If you’re anything like us, ankle boots are likely to get the most mileage in your day-to-day wardrobe. Flat or heeled, they’re endlessly comfortable, versatile to style, and ready for any weather scenario that comes your way. They’re a smart investment if you’re in need of a new pair—reimagined each season in new shapes as well material.
Vogue’s Favorite Ankle Boots:
Margaux The Inga boots
Luxe textures like suede and shearling look great with other fall standbys—think leather and denim. We’ve also been loving the sock boot look, which elevates traditional black leather styles into something more of-the-moment. Of course, you can never go wrong with the classics: Chelsea boots are always city-chic, and punky platforms like The Row’s signature zip-front boot are ready to stomp come rain, snow, or shine.
Whether you’re looking to shake it up this fall with a statement pair, or just looking to invest in a new signature, these are the best ankle boots to shop for the season ahead—and seven ways to style them from the ankle up.
Walk a Mile
Khaite’s Nevada boot is a signature for a reason: the subtle western detailing and sculptural heel are effortlessly cool, ready to dress up or down as needed. With your favorite pair of jeans and a wool scarf coat, these boots are ready to pound the pavement.
Mansur Gavriel
Filo tote bag
Put it in Neutral
Toteme’s slim, sock-like booties pair well with a matching winter-white skirt set and a drapey cropped trench. The black leather grounds the soft neutrals, giving the look visual heft.
Burberry
Rosewin trench jacket
Lisa Yang
Maurie sweater and Charlotta skirt set
Lisa Yang
Maurie sweater and Charlotta skirt set
Old Stomping Ground
Gucci’s boot-meets-loafer hybrid in deep brown suede is built for park strolls with crunchy leaves underfoot. Wear it with cozy corduroys, a heavy knit, and just a peek of white tee.
Banana Republic
long-sleeve T-shirt
Night Moves
Channel your inner early-aughts Kate Moss in suede ankle boots, a stand collar military jacket, and flat-front trousers. Miu Miu’s It bag makes great finishing touch.
Ralph Lauren
embellished cropped jacket
Proenza Schouler
Uma boots
In Tonal Harmony
For fall’s off-duty days, pair The Row’s pointed ankle boots with crisp with white denim, a plush knit, and a prim brown car coat.
Loulou de Saison
Jonah sweater
J.Crew
x Lee vintage jeans
Tough Love
A study in contrast, Aeyde’s tough lace-up ankle boot plays well with a daintier satin dress. A two-tone tote and structured gray overcoat are elegant touches that keep the look from tilting too far into grunge territory.
Cool, Colorful, and Cozy
Cashmere balloon trousers and a poppy red jacket compliment the offbeat ease of Herbert Levine’s zip-front suede boots.
