Hailey Bieber Just Wore the Heel Trend That Makes Leggings Look So Classy

It's not often we say "leggings" and "classy" in the same sentence, but that doesn't mean they can't be, and Hailey Bieber just showed how it's done. Bieber was photographed last night in Los Angeles wearing chic and comfortable flared leggings, and she opted for heels rather than sneakers. Instead of towering stilettos, she went with a more walkable and trend-forward style: kitten heels.
If you're an avid reader of Who What Wear, you may have noticed that we love kitten heels and the elegant look they give to whatever they're paired with—leggings included. While Bieber went with flared pants, I don't see why kitten heels would look any less chic with a traditional pair of leggings. To round the outfit out, Bieber wore a Saint Laurent leather bomber jacket and a new leopard-print bag from the brand that we're sure will sell out by fall.
If you want to make your leggings look classier as well, keep scrolling to shop flared leggings that are similar to Bieber's and kitten heels to elevate them.
On Hailey Bieber: Saint Laurent Bomber Jacket in Lambskin ($6500) and Le 5 À 7 Embellished Leather-Trimmed Leopard-Print Pony-Hair Shoulder Bag ($2990)
Shop the Look
Shop More Legging-Friendly Kitten Heels

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.