56 items
  • Belford-w - Chelsea boot
    Wide Width
  • Belford-w - Chelsea boot
    Wide Width
  • Wright - Chelsea boot
    Pillow Walk
  • Gwarep - Chelsea boot
    New
  • Winter Sale
    Up to 60% off
    all sale boots
  • Gwarep - Chelsea boot
    New
  • Jiro - Chelsea boot
    Pillow Walk
  • Joshh - Chelsea boot
    New
  • Kindarumflex black by Aldo Shoes - Main
    Flexible Soles
  • Decius - Chelsea boot
    Water resistant
  • Gweracien - Chelsea boot
  • Jasperflex - Chelsea boot
    Extra 20% off at cart
  • Kindarumflex - Chelsea boot
    Extra 20% off at cart
  • Nomadic - Chelsea boot
    Extra 20% off at cart
  • Nomadic - Chelsea boot
    Extra 20% off at cart
  • Alencia - Chelsea boot
    Extra 20% off at cart
  • Criwien - Ankle boot
    Extra 20% off at cart
  • Unoella - Chelsea boot
    Extra 20% off at cart
  • Kyren - Chelsea boot
    Extra 20% off at cart
  • Lacien - Chelsea boot
    Extra 20% off at cart
  • Bruchsalflex - Chelsea boot
    Extra 20% off at cart
  • Gweracien - Chelsea boot
    Extra 20% off at cart

Boot up in the sleek style and tailored sophistication of an iconic chelsea boot. The easiest way to slip into the cool weather season in style, these timeless ankle boots were designed to pair just as well with your laidback 'fits than with your formal wear. Opt for casual boots for everyday wear and strolls through the city, or pick a dressier boot for special occasions.

From luxe leather to rich suede, our assortment of chelsea boots for men also come equipped with special features such as waterproof construction or even slip-resistnat traction through chunky lug soles. All weather boots designed for weather, but made for style.