32 products
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  • Chukka
  • 10.5
  • $34.99 sale
    $59.99 Reg.

    Sonoma Goods For Life® Ledger Men's Chukka Boots

  • $55.24 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

  • $54.99 sale
    $60.00 Reg.

    Deer Stags Bangor Men's Chukka Boots

  • $44.99 sale
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Chukka Boots

  • $50.99 sale
    $59.99 Reg.

    Lugz Fringe Men's Ankle Boots

  • $163.00

    Rocky TMC Postal Approved Duty Men's Chukka Work Boots

  • $62.99 sale
    $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

  • $66.99 sale
    $90.00 Reg.

    Nunn Bush® Excavate Men's Plain Toe Ankle Boots

    (3)
  • $77.99 sale
    $119.99 Reg.

    Vance Co. Vaughn Men's Chukka Boots

    (4)
  • $64.99 sale
    $84.99 Reg.

    Lugz Colorado Men's Ankle Boots

  • $81.99 sale
    $110.00 Reg.

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

    (6)
  • $84.49 sale
    $129.99 Reg.

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

  • $58.49 sale
    $89.99 Reg.

    Vance Co. Austin Men's Chukka Boots

  • $103.99 sale
    $159.99 Reg.

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

    (6)
  • $54.99 sale
    $64.99 Reg.

    Lugz Convoy Men's Scuff-Proof Ankle Boots

  • $90.99 sale
    $139.99 Reg.

    Thomas & Vine Theo Men's Chukka Boots

    (3)
  • $81.99 - $85.99 sale
    $110.00 - $115.00 Reg.

    Nunn Bush® Odell Men's Wingtip Dress Boots

  • $85.99 sale
    $115.00 Reg.

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

  • $84.49 sale
    $129.99 Reg.

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

    (4)
  • $77.99 sale
    $119.99 Reg.

    Vance Co. Redford Chukka Men's Ankle Boot

    (1)
  • $71.99 sale
    $90.00 Reg.

    Eastland Cyrus Men's Chelsea Boots

    (4)
  • $71.99 sale
    $90.00 Reg.

    Eastland Finn Men's Chukka Boots

    (3)
  • $63.75 sale
    $85.00 Reg.

    Dockers® Dartford Men's Boots

    (2)
  • $59.99

    Levi's® Joshua Men's Chukka Boots

    (1)
  • $97.49 sale
    $149.99 Reg.

    Thomas & Vine Keegan Men's Chukka Boots

    (3)
  • $85.99 sale
    $115.00 Reg.

    Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots

  • $129.99 sale
    $199.99 Reg.

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

    (6)
  • $107.24 sale
    $164.99 Reg.

    Thomas & Vine Aldridge Men's Leather Chukka Boots

    (6)
  • $103.99 sale
    $159.99 Reg.

    Thomas & Vine Mitchell Men's Leather Ankle Boots

    (5)
  • $178.00

    Rocky Postal TMC Men's Water Resistant Work Boots

  • $103.99 sale
    $159.99 Reg.

    Thomas & Vine Cutler Men's Leather Chukka Boots

    (7)
  • $66.99 sale
    $90.00 Reg.

    Nunn Bush® Chase Men's Boots

    (1)