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Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Wide DDB0248-13-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Wide DDB0248-13-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Livingston Chukka Boot

Men's Taft Livingston Chukka Boot - Brown - Casual boots Dare to experiment with the bold Livingston Chukka boot from Taft. Camo-printed inlays give an offbeat look to the clean leather upper of this chukka boot. Brogue accentuation elevates the style,... more

Theo Chukka Boot

Men's Thomas & Vine Theo Chukka Boot - Brown - Casual boots The Theo chukka boot from Thomas & Vine is a happy medium between casual and formal. Boasting a low-cut profile, this boot showcases 12mm Tru Comfort Foam insole that delivers cushioned... more

Theo Chukka Boot

Men's Thomas & Vine Theo Chukka Boot - Black - Casual boots The Theo chukka boot from Thomas & Vine is a happy medium between casual and formal. Boasting a low-cut profile, this boot showcases 12mm Tru Comfort Foam insole that delivers cushioned... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 548397

The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 615272

The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9 Wide DDB0248-9-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9 Wide DDB0248-9-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank and... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 987699

The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Carhartt Shoes | Carhartt Cmx4023 Lightweight Wedge Moc Toe Oil Tanned Chukka Boots | 10.5 W | Color: Brown/Tan | Size: 10.5

Carhartt Cmx4023 Lightweight Wedge Moc Toe Oil Tanned Chukka Boots | 10.5 W Men's Lightweight Work Boots For Everyday Wear. Leather Durability And Sneaker Comfort. These Lightweight Boots Blend A Stitched-Leather Upper And Cushioned Sneaker-Like... more

Columbia Shoes | Columbia 10 Irvington Ii Chukka Leather Waterproof Ankle Boots Winter Brown Lace | Color: Brown | Size: 10

Columbia Mens 10 Irvington Ii Chukka Leather Waterproof Boots Winter Brown Lace Rubber Sole Lace Up Ankle Boots Solid Non-Marking Rubber Outsole Techlite Lightweight Cushioned Midsole Waterproof Leather Boot With An Ultra-Cushioned Midsole Is Made For... more

Carhartt Shoes | Carhartt Men's Haslett Moc Toe Canvas Chukka Boot. Coyote, Fs4063-M | Color: Red/Tan | Size: Various

Condition: New With Box Color: Coyote Material: Lightweight Canvas Width: Medium Features: Lightweight Canvas Upper Breathable Fastdry Lining Insite Technology Footbed Ensures Lasting Comfort Carhartt Lwd Midsole Delivers Elevated Lightweight Comfort... more

Killington Chukka Boots - Black - Timberland Boots

Men's Timberland Killington Chukka Boots - Black - Casual boots Men's Timberland boots with premium full-grain leather uppers from a Leather Working Group Silver-rated sustainable tannery. Showcasing an iconic, chukka boot silhouette, the lightweight,... more

Nunn Bush Otto Plain Toe Chukka - Mens 9.5 Brown Boot XW

*This Chukka boot has the style and comfort to dress up any look! *Smooth or suede leather upper with Defender Repellant for water-and stain resistance *Flex Technology for comfort *Removable molded EVA with Memory Foam footbed *Lightweight EVA and... more

Nunn Bush Otto Plain Toe Chukka - Mens 9.5 Grey Boot XW

*This Chukka boot has the style and comfort to dress up any look! *Smooth or suede leather upper with Defender Repellant for water-and stain resistance *Flex Technology for comfort *Removable molded EVA with Memory Foam footbed *Lightweight EVA and... more

Nunn Bush Otto Plain Toe Chukka - Mens 9 Brown Boot W

*This Chukka boot has the style and comfort to dress up any look! *Smooth or suede leather upper with Defender Repellant for water-and stain resistance *Flex Technology for comfort *Removable molded EVA with Memory Foam footbed *Lightweight EVA and... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9 Medium DDB0248-9-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9 Medium DDB0248-9-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10 Wide DDB0248-10-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10 Wide DDB0248-10-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9.5 Medium DDB0248-95-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9.5 Medium DDB0248-95-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Medium DDB0248-13-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Medium DDB0248-13-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Crewson Crazy Horse Leather Chukka Boots

Men's Dr. Martens Crewson Crazy Horse Leather Chukka Boots - Brown - Casual boots Taking cues from our 6-eye 101 silhouette, the Crewson Chukka boot unites our heritage markings in one of our lightest ever constructions. Engineered with functionality... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9 Wide DDB0248-9-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9 Wide DDB0248-9-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank and... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Timberwolf SKU - 280585

The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Timberwolf SKU - 935890

The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 668409

The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 12 Wide DDB0248-12-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 12 Wide DDB0248-12-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Wide DDB0248-13-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Wide DDB0248-13-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Davis Square Chukka Boot

Men's Timberland Davis Square Chukka Boot - Brown - Casual boots Elevate your casual wardrobe with the Davis Square chukka boot from Timberland. The plush trim on the collar lend a cozy touch, while the Defender Repellent Systems treatment deters... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 155907

The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9 Medium DDB0248-9-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 9 Medium DDB0248-9-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

Nunn Bush Otto Plain Toe Chukka - Mens 11 Brown Boot Medium

*This Chukka boot has the style and comfort to dress up any look! *Smooth or suede leather upper with Defender Repellant for water-and stain resistance *Flex Technology for comfort *Removable molded EVA with Memory Foam footbed *Lightweight EVA and... more

Nunn Bush Otto Plain Toe Chukka - Mens 9.5 Navy Boot Medium

*This Chukka boot has the style and comfort to dress up any look! *Smooth or suede leather upper with Defender Repellant for water-and stain resistance *Flex Technology for comfort *Removable molded EVA with Memory Foam footbed *Lightweight EVA and... more

Johnston & Murphy Upton Chukka - Mens 11 Tan Boot W

*Casual boot from Johnston & Murphy *Leather upper *Lace-up front closure *Leather and antimicrobial polymesh lining *Removable, molded footbed with Memory Foam *Flexible rubber outsole with TRUFOAM™ for lightweight cushioned comfort more