109 products
  • Filter & Sort
  • Shoes
  • Boots
  • Narrow
  • Regular
  • Chukka
Featured undefined
Previous Page Next Page
of 3
  • Sonoma Goods For Life® Ledger Men's Chukka Boots
    $34.99 sale
    $59.99 Reg.

    Sonoma Goods For Life® Ledger Men's Chukka Boots

    (133)
    Black Brown
  • Skechers Relaxed Fit® Respected Boswell Men's Boots
    $65.00 sale
    $100.00 Reg.

    Skechers Relaxed Fit® Respected Boswell Men's Boots

    (510)
    Dark Brown Black
  • Vance Co. Franco Men's Plain Toe Chukka Boots
    $55.24 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

    (42)
    Black Brown Charcoal Coffee
  • Sonoma Goods For Life® Foster Men's Boots
    $34.99 sale
    $59.99 Reg.

    Sonoma Goods For Life® Foster Men's Boots

    (96)
  • Deer Stags Bangor Men's Chukka Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Bangor Men's Chukka Boots

    (38)
    Black Redwood
  • Lugz Drifter Peacoat Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Chukka Boots

    (144)
    Black Gum Black Black Black
  • Lugz Convoy Men's Hiking Boots
    $54.99 sale
    $64.99 - $74.99 Reg.

    Lugz Convoy Men's Hiking Boots

    (139)
    Black Golden Wheat Bark Tan Mars Red Gum White Charcoal Gum Golden Wheat
  • Deer Stags Ballard Boy's Chukka Boots
    $39.99 - $50.00
    $49.99 - $50.00 Reg.

    Deer Stags Ballard Boy's Chukka Boots

    (60)
    Black Luggage
  • Lugz Fringe Men's Ankle Boots
    $50.99 sale
    $59.99 Reg.

    Lugz Fringe Men's Ankle Boots

    (164)
    Yellow Black Gum Mushroom Gum Cream Golden Wheat White Black White Mars Red Gum
  • Rocky TMC Postal Approved Duty Men's Chukka Work Boots
    $163.00

    Rocky TMC Postal Approved Duty Men's Chukka Work Boots

    (105)
  • Lugz Mantle Hi Women's Ankle Boots
    $89.99 - $94.99

    Lugz Mantle Hi Women's Ankle Boots

    (236)
    Black Green Yellow Pink Rust Gum Cream Alloy Whisper White Winter Teal White Soft Pink White
  • Nunn Bush® Otto Men's Suede Chukka Boots
    $70.99 sale
    $95.00 Reg.

    Nunn Bush® Otto Men's Suede Chukka Boots

    (12)
    Navy Gray
    Closeout Deal
  • Eastland High Fidelity Men's Ankle Boots
    $107.99 sale
    $135.00 Reg.

    Eastland High Fidelity Men's Ankle Boots

    (5)
    Tan Brown Oak
  • Stacy Adams Envoy Moc/Cap Toe Men's Lace-Up Boots
    $80.99 sale
    $89.99 Reg.

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

    (4)
  • Dockers® Norton Men's Ankle Boots
    $63.75 sale
    $85.00 Reg.

    Dockers® Norton Men's Ankle Boots

    (1)
    Dark Tan Dark Brown Taupe
  • Madden Brriol Men's Oxford Shoes
    $52.49 sale
    $69.99 Reg.

    Madden Brriol Men's Oxford Shoes

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

    Stacy Adams Maxwell Men's Leather Chukka Boots

    (1)
  • Lugz Rapid Men's Sneakers
    $44.99 sale
    $59.99 Reg.

    Lugz Rapid Men's Sneakers

    (57)
    Black Black Golden Wheat Bark Gum Brown Olive
  • Nunn Bush® Circuit Men's Chukka Boots
    $62.99 sale
    $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

    (32)
    Black Cognac
  • Vance Co. Vaughn Men's Chukka Boots
    $77.99 sale
    $119.99 Reg.

    Vance Co. Vaughn Men's Chukka Boots

    (4)
    Gray Black Brown
  • Lugz Drifter LX Women's Water Resistant Ankle Boots
    $79.99

    Lugz Drifter LX Women's Water Resistant Ankle Boots

    (363)
    Gray Black Cream Brown Black
  • Eastland Seneca Men's Chukka Boots
    $95.99 - $120.00
    $120.00 Reg.

