Men's Shoes › Lightweight › 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

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

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

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

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

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 - 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 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 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

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 Women's Haslett Moc-Toe Canvas Chukka Boot In Grey. Fs4060-W | Color: Gray | Size: Various

Condition: New With Box Color: Gray Material: Lightweight Canvas Width: Medium more

Johnston & Murphy Upton Chukka - Mens 10 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

Johnston & Murphy Upton Chukka - Mens 13 Black Boot Medium

*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

Johnston & Murphy Upton Chukka - Mens 10.5 Black Boot Medium

*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

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 - 12

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

Vance Co. Shoes Barett Knit Chukka Boot - Blue - 14

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

Neumel - Black - Ugg Boots

Men's Ugg Neumel - Black - Casual boots Combining premium materials and effortless style, the Neumel is our iconic heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGGpureÄ wool and finished with a durable Treadlite by UGGÄ... more

Suede Chukka Boots - Brown - Officine Creative Boots

Men's Officine Creative Suede Chukka Boots - Brown - Casual boots Officine creative takes a refined approach to crafting its footwear, so styles like these chukka boots will work with both the smarter and more casual pieces in your wardrobe.... 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

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 - 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 - 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 - 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 - 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

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

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 - 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

Jimmy Chukka Boot

Men's Vance Co. Jimmy Chukka Boot - Gray - Casual boots Want to look impressive around the clock? Then choose the Jimmy chukka boot by Vance Co. This lace-up sneaker ensures above-par comfort levels with its Tru Comfort foam insole. EVA sole stays... more