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

94 items
  • Reilly - Block heel - Lace up boot
    Sustainable
  • Reilly - Block heel - Lace up boot
    Sustainable
  • Reflow - Lug sole - Combat ankle boot
    Sustainable
  • Up to 50% off sale
    Summer, sunshine & bright savings ahead!
    Price as shown
  • Reflow - Lug sole - Combat ankle boot
    Sustainable
  • Reflow - Lug sole - Combat ankle boot
    Sustainable
  • Nelyaflex - Block heel - Ankle boot
    Flexsole
  • Maple - Lug sole - High shaft
    New
  • Slicky - Lug sole - Combat ankle boot
    New
  • Theliven - Block heel - Ankle boot
    New
  • Nelyaflex - Block heel - Ankle boot
    Flexsole
  • Reflow-w - Lug sole - Combat ankle boot
    Sustainable
  • Reflow-w - Lug sole - Combat ankle boot
    Sustainable
  • Reflow-w - Lug sole - Combat ankle boot
    Sustainable
  • Adwigocia brown by Aldo Shoes - Main
    New
  • Adwigocia-w - Block heel - Ankle boot
    Wide width
  • Adwigocia-w - Block heel - Ankle boot
    Wide width
  • Adwigocia black by Aldo Shoes - Main
    New
  • Adwigocia-w - Block heel - Ankle boot
    Wide width
  • Adwigocia beige by Aldo Shoes - Main
    New
  • Julika - Lug sole - Chelsea boot
    New

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.