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Men’s Leather Ankle Boots

Any man of discerning style needs to own a pair of men’s leather ankle boots. From simple and straightforward to intricately detailed designs, our collection of leather ankle boots for men features something fashionable to complement any sense of style. Explore our collection of ankle boots and place your order with Arrowsmith Shoes today.

  • Belvedere Gregg Black Genuine Ostrich Men’s Ankle Boot Belvedere Gregg Black Genuine Ostrich Men’s Ankle Boot

    Belvedere Gregg Black Genuine Ostrich Men’s Ankle Boot

    $629.00
    $548.95
  • Mezlan Liege Black Calfskin Leather Plain Toe Men’s Single Side Zip Ankle Boot Mezlan Liege Black Calfskin Leather Plain Toe Men’s Single Side Zip Ankle Boot

    Mezlan Liege Black Calfskin Leather Plain Toe Men’s Single Side Zip Ankle Boot

    $495.00
  • Mezlan Engel II Black Calfskin Leather Men’s Plain Toe Chelsea Boot Mezlan Engel II Black Calfskin Leather Men’s Plain Toe Chelsea Boot

    Mezlan Engel II Black Calfskin Leather Men’s Plain Toe Chelsea Boot

    $350.00
    $268.95
  • Mezlan Bexley Black Calfskin & Deerskin Men’s Contemporary Wing Tip Ankle Boot Mezlan Bexley Black Calfskin & Deerskin Men’s Contemporary Wing Tip Ankle Boot

    Mezlan Bexley Black Calfskin & Deerskin Men’s Contemporary Wing Tip Ankle Boot

    $375.00
  • Emilio Franco Davide Black Leather Ankle Boots Emilio Franco Davide Black Leather Ankle Boots

    Emilio Franco Davide Black Leather Ankle Boots

    $325.00
  • Duca Perugia Black Ultra- Modern Ankle Boots

    Duca Perugia Black Ultra- Modern Ankle Boots

    $275.00
    $214.95
  • Hush Puppies Men's Shepsky Black Zip Boots Hush Puppies Men's Shepsky Black Zip Boots

    Hush Puppies Men's Shepsky Black Zip Boots

    $109.95
  • Belvedere Stefano Black Genuine Alligator Ankle Boot Belvedere Stefano Black Genuine Alligator Ankle Boot

    Belvedere Stefano Black Genuine Alligator Ankle Boot

    $995.00
    $798.95
  • Stacy Adams Franco 5-eye Lace-up Black Leather Boots Stacy Adams Franco 5-eye Lace-up Black Leather Boots

    Stacy Adams Franco 5-eye Lace-up Black Leather Boots

    $99.95
  • Florsheim Heeled Plain Toe Chukka Black Boot

    Florsheim Heeled Plain Toe Chukka Black Boot

    $119.95
  • Florsheim Fuel Black Plain Toe Chukka Boot

    Florsheim Fuel Black Plain Toe Chukka Boot

    $124.95
  • Florsheim Midtown High Fidelity Men Black Zipper Boot

    Florsheim Midtown High Fidelity Men Black Zipper Boot

    $119.95