Shop All Men’s Leather Shoes

  • 1200 FREEBIRD men's Douglas navy leather ankle boot with an almond toe, inside zip and low heelFREEBIRD men's Douglas navy leather ankle boot with an almond toe, inside zip and low heel
    Douglas
    Navy
    $275
    $275 NOW 0% OFF
  • 1185 FREEBIRD men's Douglas cognac leather ankle boot with an almond toe, inside zip and low heelFREEBIRD men's Douglas cognac leather ankle boot with an almond toe, inside zip and low heel
    Douglas
    Cognac
    $275
    $275 NOW 0% OFF
  • 1200 FREEBIRD men's Douglas olive leather ankle boot with an almond toe, inside zip and low heelFREEBIRD men's Douglas olive leather ankle boot with an almond toe, inside zip and low heel lifestyle
    Douglas
    Olive
    $275
    $275 NOW 0% OFF
  • 1200 FREEBIRD men's Douglas black leather ankle boot with an almond toe, inside zip and low heelFREEBIRD men's Douglas black leather ankle boot with an almond toe, inside zip and low heel
    Douglas
    Black
    $275
    $275 NOW 0% OFF
  • 1200 FREEBIRD men's Douglas wine leather ankle boot with an almond toe, inside zip and low heelFREEBIRD men's Douglas wine leather ankle boot with an almond toe, inside zip and low heel lifestyle
    Douglas
    Wine
    $275
    $275 NOW 0% OFF
  • 1200 FREEBIRD men's Kensington black distressed lace dress shoe with an wingtip toe FREEBIRD men's Kensington black distressed lace dress shoe with an wingtip toe
    Kensington
    Black distressed
    $325
    $325 NOW 0% OFF
  • 1200 FREEBIRD men's Kensington olive lace dress shoe with an wingtip toe FREEBIRD men's Kensington olive lace dress shoe with an wingtip toe
    Kensington
    Olive
    $325
    $325 NOW 0% OFF
  • 1200 FREEBIRD men's Kensington cognac lace dress shoe with an wingtip toe FREEBIRD men's Kensington cognac lace dress shoe with an wingtip toe
    Kensington
    Cognac
    $325
    $325 NOW 0% OFF
  • 1200 FREEBIRD men's Leavenworth black distressed front lace closure boot with low heel and rubber soleLeavenworth - Black distressed
    Leavenworth
    Black distressed
    $295
    $295 NOW 0% OFF
  • 1200 FREEBIRD men's Leavenworth brown distressed front lace closure boot with low heel and rubber soleFREEBIRD men's Leavenworth brown distressed front lace closure boot with low heel and rubber sole lifestyle
    Leavenworth
    Brown Distressed
    $295
    $295 NOW 0% OFF
  • 1200 FREEBIRD men's Benning olive front lace closure boot with tread soleFREEBIRD men's Benning olive front lace closure boot with tread sole
    Benning
    Olive
    $325
    $325 NOW 0% OFF
  • 1200 FREEBIRD men's Benning cognac front lace closure boot with tread soleFREEBIRD men's Benning cognac front lace closure boot with tread sole
    Benning
    Cognac
    $325
    $325 NOW 0% OFF
  • 1200 FREEBIRD men's Benning black front lace closure boot with tread soleFREEBIRD men's Benning black front lace closure boot with tread sole
    Benning
    Black
    $325
    $325 NOW 0% OFF
  • 1200 PENDLETON tan leather men's front-lacing boots featuring a rugged outdoor design with metal eyelets.FREEBIRD men's Pendleton tan leather inside zip low heel ankle boot with almond toe
    Pendleton
    Tan
    $295
    $295 NOW 0% OFF
  • 1200 FREEBIRD men's Pendleton black leather inside zip low heel ankle boot with almond toeFREEBIRD men's Pendleton black leather inside zip low heel ankle boot with almond toe lifestyle
    Pendleton
    Black
    $295
    $295 NOW 0% OFF
  • 1141 FREEBIRD men's Pendleton ice inside zip low heel ankle boot with almond toePENDLETON ice white leather front-lacing men's boots featuring heavy-duty eyelets and a rugged outdoor outsole.
    Pendleton
    Ice
    $295
    $295 NOW 0% OFF
  • 1200 Grey MARSHALL python leather cowboy boots with western stitching, snip toe, and leather pull straps.FREEBIRD men's Marshall grey python leather western cowboy boot with shaft stitch detailing, snip toe construction and leather pull straps
    Marshall
    Grey Python
    $495
    $495 NOW 0% OFF
  • 1200 Brown MARSHALL genuine python leather cowboy boots with a snip toe, western stitching, and side pull straps.FREEBIRD men's Marshall brown python leather western cowboy boot with shaft stitch detailing, snip toe construction and leather pull straps
    Marshall
    Brown Python
    $495
    $495 NOW 0% OFF
  • 1200 Canary yellow MARSHALL python leather cowboy boots with decorative western shaft stitching and a snip toe.FREEBIRD men's Marshall canary python leather western cowboy boot with shaft stitch detailing, snip toe construction and leather pull straps
    Marshall
    Canary Python
    $495
    $495 NOW 0% OFF
  • 1200 MARSHALL Black Python leather cowboy boots featuring intricate shaft stitching and a classic snip toe.FREEBIRD men's Marshall black python leather western cowboy boot with shaft stitch detailing, snip toe construction and leather pull straps
    Marshall
    Black Python
    $495
    $495 NOW 0% OFF
  • 1200 Whiskey-colored MARSHALL Men's Western Cowboy Boots with intricate stitching and durable Goodyear welt.FREEBIRD men's Marshall whiskey leather western cowboy boot with shaft stitch detailing, snip toe construction and leather pull straps
    Marshall
    Whiskey
    $375
    $375 NOW 0% OFF
  • 1200 Black PENN full-grain leather brogue boots with almond toe, brass zip closure, and dual instep straps.FREEBIRD men's Penn black dress boot with brogue detailing and decorative straps lifestyle image
    Penn
    Black
    $295
    $295 NOW 0% OFF
  • 1200 UNION canary ostrich leather boots featuring a square toe, western pull straps, and classic textured yellow finish.Freebird UNION Canary Ostrich leather boots for men featuring a square toe, decorative stitching, and functional pull straps.
    Union
    Canary Ostrich
    $495
    $495 NOW 0% OFF
  • 1200 Black and white UNION exotic leather boots with genuine python skin, square toe, and pull straps for men.FREEBIRD men's Union black/white python leather boot with leather pull straps, traditional stitching and square toe construction lifestyle image
    Union
    Black/White
    $450
    $450 NOW 0% OFF