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  • Skechers Relaxed Fit® Respected Boswell Men's Boots
    $65.00 sale
    $100.00 Reg.

    Skechers Relaxed Fit® Respected Boswell Men's Boots

    (512)
    Dark Brown Black
  • Vance Co. Franco Men's Plain Toe Chukka Boots
    $55.24 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

    (42)
    Black Brown Charcoal Coffee
  • Deer Stags Bangor Men's Chukka Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Bangor Men's Chukka Boots

    (38)
    Black Redwood
  • Lugz Drifter Peacoat Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Chukka Boots

    (144)
    Black Gum Black Black Black
  • Lugz Fringe Men's Ankle Boots
    $50.99 sale
    $59.99 Reg.

    Lugz Fringe Men's Ankle Boots

    (164)
    Yellow Black Gum Mushroom Gum Cream Golden Wheat White Black White Mars Red Gum
  • Lugz Convoy Men's Hiking Boots
    $54.99 sale
    $64.99 - $74.99 Reg.

    Lugz Convoy Men's Hiking Boots

    (139)
    Black Golden Wheat Bark Tan Mars Red Gum White Charcoal Gum Golden Wheat
  • Nunn Bush® Circuit Men's Chukka Boots
    $62.99 sale
    $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

    (32)
    Black Cognac
  • Dockers® Norton Men's Ankle Boots
    $63.75 sale
    $85.00 Reg.

    Dockers® Norton Men's Ankle Boots

    (1)
    Dark Tan Dark Brown Taupe
  • Nunn Bush® Excavate Men's Plain Toe Ankle Boots
    $66.99 sale
    $90.00 Reg.

    Nunn Bush® Excavate Men's Plain Toe Ankle Boots

    (3)
    Black Tan Multi Brown
  • Lugz Colorado Men's Ankle Boots
    $64.99 sale
    $84.99 Reg.

    Lugz Colorado Men's Ankle Boots

    (29)
    Black Brown Golden Wheat Bark Gum
  • Lugz Rapid Men's Sneakers
    $44.99 sale
    $59.99 Reg.

    Lugz Rapid Men's Sneakers

    (57)
    Black Black Golden Wheat Bark Gum Brown Olive
  • Koolaburra by UGG Braan Men's Suede Chukka Boots
    $71.24 sale
    $94.99 Reg.

    Koolaburra by UGG Braan Men's Suede Chukka Boots

    (13)
  • Vance Co. Austin Men's Chukka Boots
    $58.49 sale
    $89.99 Reg.

    Vance Co. Austin Men's Chukka Boots

    (13)
    Tan Gray Navy Black
  • Eastland Jack Men's Chukka Boots
    $111.99 sale
    $140.00 Reg.

    Eastland Jack Men's Chukka Boots

    (4)
    Peanut Oak
  • Eastland Lumber Up Men's Hiking Boots
    $107.99 sale
    $135.00 Reg.

    Eastland Lumber Up Men's Hiking Boots

    (1)
    Black Oak
  • Eastland Lumber Men's Ankle Boots
    $107.99 sale
    $135.00 Reg.

    Eastland Lumber Men's Ankle Boots

    (1)
  • Propet Findley Men's Suede Chukka Boots
    $96.99 sale
    $114.95 Reg.

    Propet Findley Men's Suede Chukka Boots

    (40)
    Brown Black Gray Desert Camel
  • Eastland Seneca Men's Chukka Boots
    $95.99 - $120.00
    $120.00 Reg.

    Eastland Seneca Men's Chukka Boots

    (10)
    Bomber Brown Oak
  • Nunn Bush® Ozark Men’s Plain Toe Dress Chukka Boots
    $85.99 sale
    $115.00 Reg.

    Nunn Bush® Ozark Men’s Plain Toe Dress Chukka Boots

    (15)
    Black Light Tan
  • Lugz Drifter Ripstop Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Ripstop Men's Chukka Boots

    (138)
    Red Blue
  • Eastland Seneca Men's Shoes
    $87.99 sale
    $110.00 Reg.

    Eastland Seneca Men's Shoes

    (3)
  • Levi's® Dean WX UL Men's Chukka Boots
    $72.25 sale
    $85.00 Reg.

    Levi's® Dean WX UL Men's Chukka Boots

    (27)
  • Vance Co. Linus Men's Tru Comfort Foam Chukka Boots
    $84.49 sale
    $129.99 Reg.

    Vance Co. Linus Men's Tru Comfort Foam Chukka Boots

    (4)
    Brown Black Cognac
  • Eastland Cyrus Men's Chelsea Boots
    $71.99 sale
    $90.00 Reg.

    Eastland Cyrus Men's Chelsea Boots

    (4)
    Black Brown Nutmeg
  • Eastland Finn Men's Chukka Boots
    $71.99 sale
    $90.00 Reg.

    Eastland Finn Men's Chukka Boots

    (3)
  • Lugz Mantle Mid Men's Ankle Boots
    $71.99 sale
    $84.99 Reg.

    Lugz Mantle Mid Men's Ankle Boots

    (98)
    Yellow Black Dk Brown Falcon Black
  • Dockers® Dartford Men's Boots
    $63.75 sale
    $85.00 Reg.

    Dockers® Dartford Men's Boots

    (2)
    Dark Brown Black Tan
  • Levi's® Joshua Men's Chukka Boots
    $59.99

    Levi's® Joshua Men's Chukka Boots

    (1)
    Black Mono Wheat Gray Mono
  • Dockers® Calgary Men's Ankle Boots
    $71.25 sale
    $95.00 Reg.

    Dockers® Calgary Men's Ankle Boots

  • Thomas & Vine Keegan Men's Chukka Boots
    $97.49 sale
    $149.99 Reg.

    Thomas & Vine Keegan Men's Chukka Boots

    (3)
    Taupe Cognac Black
  • Dockers® Calgary Men's Leather Ankle Boots
    $71.25 sale
    $95.00 Reg.

    Dockers® Calgary Men's Leather Ankle Boots

  • Dockers Men's Nigel Boot
    $71.25 sale
    $95.00 Reg.

    Dockers Men's Nigel Boot

    Dark Brown Taupe
  • Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots
    $85.99 sale
    $115.00 Reg.

    Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots

    (70)
    Charcoal Tan Multi
  • Thomas & Vine Mitchell Men's Leather Ankle Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Mitchell Men's Leather Ankle Boots

    (5)
    Cognac Black
  • Dingo Andy Men's Ankle Boots
    $139.95

    Dingo Andy Men's Ankle Boots

    (5)
  • Dingo Hutch Men's Ankle Boots
    $134.95

    Dingo Hutch Men's Ankle Boots

    (3)
  • Thomas & Vine Cutler Men's Leather Chukka Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Cutler Men's Leather Chukka Boots

    (7)
  • Lugz Drifter Lo LX Men's Water Resistant Ankle Boots
    $58.99 sale
    $69.99 Reg.

    Lugz Drifter Lo LX Men's Water Resistant Ankle Boots

    (95)
  • Levi's® Daleside Men's Chukka Boots
    $100.00

    Levi's® Daleside Men's Chukka Boots

    (3)
  • Eastland Seth Men's Ankle Boots
    $71.99 sale
    $90.00 Reg.

    Eastland Seth Men's Ankle Boots

    (8)