The ultimate combo of cute and comfy. Slip on the Duble Trouble ankle boots by Aerosoles for ahhh-mazing style. With a round-toe silhouette in suede and low heel, they're an essential part of your shoe wardrobe.

Elastic insets perfect the sleek fit of a waterproof bootie cut from smooth leather. Color(s): black. Brand: BLONDO. Style Name: Blondo 'Venice' Bootie. Style Number: 384986.

Strut through winter with the fashion-forward sweater knit cuff and buckle of these Kenning booties by Naturalizer.

Kick up your heels in these chic booties! Report's Marks booties are just the thing with rich suede uppers and 3 stacked heels that elevate any outfit.

Cozy ribbed knit trims a distinctive bootie lifted by a covered wedge heel. Color(s): luggage brown, sand. Brand: Report. Style Name: REPORT 'Ceron' Bootie. Style Number: 357424.

A tassled zipper pull finishes the muted Western vibe of a charming slip-on bootie.A tassled zipper pull finishes the muted Western vibe of a charming slip-on bootie. Color(s): black leather, cognac leather, stone. Brand: Steven by Steve Madden. Style Name: Steven by Steve Madden 'Noahh' Bootie. Style Number: 507131_1.

Knit cuff detailing and a stacked wooden heel add rustic charm to Dr. Scholl's Ali ankle boots. Made in leather with a round-toe silhouette, they include a lace-up closure and foldover embellishment.

Kick up your heels in these chic booties! Report's Marks booties are just the thing with rich suede uppers and 3 stacked heels that elevate any outfit.

Strut through winter with the fashion-forward sweater knit cuff and buckle of these Kenning booties by Naturalizer.

As essential as a little black dress. The Pita booties by Steve Madden are a sweet leather and suede silhouette that goes with everything from jeans to tights.

Equestrian-inspired style with a lower profile. The Ames booties by Naturalizer reimagine classic riding boots in a shorter height, perfect for wear with trousers.

A tonal buckle trims a smart side-zip bootie shaped from smooth leather. Color(s): black, cognac. Brand: Trotters. Style Name: Trotters 'Jesse' Bootie. Style Number: 370964.

Pre-order this style today! Add to Shopping Bag to view approximate ship date. You'll be charged only when your item ships.Chunky wool insets charm a loafer-inspired bootie, boosted by a stacked heel and lugged rubber sole. Color(s): cuoio brown. Brand: See by Chloe. Style Name: See by Chloe Lace-Up Bootie. Style Number: 542573.

When it comes to a fashionable fall look, you can't go wrong with Unlisted's aptly named Trend Setter booties. With a unique bow embellishment design on the upper, they include a hidden platform and covered heel.

The ultimate combo of cute and comfy. Slip on the Duble Trouble ankle boots by Aerosoles for ahhh-mazing style. With a round-toe silhouette in suede and low heel, they're an essential part of your shoe wardrobe.

If you're looking for a classic ankle boot to add to your shoe collection this fall, you can bet on Clarks' Ruby Wager version as a great choice! Made in leather with a round-toe silhouette, its wearable heel and flexible sole provide plenty of comfort.

A rugged shoe with a fresh twist. The Tarrin booties by Naturalizer are on-trend with faux fur trim and out of this world with comfort.

Stretch detailing and a simple slip-on silhouette add a combination of comfort and ease to Lucky Brand's leather Fadora ankle boots. With a 4-1/2 stacked wedge heel.

Flared jeans: meet your new best friend. The classic clog detailing and faux wooden heel of the Terrace booties by Lucky Brand scream 70s style.

Kick up your heels in these chic booties! Report's Marks booties are just the thing with rich suede uppers and 3 stacked heels that elevate any outfit.