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The Lea 4-Eye Chukka Boot features water-resistant suede and heavyweight leather uppers. Water-resistant suede/leather upper Goodyear-welt construction Oil and fat-resistant outsole is also... Men's Dr. Martens Lea 4-Eye Chukka Boot - Black Grizzly Boots

Men's Dr. Martens Lea 4-Eye Chukka...

shoes.com
Dr. Martens
$89.95
Free Shipping
These men's Lugz Nile Mid chukka boots are rugged, dependable and fashionable.Boot Features Padded tongue & collar Classic Lugz hardware Lug sole Boot Construction Synthetic upper Textile... Lugz Nile Mid Men's Chukka Boots, Size: 10.5 D, Lt Yellow

Lugz Nile Mid Men's Chukka Boots,...

Kohl's
Lugz
$54.99
Spruce up your jeans and tee look with the dapper design of these men's SONOMA Goods for Life Garnett boots. Boot Features Chukka styling Welt stitched outsole trim Boot Construction... SONOMA Goods for Life™ Garnett Men's Chukka Boots, Size: 9.5 Wide, Lt Beige

SONOMA Goods for Life™ Garnett Men's...

Kohl's
$15.99
Spruce up your jeans and tee look with the dapper design of these men's SONOMA Goods for Life Garnett boots. Boot Features Chukka styling Welt stitched outsole trim Boot Construction... SONOMA Goods for Life™ Garnett Men's Chukka Boots, Size: 10 Wide, Lt Beige

SONOMA Goods for Life™ Garnett Men's...

Kohl's
$15.99
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Composite Toe Work Boots in Dark Brown Leather, size 7 by Ariat

Men's Edge LTE Chukka Composite Toe...

Ariat International
Ariat
$139.95
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Composite Toe Work Boots in Dark Brown Leather, size 8.5 by Ariat

Men's Edge LTE Chukka Composite Toe...

Ariat International
Ariat
$139.95
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Composite Toe Work Boots in Dark Brown Leather, size 11.5 by Ariat

Men's Edge LTE Chukka Composite Toe...

Ariat International
Ariat
$139.95
IZOD offers classic styling with modern features like cushioned insoles and a lower profile. The Caravan Chukka boots by IZOD feature a lace up design and contrasting seams. IZOD Mens Caravan Chukka Boots

IZOD Mens Caravan Chukka Boots

BeallsFlorida.com
Izod
$70.00 $49.99

29%

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Shoes by Timberland. Comes in Wheat, Size 14 M. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of PrimaLoft... Men's Timberland Icon Waterproof Chukkas, Tan, Size 14

Men's Timberland Icon Waterproof...

Blair.com
Timberland
$159.99
Shoes by Timberland. Comes in Wheat, Size 10 M. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of PrimaLoft... Men's Timberland Icon Waterproof Chukkas, Tan, Size 10

Men's Timberland Icon Waterproof...

Blair.com
Timberland
$159.99
Shoes by Timberland. Comes in Wheat, Size 9. 5 M. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of... Men's Timberland Icon Waterproof Chukkas, Tan, Size 9.5

Men's Timberland Icon Waterproof...

Blair.com
Timberland
$159.99
Work hard and play hard with the get your kicks collection. built lightweight, these shoes provide comfort and versatility for the man on the move Rockport Men's Get Your Kicks Mudguard Chukka Chukka Boot, Dark Brown, 7.5 W US

Rockport Men's Get Your Kicks...

Amazon.com
Rockport
$125.00
Free Shipping
The wynstin introduces a fresh look to your fashion dress style Rockport Men's Wynstin Chukka Chukka Boot, Tobacco, 8 W US

Rockport Men's Wynstin Chukka Chukka...

Amazon.com
Rockport
$77.99
Free Shipping
The wynstin introduces a fresh look to your fashion dress style Rockport Men's Wynstin Chukka Chukka Boot, Dark Bitter Chocolate, 8 W US

Rockport Men's Wynstin Chukka Chukka...

