From cool relaxed suede to classic leather, these timeless chelsea boots are wardrobe must-haves.

28 items
  • Biondi-r - Chelsea ankle boot
  • Kindarumflex - Chelsea boot
    Flexsole
  • Bruchsalflex - Chelsea boot
    Flexsole
  • Curious about Vegan styles?
    Discover our sister brand Call It Spring— 100% Vegan footwear & handbags.
  • Jasperflex - Chelsea boot
    Flexsole
  • Gweracien - Chelsea boot
  • Carangue brown by Aldo Shoes - Main
    Mr. B's Collection
  • Gweracien - Chelsea boot
  • Aboide - Chelsea boot
    Mr. B's Collection
  • Kindarumflex - Chelsea boot
    Flexsole
  • Vianello-r - Chelsea ankle boot
  • Biondi-r - Chelsea ankle boot
  • Jasperflex - Chelsea boot
    Flexsole
  • Biondi-r - Chelsea ankle boot
  • Druven - Chelsea boot
    Mr. B's Collection
  • Pallu - Chelsea boot
  • Biondi-r - Chelsea ankle boot
  • Druven - Chelsea boot
    Mr. B's Collection
  • Aboide - Chelsea boot
    Mr. B's Collection
  • Pallu - Chelsea boot
  • Bruchsalflex - Chelsea boot
    Flexsole

From sleek leather to luxe suede, these timeless chelsea boots inject comfort and ease in every step. Whether you're looking to dress up or down, these ankle boots pair with literally everything. Wear them with a plaid trousers and ribbed turtleneck for a vintage-inspired look or with a denim jacket and ripped jeans for an off-duty style boost.

Crafted in rich materials such as leather and suede, these chelsea boots for men boast minimal appeal and tailored sophistication.