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  • Sonoma Goods For Life® Ledger Men's Chukka Boots
    $59.99

    Sonoma Goods For Life® Ledger Men's Chukka Boots

    (136)
    Black Brown
  • Nunn Bush® Otto Men's Leather Plain Toe Chukka Boots
    $70.39 with code SAVE20 Promo details.
    $87.99 sale $110.00 Reg.

    Nunn Bush® Otto Men's Leather Plain Toe Chukka Boots

    (6)
    Black Tumbled Brown Ch
  • Lugz Drifter Peacoat Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Chukka Boots

    (149)
    Black Gum Black Black Black Gray
  • Thomas & Vine Keegan Men's Chukka Boots
    $104.99 sale
    $149.99 Reg.

    Thomas & Vine Keegan Men's Chukka Boots

    (3)
    Taupe Cognac Black
  • 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
  • Deer Stags Bangor Men's Chukka Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Bangor Men's Chukka Boots

    (38)
    Black Redwood
  • Vance Co. Arturo Tru Comfort Foam Men's Chukka Boots
    $90.99 sale
    $129.99 Reg.

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

    Black Brown Cognac
  • Vance Co. Linus Men's Tru Comfort Foam Chukka Boots
    $90.99 sale
    $129.99 Reg.

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

    (4)
    Brown Black Cognac
  • Vance Co. Redford Chukka Men's Ankle Boot
    $83.99 sale
    $119.99 Reg.

    Vance Co. Redford Chukka Men's Ankle Boot

    (2)
    Black Tan Brown
  • Eastland Cyrus Men's Chelsea Boots
    $71.99 sale
    $90.00 Reg.

    Eastland Cyrus Men's Chelsea Boots

    (4)
    Black Brown Nutmeg
  • Dockers® Dartford Men's Boots
    $63.75 sale
    $85.00 Reg.

    Dockers® Dartford Men's Boots

    (2)
    Dark Brown Black Tan
  • Nunn Bush® Excavate Men's Plain Toe Ankle Boots
    $57.59 with code SAVE20 Promo details.
    $71.99 sale $90.00 Reg.

    Nunn Bush® Excavate Men's Plain Toe Ankle Boots

    (3)
    Black Tan Multi Brown
  • Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots
    $73.59 with code SAVE20 Promo details.
    $91.99 sale $115.00 Reg.

    Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots

    (70)
    Charcoal Tan Multi
  • Thomas & Vine Avrum Cap Toe Men's Leather Ankle Boots
    $139.99 sale
    $199.99 Reg.

    Thomas & Vine Avrum Cap Toe Men's Leather Ankle Boots

    (6)
    Cognac Black Bordeaux
  • Vance Co. Vaughn Men's Chukka Boots
    $83.99 sale
    $119.99 Reg.

    Vance Co. Vaughn Men's Chukka Boots

    (4)
    Gray Black Brown
  • Thomas & Vine Aldridge Men's Leather Chukka Boots
    $115.49 sale
    $164.99 Reg.

    Thomas & Vine Aldridge Men's Leather Chukka Boots

    (6)
    Cognac Black
  • Thomas & Vine Mitchell Men's Leather Ankle Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Mitchell Men's Leather Ankle Boots

    (5)
    Cognac Black
  • Rocky TMC Postal Approved Duty Men's Chukka Work Boots
    $163.00

    Rocky TMC Postal Approved Duty Men's Chukka Work Boots

    (105)
  • Thomas & Vine Theo Men's Chukka Boots
    $97.99 sale
    $139.99 Reg.

    Thomas & Vine Theo Men's Chukka Boots

    (3)
    Black Brown
  • Nunn Bush® Circuit Men's Chukka Boots
    $54.39 with code SAVE20 Promo details.
    $67.99 sale $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

    (32)
    Black Cognac
  • Stacy Adams Corbin Men's Suede Chukka Boots
    $71.99 sale
    $79.99 Reg.

    Stacy Adams Corbin Men's Suede Chukka Boots

    (3)
    Black Brown Cognac
  • Lugz Drifter LX Men's Water Resistant Ankle Boots
    $67.99 sale
    $79.99 Reg.

    Lugz Drifter LX Men's Water Resistant Ankle Boots

    (37)
  • Thomas & Vine Wilcox Men's Tru Comfort Foam Leather Chukka Boots
    $153.99 sale
    $219.99 Reg.

    Thomas & Vine Wilcox Men's Tru Comfort Foam Leather Chukka Boots

    (6)