74 products
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  • Chukka
  • $100.00

    Skechers Relaxed Fit® Respected Boswell Men's Boots

  • $59.99

    Sonoma Goods For Life® Ledger Men's Chukka Boots

  • $56.97 - $75.99 sale
    $95.00 Reg.

    Nunn Bush® Otto Men's Suede Chukka Boots

    Closeout Deal
  • $67.99 sale
    $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

  • $140.00

    Georgia Boots Farm & Ranch Men's Wedge Chukka Boots

  • $62.99 sale
    $89.99 Reg.

    Vance Co. Austin Men's Chukka Boots

  • $60.00

    Deer Stags Bangor Men's Chukka Boots

  • $155.00

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

  • $59.49 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

  • $91.99 sale
    $115.00 Reg.

    Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots

  • $87.99 sale
    $110.00 Reg.

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

    (6)
  • $64.99

    Lugz Convoy Men's Scuff-Proof Ankle Boots

  • $85.00

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

  • $90.99 sale
    $129.99 Reg.

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

    (4)
  • $64.99 - $79.99

    Lugz Convoy Men's Hiking Boots

  • $111.99 sale
    $159.99 Reg.

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

    (6)
  • $83.99 sale
    $119.99 Reg.

    Vance Co. Vaughn Men's Chukka Boots

    (4)
  • $59.99

    Lugz Rapid Men's Sneakers

  • $71.99 sale
    $90.00 Reg.

    Nunn Bush® Excavate Men's Plain Toe Ankle Boots

    (4)
  • $135.00

    Eastland Lumber Men's Ankle Boots

    (1)
  • $110.00

    Stacy Adams Maxwell Men's Leather Chukka Boots

    (1)
  • $135.00

    Eastland High Fidelity Men's Ankle Boots

    (6)
  • $59.99

    Lugz Drifter Peacoat Men's Chukka Boots

  • $104.99 sale
    $149.99 Reg.

    Thomas & Vine Keegan Men's Chukka Boots

    (3)
  • $114.95

    Propet Findley Men's Suede Chukka Boots

  • $90.99 sale
    $129.99 Reg.

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

  • $87.99 - $91.99 sale
    $115.00 Reg.

    Nunn Bush® Odell Men's Wingtip Dress Boots

  • $83.99 sale
    $119.99 Reg.

    Vance Co. Redford Chukka Men's Ankle Boot

    (2)
  • $90.00

    Eastland Finn Men's Chukka Boots

    (3)
  • $50.97 - $67.99 sale
    $85.00 Reg.

    Nunn Bush® Tour Work Men's Sneaker Boots

    (8)
  • $84.99

    Lugz Colorado Men's Ankle Boots

  • $84.99

    Lugz Colorado Men's Chukka Boots

    (2)
  • $59.99

    Levi's® Joshua Men's Chukka Boots

    (1)
  • $59.99

    Lugz Fringe Men's Ankle Boots

  • $59.99

    Sonoma Goods For Life® Foster Men's Boots

  • $95.00

    Dockers® Calgary Men's Ankle Boots

  • $85.00

    Dockers® Norton Men's Ankle Boots

    (1)
  • $59.99

    Lugz Drifter Ripstop Men's Chukka Boots

  • $95.00

    Dockers® Calgary Men's Leather Ankle Boots

  • $89.99

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

    (4)
  • $90.00

    Eastland Cyrus Men's Chelsea Boots

    (4)
  • $63.99 sale
    $80.00 Reg.

    Nunn Bush Brewski Men's Moc Toe Chukka Boots

  • $95.00

    Dockers Men's Nigel Boot

  • $85.00

    Dockers® Dartford Men's Boots

    (2)
  • $59.99

    Lugz Drifter Peacoat Men's Ankle Boots

  • $139.99 sale
    $199.99 Reg.

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

    (6)
  • $132.99 sale
    $189.99 Reg.

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

    (1)
  • $163.00

    Rocky TMC Postal Approved Duty Men's Chukka Work Boots