    Eastland Seneca Men's Chukka Boots

    (10)
    Bomber Brown Oak
  • Nunn Bush® Excavate Men's Plain Toe Ankle Boots
    $66.99 sale
    $90.00 Reg.

    Nunn Bush® Excavate Men's Plain Toe Ankle Boots

    (3)
    Black Tan Multi Brown
  • Madden Larkot Men's Ankle Boots
    $52.49 sale
    $69.99 Reg.

    Madden Larkot Men's Ankle Boots

    (4)
    Closeout Deal
  • 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)
  • Nunn Bush® Otto Men's Leather Plain Toe Chukka Boots
    $81.99 sale
    $110.00 Reg.

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

    (6)
    Black Tumbled Brown Ch
  • Levi's® Dean WX UL Men's Chukka Boots
    $72.25 sale
    $85.00 Reg.

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

    (27)
  • Koolaburra by UGG Braan Men's Suede Chukka Boots
    $71.24 sale
    $94.99 Reg.

    Koolaburra by UGG Braan Men's Suede Chukka Boots

    (12)
  • Lugz Convoy Men's Scuff-Proof Ankle Boots
    $54.99 sale
    $64.99 Reg.

    Lugz Convoy Men's Scuff-Proof Ankle Boots

    (114)
  • Georgia Boots Classic Men's 6-Inch Steel Toe Work Boots
    $155.00

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

    (48)
  • Georgia Boots Farm & Ranch Men's Wedge Chukka Boots
    $140.00

    Georgia Boots Farm & Ranch Men's Wedge Chukka Boots

    (113)
  • 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
  • Lugz Colorado Men's Chukka Boots
    $64.99 sale
    $84.99 Reg.

    Lugz Colorado Men's Chukka Boots

    (2)
  • Thomas & Vine Booker Men's Leather Plain Toe Chukka Boots
    $103.99 sale
    $159.99 Reg.

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

    (6)
    Cognac Black
  • Eastland Jack Men's Chukka Boots
    $111.99 sale
    $140.00 Reg.

    Eastland Jack Men's Chukka Boots

    (4)
    Peanut Oak
  • Eastland Lumber Up Men's Hiking Boots
    $107.99 sale
    $135.00 Reg.

    Eastland Lumber Up Men's Hiking Boots

    (1)
    Black Oak
  • Eastland Lumber Men's Ankle Boots
    $107.99 sale
    $135.00 Reg.

    Eastland Lumber Men's Ankle Boots

    (1)
  • Thomas & Vine Keegan Men's Chukka Boots
    $97.49 sale
    $149.99 Reg.

    Thomas & Vine Keegan Men's Chukka Boots

    (3)
    Taupe Cognac Black
  • Thomas & Vine Theo Men's Chukka Boots
    $90.99 sale
    $139.99 Reg.

    Thomas & Vine Theo Men's Chukka Boots

    (3)
    Black Brown
  • 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
  • Lugz Empire Hi Faux-Fur Women's Water-Resistant Boots
    $94.99

    Lugz Empire Hi Faux-Fur Women's Water-Resistant Boots

    (303)
    Black Charcoal Black Cream Charcoal Soft Pink Green
  • Nunn Bush® Odell Men's Wingtip Dress Boots
    $81.99 - $85.99 sale
    $110.00 - $115.00 Reg.

    Nunn Bush® Odell Men's Wingtip Dress Boots

    (39)
    Tan Black Dark Brown Rust
  • Nunn Bush® Ozark Men’s Plain Toe Dress Chukka Boots
    $85.99 sale
    $115.00 Reg.

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

    (15)
    Black Light Tan
  • Vance Co. Arturo Tru Comfort Foam Men's Chukka Boots
    $84.49 sale
    $129.99 Reg.

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

    Black Brown Cognac
  • Lugz Drifter Ripstop Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Ripstop Men's Chukka Boots

    (138)
    Red Blue Golden Wheat Cream
  • Eastland Seneca Men's Shoes
    $87.99 sale
    $110.00 Reg.

    Eastland Seneca Men's Shoes

    (3)
  • Vance Co. Linus Men's Tru Comfort Foam Chukka Boots
    $84.49 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
    $77.99 sale
    $119.99 Reg.

    Vance Co. Redford Chukka Men's Ankle Boot

    (1)
    Black Tan Brown