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.
-
Want to Wear Dark-Wash Jeans the 2025 Way? Style Them Exclusively With This Rich Color TrendThe chicest shade pairing for fall.
-
Here's the Comfy Yet Incredibly Chic Boot Style Fashion People Are Already Wearing on RepeatThese make any outfit look more expensive.
-
Irina Shayk and I Agree: Leggings Look Chicest With This Specific Boot Style and ColorTrust me.
-
Not a Bomber, Not a Trench: Everyone With Taste Is on the Hunt for This "Dated" Leather Jacket TrendI just ordered one from Revolve.
-
Navy This, Brown That—Sorry, But 99% of the Time, Fashion People Only Wear Leggings in *This* Classic ColorJust ask the L.A. Pilates crowd.
-
This Is the Only Legging Trend Celebs Wear With Heels—Full StopTrust me, it's so chic.
-
Kendall Jenner Just Wore the Most Elegant Legging Color Trend of the SeasonJust in time for winter.
-
Jeans, Who? It Girls Everywhere Are Wearing Boots With This Anti-Denim Trend Right NowIt will also be a fashion person's go-to uniform this winter, too.