Amazon.com
Rockport
$97.45
Free Shipping
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Composite Toe Work Boots in Dark Brown Leather, size 8.5 by Ariat

Men's Edge LTE Chukka Composite Toe...

Ariat International
Ariat
$139.95
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Waterproof Composite Toe Work Boots in Dark Brown Leather, size 10 by Ariat

Men's Edge LTE Chukka Waterproof...

Ariat International
Ariat
$159.95
Shoes by Timberland. Comes in Wheat, Size 8 M. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of PrimaLoft... Men's Timberland Icon Waterproof Chukkas, Tan, Size 8

Men's Timberland Icon Waterproof...

Blair.com
Timberland
$159.99
Shoes by Timberland. Comes in Wheat, Size 8. 5 W. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of... Men's Timberland Icon Waterproof Chukkas, Tan, Size 8.5 Wide Width

Men's Timberland Icon Waterproof...

Blair.com
Timberland
$159.99
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Waterproof Composite Toe Work Boots in Dark Brown Leather, size 12 by Ariat

Men's Edge LTE Chukka Waterproof...

Ariat International
Ariat
$159.95
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Waterproof Composite Toe Work Boots in Dark Brown Leather, size 10.5 by Ariat

Men's Edge LTE Chukka Waterproof...

Ariat International
Ariat
$159.95
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Waterproof Composite Toe Work Boots in Dark Brown Leather, size 8 by Ariat

Men's Edge LTE Chukka Waterproof...

Ariat International
Ariat
$159.95
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Waterproof Composite Toe Work Boots in Dark Brown Leather, size 7.5 by Ariat

Men's Edge LTE Chukka Waterproof...

Ariat International
Ariat
$159.95
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Composite Toe Work Boots in Dark Brown Leather, size 13 by Ariat

Men's Edge LTE Chukka Composite Toe...

Ariat International
Ariat
$139.95
Always on the ready to report in, our Edge LTE platform offers superior lightweight flexibility with comfort and support. It's our go-to for factory, warehouse and office work. Composite... Men's Edge LTE Chukka Waterproof Composite Toe Work Boots in Dark Brown Leather, size 13 by Ariat

Men's Edge LTE Chukka Waterproof...

Ariat International
Ariat
$159.95
Shoes by Timberland. Comes in Wheat, Size 9 M. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of PrimaLoft... Men's Timberland Icon Waterproof Chukkas, Tan, Size 9

Men's Timberland Icon Waterproof...

Blair.com
Timberland
$159.99
Shoes by Timberland. Comes in Wheat, Size 8. 5 M. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of... Men's Timberland Icon Waterproof Chukkas, Tan, Size 8.5

Men's Timberland Icon Waterproof...

Blair.com
Timberland
$159.99
Shoes by Timberland. Comes in Wheat, Size 8 W. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of PrimaLoft... Men's Timberland Icon Waterproof Chukkas, Tan, Size 8 Wide Width

Men's Timberland Icon Waterproof...

Blair.com
Timberland
$159.99
The wynstin introduces a fresh look to your fashion dress style Rockport Men's Wynstin Chukka Chukka Boot, Tobacco, 8 M US

Rockport Men's Wynstin Chukka Chukka...

Amazon.com
Rockport
$77.99
Free Shipping
Casual friday' isn't just for fridays anymore. smart-yet-relaxed attire has been the standard for years now and the marshall collection is designed to complement that look Rockport Men's Marshall Chukka Chukka Boot, Black Leather, 7.5 W US

Rockport Men's Marshall Chukka Chukka...

Amazon.com
Rockport
$96.95
Free Shipping
These are for the guy who appreciates old-school charm and values modern tech that delivers superior comfort. Featuring foot-friendly trutech and eva heel cups, and crafted with... Rockport Men's Karwin Chukka Chukka Boot, black, 11 W US

Rockport Men's Karwin Chukka Chukka...

Amazon.com
Rockport
$130.00
Free Shipping