Men's Shoes › Leather › Lightweight › chukka boots

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 - 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

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 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 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 | Men's Lightweight Wedge 4" Moc Toe Chukka Boots Size 8.5 | Color: Brown | Size: 8.5

Mfr # Cmx4023-9 Size 8.5 Description Elevate Your Casual Ensemble With The Men's Lightweight Wedge Moc Toe Chukka Boots. Merging The Timeless Elegance Of A Classic Leather Upper With Modern Comforts, These Boots Feature A Lightweight Cmeva Midsole 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 Mens Size 9.5 Lightweight Wedge Leather Chukka 4'' Work Boots Cmx4033 | Color: Brown | Size: 9.5

Carhartt Mens Size 9.5 Lightweight Wedge Leather Chukka 4'' Work Boots Cmx4033 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

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

Thomas and Vine Keegan Wide Width Plain Toe Chukka Boot - Black - 10.5

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

Lodge Plain Toe Chukka Boot - Black - Florsheim Boots

Men's Florsheim Lodge Plain Toe Chukka Boot - Black - 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

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

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

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 - 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 - 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 - 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 - 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 - 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 - 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 - 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 - 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 - 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

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

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 - 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

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

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

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