Men's Shoes › Lightweight › Brown › chukka boots

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

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

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

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

Aldridge Chukka Boot

Men's Thomas & Vine Aldridge Chukka Boot - Brown - Casual boots The Aldridge chukka boot from Thomas & Vine is an essential footwear for casual occasions. This lace-up shoe includes an embossed suede heel for added flair and a second pair of contrast... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 310650

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 - 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 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

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 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

Carhartt Shoes | Carhartt Lightweight 4-Inch Wedge Chukka Boots | Color: Brown | Size: Various

Carhartt Lightweight 4-Inch Wedge Chukka Boots. Soft Toe. Brown. Fastdry Lining Wicks Sweat. Model No, Fx4023-M 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

Carhartt Shoes | Carhartt Brown Lightweight Wedge Moc Toe Chukka Boots Cmx4023 Size 10.5 Wide | Color: Brown | Size: 10.5

Carhartt Brown Lightweight Wedge Moc Toe Chukka Work Boots Men's Size 10.5 W Excellent Pre-Owned Condition, Worn A Handful Of Times more

Thomas and Vine Thomas & Vine Keegan Plain Toe Chukka Boot - Brown - 11.5

Casual enough for every day, suave enough for dinner, the Keegan by Thomas & Vine. This handsome round-toe chukka boot features genuine leather or suede uppers and a two-eye lace-up closure with a second pair of interchangeable laces. An 8 mm Tru... more

Vance Co. Shoes Arturo Plain Toe Chukka Boot - Brown - 8

Introducing Arturo by Vance Co., the ankle boot that offers a classic look with modern comfort. Made with vegan leather and featuring an almond-toe and lace-up design, Arturo adds a touch of sophistication to any outfit. The lightweight EVA outsole, 12... more

Thomas and Vine Keegan Wide Width Plain Toe Chukka Boot - Brown - 8.5

The Keegan wide-width boot by Thomas & Vine is comfortable enough to wear to work and drinks after. This stylish round-toe chukka boot features a two-eye lace-up closure with a second pair of interchangeable laces and your choice of genuine leather or... more

Lodge Plain Toe Chukka Boot - Brown - Florsheim Boots

Men's Florsheim Lodge Plain Toe Chukka Boot - Brown - Casual boots The clean design of the Florsheim Lodge Plain Toe Chukka Boot is highlighted by simple stitching details and a modern silhouette. Smooth leather upper with a burnished toe. Lace-up... more

Walkabout Men's Chukka - 8 Brown Boot E2

*This lightweight leather chukka features all the comfort, cushioning and flexibility of a quality walking shoe *Leather upper *Velcro® closure for easy on/off *FOOTONIC® II contoured cushioned insert is removable *Shock-absorbing EVA-TECH®... more

Johnston & Murphy Upton Chukka - Mens 9 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

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 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

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

Brewski Chukka Boot

Men's Nunn Bush Brewski Chukka Boot - Brown - Casual boots The Brewski chukka boot from Nunn Bush can stand up to whatever the day throws at you. It is equipped with Smartscent technology that controls bad odor and athletic-inspired outsole for... 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 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 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 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

® Neumel Moc Suede Classic Boots

Men's Ugg ® Neumel Moc Suede Classic Boots - Brown - Casual boots Adapting our timeless chukka silhouette with moc-style stitching for a refined finish, the Neumel Moc effortlessly combines premium materials and style. Crafted from rich suede, this... more

Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 465398

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 - 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, 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

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 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 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 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 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