Men's Shoes › Lightweight › chukka boots

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 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 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

Fremont Chukka Boot

Men's Gordon Rush Fremont Chukka Boot - Brown - Casual boots A supple suede upper and plain toe distinguish a refined chukka boot set on a well-cushioned footbed and lightweight sole for long-lasting comfort. 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

Fremont Chukka Boot

Men's Gordon Rush Fremont Chukka Boot - Black - Casual boots A supple suede upper and plain toe distinguish a refined chukka boot set on a well-cushioned footbed and lightweight sole for long-lasting comfort. 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 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 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 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

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 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 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

Maine Mens Drayton Leather Chukka Boots - Navy - Blue - 13

Drayton leather comfort chukka boots from Mantaray. Crafted from a weather and time resistant suede, with a contrast strip on the back, flexible lightweight sole and cushioned insole for all-day comfort, these chukka boots tick all the right boxes for... more

Vance Co. Shoes Barett Knit Chukka Boot - Black - 10

The Barett boots from Vance Co. will have you walking around in all the comfort you want with their 12 mm Tru Comfort Foamâ„¢ insole and mesh fabric uppers. Their cushioned collar and lightweight outsole will take this boot from old to bold, giving you... more

Thomas and Vine Thomas & Vine Keegan Plain Toe Chukka Boot - Black - 14

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

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

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK115M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK115M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK11W

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK11W. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK85M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK85M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK105W

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK105W. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK75M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK75M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK13M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK13M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK13W

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK13W. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK9W

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK9W. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For The... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK11M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK11M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK12M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK12M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK95M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK95M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK95W

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK95W. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK9M

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK9M. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For The... more

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK10W

Rocky Boots Tmc Postal-approved Public Service Chukka Boots - FQ0005005BK10W. Thoughtfully Constructed With Solid Black Full-grain Leather That Is Both Water-resistant And Polishable The Excellent Appearance Of This Work Shoe Is Easy To Maintain For... 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

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

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

Aldridge Chukka Boot

Men's Thomas & Vine Aldridge Chukka Boot - Black - 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

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

Lewis Chukka Boot

Men's Vintage Foundry Lewis Chukka Boot - Blue - Casual boots Elevate your footwear collection with the Lewis Chukka Boot by Vintage Foundry Co. Meticulously crafted from premium leather, these boots combine a plush EVA cushioned footbed with a... more