Men's Cowboy Boots / Chukka Boots

Chukka Boots

66 items

Chukka Boots

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Men's Cowboy Boots / Chukka Boots

Chukka Boots

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  • Twisted X Men's Driving Shoes - Moc Toe, Grey, hi-res
    Twisted X Men's Driving Shoes - Moc Toe
    $114.95 Original Price

  • Twisted X Driving Lace-Up Moccasin Shoes - Steel Toe, Brown, hi-res
    Twisted X Driving Lace-Up Moccasin Shoes - Steel Toe
    $129.95 Original Price

  • Ariat Men's Brown Spitfire Shoes, Dark Brown, hi-res
    Ariat Men's Brown Spitfire Shoes
    $99.95 Original Price

  • Twisted X Bomber Leather Lace Up Driving Moccasins, Distressed, hi-res
    Twisted X Bomber Leather Lace Up Driving Moccasins
    $119.95 Original Price

  • Twisted X Men's Leather Ankle Driving Shoes, Brown, hi-res
    Twisted X Men's Leather Ankle Driving Shoes
    $114.95 Original Price

  • Twisted X Men's Brown Waterproof Driving Mocs - Moc Toe, Saddle Brown, hi-res
    Twisted X Men's Brown Waterproof Driving Mocs - Moc Toe
    $129.95 Original Price

  • Cody James Men's Wedge Dark Horse Chukka Boots - Round Toe, Brown, hi-res
    Cody James Men's Wedge Dark Horse Chukka Boots - Round Toe
    $159.99 Original Price $99.97 Final Price -$60.02 Sale
    You Save: $60.02 (38% off)

  • Cody James Men's Freestyle Lace Chukka Shoes, Tan, hi-res
    Cody James Men's Freestyle Lace Chukka Shoes
    $109.99 Original Price

  • Cody James Men's Dark Horse Chukka Boots - Round Toe, Honey, hi-res
    Cody James Men's Dark Horse Chukka Boots - Round Toe
    $159.99 Original Price $99.97 Final Price -$60.02 Sale
    You Save: $60.02 (38% off)

  • Justin Men's Waxy Dark Brown Driver Moc Shoes , Brown, hi-res
    Justin Men's Waxy Dark Brown Driver Moc Shoes
    $79.95 Original Price

  • Frye Men's Oliver Chukka Shoes, Fatigue, hi-res
    Frye Men's Oliver Chukka Shoes
    $267.99 Original Price

  • Roper Men's Sand Suede Gum Sole Chukkas, Sand, hi-res
    Roper Men's Sand Suede Gum Sole Chukkas
    $94.99 Original Price

  • Roper Men's Vintage Nubuck Rugged Sole Shoes, Brown, hi-res
    Roper Men's Vintage Nubuck Rugged Sole Shoes
    $109.99 Original Price

  • Roper Men's Ostrich Print Rugged Sole Shoes, Brown, hi-res
    Roper Men's Ostrich Print Rugged Sole Shoes
    $114.99 Original Price

  • Roper Men's Smokey Brown Gum Sole Chukkas, Brown, hi-res
    Roper Men's Smokey Brown Gum Sole Chukkas
    $113.99 Original Price

  • Roper Men's Sand Suede Gum Sole Chukkas, Tan, hi-res
    Roper Men's Sand Suede Gum Sole Chukkas
    $126.99 Original Price $87.97 Final Price -$39.02 Sale
    You Save: $39.02 (31% off)

  • Twisted X Driving Lace-Up Moccasin Shoes - Moc Toe, Copper, hi-res
    Twisted X Driving Lace-Up Moccasin Shoes - Moc Toe
    $114.95 Original Price

  • Roper Casual Chukka Boots, Tan, hi-res
    Roper Casual Chukka Boots
    $104.99 Original Price

  • Georgia Farm and Ranch Chukka Work Boots - Round Toe, Brown, hi-res
    Georgia Farm and Ranch Chukka Work Boots - Round Toe
    $127.00 Original Price

  • Twisted X Men's Brown Woven Driving Mocs , Brown, hi-res
    Twisted X Men's Brown Woven Driving Mocs
    $114.95 Original Price

  • Twisted X Men's Leather Hyena Driving Mocs, Distressed, hi-res
    Twisted X Men's Leather Hyena Driving Mocs
    $114.95 Original Price

  • Twisted X Men's Brown and Tan Checkerboard Driving Mocs, Bomber, hi-res
    Twisted X Men's Brown and Tan Checkerboard Driving Mocs
    $114.95 Original Price

  • Twisted X Men's Brown and Red Driving Mocs , Bomber, hi-res
    Twisted X Men's Brown and Red Driving Mocs
    $114.95 Original Price

  • Twisted X Men's Black Driving Mocs , Black, hi-res
    Twisted X Men's Black Driving Mocs
    $114.95 Original Price

  • Twisted X Men's Brown and Neon Yellow Leather Driving Mocs, Bomber, hi-res
    Twisted X Men's Brown and Neon Yellow Leather Driving Mocs
    $114.95 Original Price

