Best Seller
Men's Findley Chukka Boots by Propet in Black (Size 12 M)

Men's Findley Chukka Boots by Propet in Black (Size 12 M)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

go to store
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 9 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 9 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Best Seller
Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Milton Chukka Boot

Milton Chukka Boot

Men's Vintage Foundry Milton Chukka Boot - Brown - Casual boots Elevate your casual elegance with the Milton chukka boot from Vintage Foundry Co. Crafted from supple suede and featuring an EVA cushioned footbed paired with a durable rubber sole, these... more

$109.99

FREE shipping

go to store
Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 9.5M 690774413306

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 9.5M 690774413306

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 9.5M 690774413306. 5M more

$167.00

FREE shipping

go to store
Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 7.5W 690774413399

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 7.5W 690774413399

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 7.5W 690774413399. 5W more

$167.00

FREE shipping

go to store
Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 13M 690774413368

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 13M 690774413368

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 13M 690774413368. ASTM F2413 Slip Resistant Electrical Hazard Protection Steel Toe truTECH Specifications for Rockport Prestige Point Chukka Steel Toe Work Boot - Mens: Manufacturer:... more

$167.00

FREE shipping

go to store
Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 816107

Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 816107

The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more

$174.95

go to store
Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 375601

Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 375601

The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more

$174.95

go to store
Coach Shoes | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots | Color: Brown | Size: 10.5

Coach Shoes | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots | Color: Brown | Size: 10.5

Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots. Flaw: Leather Peeling On The Inside Please See Pictures. On The Outside No Flaws. Questions? Leave A Comment Below! more

$48.00

go to store
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

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

$141.50

FREE shipping

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

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

$159.95 $119.96

go to store
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

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

$141.50

FREE shipping

go to store
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

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

$141.50

FREE shipping

go to store
Florsheim Trail Mix Plain Toe Chukka Boot - Mens 10 Brown Boot Medium

Florsheim Trail Mix Plain Toe Chukka Boot - Mens 10 Brown Boot Medium

*Stylish Chukka boot from Florsheim *Crazy Horse or milled leather upper *Lace-up front closure *Fully-cushioned, leather covered, molded EVA footbed *Shock absorbing EVA midsole *Durable rubber outsole for traction and comfort more

$119.95

FREE shipping

go to store
Coach Shoes | Coach Men’s Caleb Suede Lace-Up Ankle Boots. Size 8.5 Chukka Boots | Color: Brown | Size: 8.5

Coach Shoes | Coach Men’s Caleb Suede Lace-Up Ankle Boots. Size 8.5 Chukka Boots | Color: Brown | Size: 8.5

Brushed And Ready To Wear, These Men’s Caleb Chukka Boot By Coach Are In Great Shape With The Coach Logo Still Visible On The Insole. Men’s Size 8.5 more

$59.00

go to store
Coach Shoes | Coach Boots Mens 9 Black Leather Chukka Boots Shoes Casual Preppy Luxury Ankle | Color: Black | Size: 9

Coach Shoes | Coach Boots Mens 9 Black Leather Chukka Boots Shoes Casual Preppy Luxury Ankle | Color: Black | Size: 9

Coach Boots Mens 9 Black Leather Chukka Boots Shoes Casual Preppy Luxury Ankle Slight Cosmetic Wear On Uppers, Great Treads. See Photos For Details. Thank You For Shopping Shoe Rewear! I Ship Daily So Expect Your Item To Arrive Quickly. Please Message... more

$49.00

go to store
Chukka Desert Boots

Chukka Desert Boots

Men's Agnona Chukka Desert Boots - Black Ankle-high suede desert boots in beige. more

$1,235.00 $371.00

FREE shipping

go to store
Suede Lace-up Chukka Boots

Suede Lace-up Chukka Boots

Men's Tod's Suede Lace-up Chukka Boots - Blue - Casual boots Tods mens boots. Polacco gomma leggero tf series. Shoe style: chukka boots. Vamp style: lace-up. Upper material: suede. Solematerial: rubber. Tods mens suede lace-up chukka boots. Lace-up... more

$445.00 $199.00

FREE shipping

go to store
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 14 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Wide Width Men's Findley Chukka Boots by Propet in Tan (Size 15 W)

Wide Width Men's Findley Chukka Boots by Propet in Tan (Size 15 W)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

go to store
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 11 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 11 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Men's Findley Chukka Boots by Propet in Tan (Size 14 M)

Men's Findley Chukka Boots by Propet in Tan (Size 14 M)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

go to store
Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 10 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 10 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 16 M)

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 16 M)

These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

$100.99 $69.99

go to store
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 10 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 10 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Men's Findley Chukka Boots by Propet in Black (Size 15 M)

Men's Findley Chukka Boots by Propet in Black (Size 15 M)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

go to store
Wide Width Men's Findley Chukka Boots by Propet in Black (Size 15 W)

Wide Width Men's Findley Chukka Boots by Propet in Black (Size 15 W)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

go to store
Men's Findley Chukka Boots by Propet in Black (Size 14 M)

Men's Findley Chukka Boots by Propet in Black (Size 14 M)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

go to store
Men's Findley Chukka Boots by Propet in Tan (Size 15 M)

Men's Findley Chukka Boots by Propet in Tan (Size 15 M)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

go to store
Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 W)

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

$124.99 $74.99

go to store
Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 11 1/2 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 11 1/2 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

go to store
Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

go to store
Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 1/2 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 1/2 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

go to store
Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 11 1/2 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 11 1/2 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

go to store

More information about Men's Shoes

Best prices on Birkenstock mens milton chukka boots in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.