FYI: This Is the 2026 Way to Wear Ugg Boots and a Chanel Bag

The combo has come a long way since the early 2000s.

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Kaia Gerber wearing a black sweater, burgundy Chanel flap bag, low-rise black sweatpants, and Ugg boots.
(Image credit: Backgrid)
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Back in 2006, what combination was more prevalent among L.A. It girls than Ugg boots and a Chanel bag? I'll wait. We saw them worn together with low-rise bootcut jeans and crop tops or rolled over sweatpants or sweatshorts with a shrunken zip-up hoodie. But it's been years since I saw anyone properly wear the combo, let alone do so in a way that feels fresh and modern. Fortunately, that drought is over. Kaia Gerber just did the job, and suddenly I'm checking my credit card limit to see if a $9,300 charge would trigger any warning from American Express. Sorry, but to recreate Gerber's outfit, the limit does not exist.

Back to Gerber's look, though, because its success is in the details. For a casual round of errands around L.A., the model and actress chose an easy, low-effort ensemble that included a cropped black cardigan and matching pair of low-slung cashmere lounge pants by the brand All My Love. (They're called the Kayla Pants, cost $278, and feature an elastic waistband, faux buttons on the front, and an extremely lightweight fabrication that allows them to be worn year-round—I need them.) From there, she added a pair of what I believe are vintage Chanel sunglasses and sand-colored Ugg Ultra Mini Classics, which, together, gave the look a vintage, early-aughts feel. Her Chanel by Matthieu Blazy shoulder bag, with its rich burgundy coloring, minimal branding, and oversized silhouette, brought the outfit right back to 2026. Everything just clicked.

Kaia Gerber wearing a black sweater, burgundy Chanel flap bag, low-rise black sweatpants, and Ugg boots.

(Image credit: Backgrid)

On Kaia Gerber: All My Love Kayla Pants ($278); Chanel Maxi Flap Bag ($9300) and sunglasses; Ugg Ultra Mini Classic Boot ($160)

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Shop Kaia's Ugg Boots and Chanel Bag

Basically, Gerber just served us the perfect errands outfit for those days when trying isn't an option but you still want to look presentable and cool, whether it's summer in L.A. or winter in New York City. Just pull your Ugg boots out, pair them with a low-rise pair of sweats and a shrunken cardigan—in black, of course—and add a Chanel bag if you can, preferably one by Blazy. If that's not an option right now, don't fret. There are plenty of elevated burgundy bags below that will get the job done just as well.

Get Kaia's Look

Eliza Huber
Eliza Huber
Associate Editorial Director

Eliza Huber is currently the Associate Editorial Director at Who What Wear. She joined the company in 2021 as a fashion editor after starting her career as a writer at Refinery29, where she worked for four years. During her time at WWW, she launched Go Sports, the publication's sports vertical, and published four (and counting) quarterly issues tied to the WNBA, Formula One, and more. She also created two franchises, Let's Get a Room and Ways to Wear; profiled Dakota Fanning, Diane Kruger, Katie Holmes, Gracie Abrams, and Sabrina Carpenter for WWW's monthly cover features; and reported on new seasonal trends, up-and-coming designers, and celebrity style.