119 items
  • Eolophus - Ankle boot
  • Eolophus - Ankle boot
  • Eolophus - Ankle boot
  • Gweracien - Chelsea boot
    New
  • Winter Sale
    Up to 50% off

    all sale styles

  • Gweracien - Chelsea boot
    New
  • Nydiard - Western boot
    New
  • Nydiard - Western boot
    New
  • Namibi - Lace up ankle boot
    Flexible Soles
  • Namibi - Lace up ankle boot
    Flexible Soles
  • Tunndra - Combat ankle boot
    Pre-Order
  • Careg - Lace up boot
    Pre-Order
  • Careg - Lace up boot
    Pre-Order
  • Lousios black by Aldo Shoes - Main
    Waterproof
  • Preralith - Lace-up boot
    Waterproof
  • Phayao - Chelsea boot
  • Phayao - Chelsea boot
  • Decius - Chelsea boot
    Water resistant
  • Gweracien - Chelsea boot
  • Karmelo - Chelsea boot
  • Joshh - Chelsea boot
  • Gweracien - Chelsea boot

Take it easy with effortlessly cool casual boots for men designed to pair seamlessly with your most laidback looks. For an outfit that's casual yet still put together, consider quintessential chelsea boots and chinos to do the trick. Looking for something that's a little off-duty? Opt for wear-anywhere lace-up boots or chunky boots with leather exteriors and treaded outsoles to pull off a modern yet rugged look. For more relaxed, day-to-day 'fits, pair our chukka boots with jeans and a crew neck sweatshirt and you'll be set for lunch meetings and errands alike. No matter your personal style, these casual ankle boots have got you covered.

When the cool season sets in, weather out any storm with our assortment of weather-ready boots built to combat the elements in style. Casual, sleek and extra functional, these winter boots and waterproof boots boast several features such as slip-resistant traction and water-repelling coating to ensure your feet stay grounded and warm, all the time.