83 items
83 items
  • Namibi - Chukka boot
    Flexible Soles
  • Jaxyn - Lace up boot
  • Joshh - Chelsea boot
  • Careg - Lace up boot
    Waterproof
  • Careg - Lace up boot
    Waterproof
  • Gwarep - Chelsea boot
  • Tunndra - Lace up ankle boot
  • Namibi - Chukka boot
    Flexible Soles
  • Eowerrap - Slipper
    Warm Lined
  • ALDO Crew Exclusive

    FREE shipping on orders over $50 instead of $85!

    Join now (for FREE).

  • Lousios - Ankle boot
    Waterproof
  • Forien - Ankle boot
    Sale
  • Tewdor - Lace-up boot
    Warm Lined
  • Indifferens - Chukka boot
    Premium Selection
  • Moyston - Lace up ankle boot
    Warm Lined
  • Eolophus - Ankle boot
    Sale
  • Gweracien - Chelsea boot
    Sale
  • Nevado - Combat ankle boot
    Sale
  • Nevado - Lace up ankle boot
    Warm Lined
  • Tewdor - Lace-up boot
    Warm Lined
  • Rove - Lace up boot
    Sale
  • Nomadic - Chelsea boot
    Premium Leather

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.