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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

    (522)
    Dark Brown Black
  • Sonoma Goods For Life® Ledger Men's Chukka Boots
    $31.99 with code SAVE20 Promo details.
    $39.99 sale $59.99 Reg.

    Sonoma Goods For Life® Ledger Men's Chukka Boots

    (141)
    Black Brown
  • Madden Brriol Men's Oxford Shoes
    $31.49 clearance
    $69.99 Reg.

    Madden Brriol Men's Oxford Shoes

    Closeout Deal
  • 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
  • Nunn Bush® Otto Men's Suede Chukka Boots
    $56.77 - $60.79 with code SAVE20 Promo details.
    $70.97 - $75.99 sale $95.00 Reg.

    Nunn Bush® Otto Men's Suede Chukka Boots

    (12)
    Navy Gray
    Closeout Deal
  • 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
  • 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
  • Deer Stags Bangor Men's Chukka Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Bangor Men's Chukka Boots

    (38)
    Black Redwood
  • 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
  • Madden Larkot Men's Ankle Boots
    $31.49 clearance
    $69.99 Reg.

    Madden Larkot Men's Ankle Boots

    (4)
    Closeout Deal
  • Nunn Bush® Odell Men's Wingtip Dress Boots
    $70.39 - $73.59 with code SAVE20 Promo details.
    $87.99 - $91.99 sale $110.00 - $115.00 Reg.

    Nunn Bush® Odell Men's Wingtip Dress Boots

    (39)
    Tan Black Dark Brown Rust
  • Sonoma Goods For Life® Foster Men's Boots
    $31.99 with code SAVE20 Promo details.
    $39.99 sale $59.99 Reg.

    Sonoma Goods For Life® Foster Men's Boots

    (97)
  • Lugz Drifter Peacoat Men's Chukka Boots
    $44.99 - $50.99 sale
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Chukka Boots

    (149)
    Black Gum Black Black Black Gray
  • Dockers® Norton Men's Ankle Boots
    $63.75 sale
    $85.00 Reg.

    Dockers® Norton Men's Ankle Boots

    (1)
    Dark Tan Dark Brown Taupe
  • Lugz Drifter Ripstop Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Ripstop Men's Chukka Boots

    (138)
    Red Blue
  • Nunn Bush Bayridge Men's Leather Chukka Boots
    $70.39 with code SAVE20 Promo details.
    $87.99 sale $110.00 Reg.

    Nunn Bush Bayridge Men's Leather Chukka Boots

    (13)
  • Eastland Cyrus Men's Chelsea Boots
    $71.99 sale
    $90.00 Reg.

    Eastland Cyrus Men's Chelsea Boots

    (4)
    Black Brown Nutmeg
  • Nunn Bush® Tour Work Men's Sneaker Boots
    $50.37 - $54.39 with code SAVE20 Promo details.
    $62.97 - $67.99 sale $85.00 Reg.

    Nunn Bush® Tour Work Men's Sneaker Boots

    (8)
    Black 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
  • Dockers® Calgary Men's Ankle Boots
    $71.25 sale
    $95.00 Reg.

    Dockers® Calgary Men's Ankle Boots

  • Georgia Boots Farm & Ranch Men's Wedge Chukka Boots
    $105.00 sale
    $140.00 Reg.

    Georgia Boots Farm & Ranch Men's Wedge Chukka Boots

    (119)
  • Georgia Boots Classic Men's 6-Inch Steel Toe Work Boots
    $116.25 sale
    $155.00 Reg.

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

    (50)
  • Thomas & Vine Keegan Men's Chukka Boots
    $89.99 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

  • Stacy Adams Maxwell Men's Leather Chukka Boots
    $98.99 sale
    $110.00 Reg.

    Stacy Adams Maxwell Men's Leather Chukka Boots

    (1)
  • Vance Co. Arturo Tru Comfort Foam Men's Chukka Boots
    $77.99 sale
    $129.99 Reg.

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

    Black Brown Cognac
  • Nunn Bush Brewski Men's Moc Toe Chukka Boots
    $51.19 with code SAVE20 Promo details.
    $63.99 sale $80.00 Reg.

    Nunn Bush Brewski Men's Moc Toe Chukka Boots

    (18)
  • Vance Co. Linus Men's Tru Comfort Foam Chukka Boots
    $77.99 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
    $71.99 sale
    $119.99 Reg.

    Vance Co. Redford Chukka Men's Ankle Boot

    (2)
    Black Tan Brown
  • Dockers Men's Nigel Boot
    $71.25 sale
    $95.00 Reg.

    Dockers Men's Nigel Boot

    Dark Brown Taupe
  • Dockers® Dartford Men's Boots
    $63.75 sale
    $85.00 Reg.

    Dockers® Dartford Men's Boots

    (2)
    Dark Brown Black Tan
  • Lugz Drifter Peacoat Men's Ankle Boots
    $50.99 sale
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Ankle Boots

    (86)
  • Thomas & Vine Avrum Cap Toe Men's Leather Ankle Boots
    $119.99 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
    $71.99 sale
    $119.99 Reg.

    Vance Co. Vaughn Men's Chukka Boots

    (4)
    Gray Black Brown
  • Thomas & Vine Samwell Plain Toe Men's Leather Ankle Boots
    $113.99 sale
    $189.99 Reg.

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

    Tan Gray
  • Eastland Seneca Men's Chukka Boots
    $95.99 - $120.00
    $120.00 Reg.

    Eastland Seneca Men's Chukka Boots

    (10)
    Bomber Brown Oak
  • Eastland High Fidelity Men's Ankle Boots
    $107.99 sale
    $135.00 Reg.

    Eastland High Fidelity Men's Ankle Boots

    (5)
    Tan Brown Oak
  • Thomas & Vine Aldridge Men's Leather Chukka Boots
    $98.99 sale
    $164.99 Reg.

    Thomas & Vine Aldridge Men's Leather Chukka Boots

    (6)
    Cognac Black
  • Thomas & Vine Mitchell Men's Leather Ankle Boots
    $95.99 sale
    $159.99 Reg.

    Thomas & Vine Mitchell Men's Leather Ankle Boots

    (5)
    Cognac Black
  • Thomas & Vine Theo Men's Chukka Boots
    $83.99 sale
    $139.99 Reg.

    Thomas & Vine Theo Men's Chukka Boots

    (3)
    Black Brown
  • Rocky TMC Postal Approved Duty Men's Chukka Work Boots
    $163.00

    Rocky TMC Postal Approved Duty Men's Chukka Work Boots

    (115)
  • Lugz Colorado Men's Chukka Boots
    $64.99 sale
    $84.99 Reg.

    Lugz Colorado Men's Chukka Boots

    (2)
  • 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 Jack Men's Chukka Boots
    $111.99 sale
    $140.00 Reg.

    Eastland Jack Men's Chukka Boots

    (4)
    Peanut Oak
  • Dingo Andy Men's Ankle Boots
    $139.95

    Dingo Andy Men's Ankle Boots

    (5)
  • Eastland Seneca Men's Shoes
    $87.99 sale
    $110.00 Reg.

    Eastland Seneca Men's Shoes

    (3)
  • Dingo Hutch Men's Ankle Boots
    $134.95

    Dingo Hutch Men's Ankle Boots

    (3)
  • Eastland Lumber Up Men's Hiking Boots
    $107.99 sale
    $135.00 Reg.

    Eastland Lumber Up Men's Hiking Boots

    (1)
    Black Oak