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  • Nunn Bush® Circuit Men's Chukka Boots
    $40.77 - $54.39 with code 20SAVE Promo details.
    $50.97 - $67.99 sale $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

    (32)
    Black Cognac Brown Multi
  • Georgia Boots Farm & Ranch Men's Wedge Chukka Boots
    $140.00

    Georgia Boots Farm & Ranch Men's Wedge Chukka Boots

    (119)
  • Vance Co. Franco Men's Plain Toe Chukka Boots
    $59.49 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

    (48)
    Black Brown Charcoal Coffee
  • Deer Stags Bangor Men's Chukka Boots
    $60.00

    Deer Stags Bangor Men's Chukka Boots

    (40)
    Black Redwood
  • Georgia Boots Classic Men's 6-Inch Steel Toe Work Boots
    $155.00

    Georgia Boots Classic Men's 6-Inch Steel Toe Work Boots

    (50)
  • Stacy Adams Maxwell Men's Leather Chukka Boots
    $110.00

    Stacy Adams Maxwell Men's Leather Chukka Boots

    (2)
  • 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
  • Levi's® Dean WX UL Men's Chukka Boots
    $85.00

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

    (29)
  • Eastland Cyrus Men's Chelsea Boots
    $90.00

    Eastland Cyrus Men's Chelsea Boots

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

    Dockers® Dartford Men's Boots

    (2)
    Dark Brown Black Tan
  • Vance Co. Austin Men's Chukka Boots
    $62.99 sale
    $89.99 Reg.

    Vance Co. Austin Men's Chukka Boots

    (13)
    Gray Navy Black Tan
  • Thomas & Vine Keegan Men's Chukka Boots
    $104.99 sale
    $149.99 Reg.

    Thomas & Vine Keegan Men's Chukka Boots

    (3)
    Cognac Taupe Black
  • Propet Findley Men's Suede Chukka Boots
    $114.95

    Propet Findley Men's Suede Chukka Boots

    (40)
    Brown Gray Black Desert Camel
  • 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
  • Dockers® Norton Men's Ankle Boots
    $85.00

    Dockers® Norton Men's Ankle Boots

    (1)
    Dark Tan Dark Brown Taupe
  • Dockers® Calgary Men's Ankle Boots
    $95.00

    Dockers® Calgary Men's Ankle Boots

  • Dockers® Calgary Men's Leather Ankle Boots
    $95.00

    Dockers® Calgary Men's Leather Ankle Boots

  • Stacy Adams Envoy Moc/Cap Toe Men's Lace-Up Boots
    $89.99

    Stacy Adams Envoy Moc/Cap Toe Men's Lace-Up Boots

    (4)
  • 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
  • Dockers Men's Nigel Boot
    $95.00

    Dockers Men's Nigel Boot

    Dark Brown Taupe
  • 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
  • Thomas & Vine Booker Men's Leather Plain Toe Chukka Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Booker Men's Leather Plain Toe Chukka Boots

    (7)
    Cognac Black
  • Thomas & Vine Samwell Plain Toe Men's Leather Ankle Boots
    $132.99 sale
    $189.99 Reg.

    Thomas & Vine Samwell Plain Toe Men's Leather Ankle Boots

    (1)
    Tan Gray
  • Eastland High Fidelity Men's Ankle Boots
    $135.00

    Eastland High Fidelity Men's Ankle Boots

    (6)
    Tan Brown Oak
  • Eastland Seneca Men's Chukka Boots
    $120.00

    Eastland Seneca Men's Chukka Boots

    (11)
    Bomber Brown Oak
  • Thomas & Vine Theo Men's Chukka Boots
    $97.99 sale
    $139.99 Reg.

    Thomas & Vine Theo Men's Chukka Boots

    (3)
    Black Brown
  • 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
  • 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
  • Eastland Jack Men's Chukka Boots
    $140.00

    Eastland Jack Men's Chukka Boots

    (4)
    Peanut Oak
  • Eastland Finn Men's Chukka Boots
    $90.00

    Eastland Finn Men's Chukka Boots

    (3)
  • Eastland Lumber Up Men's Hiking Boots
    $135.00

    Eastland Lumber Up Men's Hiking Boots

    (1)
    Black Oak
  • Eastland Seneca Men's Shoes
    $110.00

    Eastland Seneca Men's Shoes

    (3)
  • Eastland Lumber Men's Ankle Boots
    $135.00

    Eastland Lumber Men's Ankle Boots

    (1)
  • Top Rated
    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

    (10)