  • Justin Men's Waxy Tan Bomber Driver Moc Shoes , Tan, hi-res
    Justin Men's Waxy Tan Bomber Driver Moc Shoes
    $79.95 Original Price

  • Twisted X Men's Brown & Neon Yellow Lace-Up Driving Mocs - Steel Toe , Brown, hi-res
    Twisted X Men's Brown & Neon Yellow Lace-Up Driving Mocs - Steel Toe
    $129.95 Original Price

  • Twisted X Men's Brown Lace-Up Driving Shoes - Steel Toe , Brown, hi-res
    Twisted X Men's Brown Lace-Up Driving Shoes - Steel Toe
    $154.95 Original Price

  • Justin Men's Cappie Dark Brown Electrical Hazard Driving Mocs - Steel Toe, Brown, hi-res
    Justin Men's Cappie Dark Brown Electrical Hazard Driving Mocs - Steel Toe
    $89.95 Original Price

  • Justin Men's Cappie Tan Electrical Hazard Driving Mocs - Steel Toe, Tan, hi-res
    Justin Men's Cappie Tan Electrical Hazard Driving Mocs - Steel Toe
    $89.95 Original Price

  • Twisted X Driving Lace-Up Moccasin Shoes - Composite Toe, Oiled Rust, hi-res
    Twisted X Driving Lace-Up Moccasin Shoes - Composite Toe
    $129.95 Original Price

  • Twisted X Men's Casual Work Driving Mocs - Steel Toe, Peanut, hi-res
    Twisted X Men's Casual Work Driving Mocs - Steel Toe
    $129.95 Original Price

  • Twisted X Men's Bomber Driving Moccasins - Moc Toe , Taupe, hi-res
    Twisted X Men's Bomber Driving Moccasins - Moc Toe
    $114.95 Original Price

  • Twisted X Men's Blue Denim Driving Moccasins - Moc Toe, Blue, hi-res
    Twisted X Men's Blue Denim Driving Moccasins - Moc Toe
    $84.99 Original Price $59.97 Final Price -$25.02 Sale
    You Save: $25.02 (29% off)

  • Ariat Men's Brown Spitfire Shoes, Dark Brown, hi-res
    Ariat Men's Brown Spitfire Shoes
    $99.95 Original Price

  • Twisted X Men's Tan Ankle Driving Moccasins - Moc Toe , Tan, hi-res
    Twisted X Men's Tan Ankle Driving Moccasins - Moc Toe
    $83.99 Original Price $61.97 Final Price -$22.02 Sale
    You Save: $22.02 (26% off)

  • Twisted X Men's Brown Hiker Shoes, Brown, hi-res
    Twisted X Men's Brown Hiker Shoes
    $134.95 Original Price

  • Twisted X Men's Slip On Basketweave Driving Mocs - Moc Toe, Brown, hi-res
    Twisted X Men's Slip On Basketweave Driving Mocs - Moc Toe
    $114.95 Original Price

  • Twisted X Men's Woven Hiker Shoes - Moc Toe, Brown, hi-res
    Twisted X Men's Woven Hiker Shoes - Moc Toe
    $124.95 Original Price

  • Roper Men's Brown Leather 2 Eye Lace Up Driving Moc Chukka Shoes , Brown, hi-res
    Roper Men's Brown Leather 2 Eye Lace Up Driving Moc Chukka Shoes
    $94.99 Original Price

  • Roper Men's Tan Vintage Leather 2 Eyelet Chukka Driving Moc Shoes , Tan, hi-res
    Roper Men's Tan Vintage Leather 2 Eyelet Chukka Driving Moc Shoes
    $94.99 Original Price

  • Roper Men's Brody Embossed Gator Driving Moc Chukka Shoes - Moc Toe, Brown, hi-res
    Roper Men's Brody Embossed Gator Driving Moc Chukka Shoes - Moc Toe
    $104.99 Original Price

  • Roper Men's Brody Embossed Ostrich Driving Moc Chukka Shoes - Moc Toe, Tan, hi-res
    Roper Men's Brody Embossed Ostrich Driving Moc Chukka Shoes - Moc Toe
    $104.99 Original Price

  • Ariat Men's Spitfire Aged Mahogany Bomber Shoes - Moc Toe, Dark Brown, hi-res
    Ariat Men's Spitfire Aged Mahogany Bomber Shoes - Moc Toe
    $99.95 Original Price

  • Ariat Men's Brown Spitfire Bomber Shoes , Brown, hi-res
    Ariat Men's Brown Spitfire Bomber Shoes
    $99.95 Original Price

  • Twisted X Men's Tooled Driving Moc, Brown, hi-res
    Twisted X Men's Tooled Driving Moc
    $114.95 Original Price

  • Ariat Men's Brown Edge LTE Moc Boots - Composite Toe , Dark Brown, hi-res
    Ariat Men's Brown Edge LTE Moc Boots - Composite Toe
    $119.95 Original Price

  • Ariat Men's Brown Waterproof Edge LTE Moc Boots - Composite Toe , Dark Brown, hi-res
    Ariat Men's Brown Waterproof Edge LTE Moc Boots - Composite Toe
    $139.95 Original Price