Most Boring Flat-Shoe Trend Looks Perfect With LeggingsA celebrity-approved pairing.
-
Pamela Anderson Wore the Boho Boot Color Trend Everyone Will Wear This SpringSee ya, black and chocolate brown.
-
No Sneakers Needed—This Flat Shoe Trend Makes Leggings Look So Much PrettierBranch out.
-
Get a Head Start on the Top 2025 Trends With These Key Pieces From the Nordstrom Half-Yearly SaleYou'll actually wear these forever.
-
The 32 Best Boots to Style With Jeans This WinterFrom leather to suede to leopard.
-
Yes, Uggs Are In, But There's Really Only One Way Stylish Women Are Wearing ThemStay warm in style.
-
If a Fashion Person Wears Leggings in 2025, It'll Be With These Shoe TrendsThese winning shoes make total sense.
-
The Chicest People I Know Are Wearing This Surprisingly Elevated Legging TrendI'm not here to argue.
