Enhance your smart-casual outfits with timeless ankle boots that inject comfort and ease in every step.

68 items
  • Reilly - Block heel - Lace up boot
    Sustainability
  • Wicoeni - Block heel - Chelsea boot
  • Shop It Before We Drop It
    Get first dibs on all things new, now available for pre-order!
  • Delylah - Block heel - Ankle boot
  • Delylah - Block heel - Ankle boot
  • Wicoeni - Block heel - Chelsea boot
  • Ibaodda - Rain boots
    Waterproof
  • Brilasen - Chelsea rain boot
    Waterproof
  • Noemieflex - Block heel - Ankle boot
    Flexsole
  • Noemieflex - Block heel - Ankle boot
    Flexsole
  • Noemieflex - Block heel - Ankle boot
    Flexsole
  • Tealith - Block heel - Ankle boot
  • Eugenius - Block heel - Ankle boot
  • Karia - Block heel - Ankle boot
  • Benzema - Block heel - Ankle boot
    Sale
  • Benzema - Block heel - Ankle boot
    Sale
  • Myaii - Block heel - Ankle boot
    Sale
  • Myaii - Block heel - Ankle boot
    Sale
  • Aurellane - Block heel - Ankle boot
    Sale
  • Eowaodia - Block heel - Ankle boot
    Sale

A longtime staple of fashionable wardrobes, ankle boots have always been one of the most versatile forms of footwear. By pairing them with a cozy cardigan or tucked-in trousers, these booties provide you with a flexible, stylish option perfectly suited for that in-between period between fall and winter. Rock ankle boots in classic leather or patent finish with a pair of wide leg denim pants and you’ll have a tour-worthy throwback look.

Find boots of all silhouettes, from stiletto and block heels to slip-on and zip-up, and in a variety of on-trend colors like tan, brown and beige. Discover classic styles such as chelsea boots and forever-elegant stiletto ankle boots with pointed toes. Pair them with a pencil skirt or tailored pants for a refined, professional look. Classic black boots go perfectly with both your favorite denim or dress pants.