Everyone Is Wearing This Shoe Style With Leggings Again

In recent years, it was typical to see leggings paired with sneakers or a pair of slide sandals from time to time, but that's about it. This winter, celebrities have been wearing them outside of the gym a lot more than usual, even dressing them up with chic outerwear and jewelry. And the particular shoe style that's most often worn with jeans this time of year? Ankle boots.
Yes, you read correctly—leather ankle boots (and not just Uggs) have made their way back into celebrities' legging outfits, many of which have heels. We'll admit that they look very, very chic. Take Rosie Huntington-Whiteley, for example, in her long vest, athletic leggings, and black suede ankle boots this week. She clearly was not going to pilates.
Want to see more proof? Scroll for the celeb-approved legging-and–ankle-boot outfits that may encourage you to follow suit (and shop stylish leggings and ankle boots, of course).
On Jennifer Lopez: Jimmy Choo boots
On Rosie Huntington-Whiteley: Iris von Arnim Camel Poncho Coat; Alo Extreme High-Waist Airlift Leggings ($118); Bottega Veneta necklace and Jodie Bag ($2450); Saint Laurent boots
On Irina Shayk: Burberry jacket
On Queen Latifah: Chanel boots
On Emily Ratajkowski: Commission Fanny Top ($230); Wardrobe.NYC Release 03 Leggings ($260); Celine boots
On Elsa Hosk: Dior jacket; Gucci sweater; Bottega Veneta boots
Next: These 9 Outfits Make Skirts and Boots All the Cooler
This post was previously published and has since been updated.
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.
-
Simone Ashley Is in the Fast Lane
Since her breakout role in Bridgerton, our Spring Issue cover star has quickly risen to A-list status. Up next, she masters the rom-com leading lady.
By Liv Little
-
The Spring 2025 Shopping Guide: Where to Buy the Biggest Trends of the Season
Your short list of the season's key buys.
By Kristen Nichols
-
Well-Dressed Celebs Have Basically Stopped Wearing These 3 Shoe Styles With Leggings
Find out which five styles they're into.
By Allyson Payer
-
These Are the 7 Stylish Shoe Trends Fashion People Will Be Wearing With Jeans This Spring
I see chic denim outfits in your future.
By Jennifer Camp Forbes
-
Spotted in the Paris Airport: The Coolest Sneaker Trend to Wear With Leggings RN
The perfect pairing.
By Allyson Payer
-
If a French Woman Shopped the Gap and Banana Republic Sales, These 30 Chic Picks Would Catch Her Eye
Oui, merci!
By Jennifer Camp Forbes
-
Jamie Mizrahi's World: The Celeb Stylist's Favorite Red Carpet Look, Most Worth-It Shoe, and Album She Listens to on Repeat
A modern-day style expert.
By Allyson Payer
-
It's Official: French Women Love This Boot Style for Spring
Here's how they are styling it.
By Michelle Scanga
-
When Sydney Sweeney and Lady Gaga Own the Exact Same Boots, You Know They're Good
Great minds think alike.
By Drew Elovitz
-
7 Extremely 2025 Trends I'll Pair With Skinny Jeans and Leggings to Make Their Return Less Scary
Who's with me?
By Allyson Payer