Hailey Bieber Wore the Cozy Winter Item That's Key to Making Leggings Look Cool

Another day, another Hailey Bieber legging outfit to inspire us. I can't help but notice that this winter celebrities are wearing leggings a lot more than they were over the past few years when sweatpants reigned supreme. Personally, I'm into it because I find that it's easier to make leggings look chic than it is sweatpants. And Bieber, in particular, has been inadvertently giving us lots of legging styling ideas as of late.
Her latest legging outfit includes a winter piece that we all likely own multiples of (but I always have room for more because I love it so): a fleece. Whether pullover, button-front, or full zip, fleeces paired with leggings equals the perfect casual-cool winter outfit, as evidenced by Bieber in her sold-out (sorry) Connor Ives sunset pullover. My only tip is to look for an oversized fit for the most Bieber-approved look. (If it's a more fitted style you can always just size up.) And yes, I found several that fit the bill. Scroll to shop them, along with Bieber's brown ALO leggings.
On Hailey Bieber: Connor Ives fleece; ALO High-Waist Airlift Legging in Espresso ($128); Stella McCartney sneakers; Bottega Veneta
The Mini Jodie Shearling Bag ($3200)
Shop Hailey Bieber's Leggings
Shop Cool Fleeces to Wear With Leggings
Next up, nine items that make basic leggings look extremely 2023.

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
Hailey Bieber Just Said This Classic Print Looks So 2025 When Paired With This Unconventional Shoe Color
Unexpected, yet so chic.
-
Bella Hadid Wore the Season's It-Girl Legging Trend With the Flats Everyone Has Bought This Year
Summer 2025 summed up in one outfit.
-
Hailey Bieber Wore Vintage Tom Ford Gucci Sandals With the Summer Pant Trend I See Sticking Around Through Fall
Any pants that look this good shouldn't be packed up just because the season changes.
-
Julia Garner Just Wore This Anti-Athleisure Shoe Trend With Leggings in NYC
I did not see this coming.
-
Forget Mules—*These* Are the Classic Anti-Flats L.A. It Girls Wear for Dinner at Giorgio Baldi
Good food, great footwear.
-
If You Want to Look as Elegant as Possible in Leggings and Pull-On Pants, Wear This Sweater Trend
As seen on Margot Robbie in West Hollywood.
-
Update: The Pant Trend Every Cool It Girl Is Obsessed With Will Be Just as Popular This Fall
As seen on Hailey Bieber in Beverly Hills.
-
It's Official: This Dated Legging Trend Is Back From the Dead
Elsa Hosk has spoken.