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MEN’S CHUKKAS

Men’s chukka boots have been in style for more than a century, starting as desert boots and evolving throughout the 1900s into much more than just standard men’s leather boots. Their distinctive mid height and versatility in material and style makes our chukkas some of our most popular footwear styles.

Black Harness Full-Grain
Tan Harness Full-Grain
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$140.00
Wheat Nubuck
Black Nubuck
Brown Full-Grain
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$120.00
Black Full-Grain/Mesh
Dark Green Full-Green/Mesh
Grey Full-Grain/Mesh
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$120.00
Brown Full-Grain/Mesh
Black Full-Grain/Mesh
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$125.00
GORE-TEX®
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$140.00
Tan Harness Full-Grain
Black Harness Full-Grain
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$140.00
Black Full-Grain/Mesh
Light Taupe Full-Grain/Mesh
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EXTRA 30% OFF- IN CART
$130.00 $89.99
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EXTRA 30% OFF- IN CART
$190.00 $169.99
Light Brown Nubuck
Black Full-Grain
Black Nubuck
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EXTRA 30% OFF- IN CART
$125.00 $99.99
Dark Brown Full-Grain
Dark Grey Full-Grain
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EXTRA 30% OFF- IN CART
$210.00 $169.99
Light Taupe Nubuck
Black Full-Grain
Brown Nubuck
Brown Full-Grain
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EXTRA 30% OFF- IN CART
$160.00 $119.99
Black Full-Grain
Grey Nubuck
Black Nubuck
Navy Suede
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EXTRA 30% OFF- IN CART
$140.00 $99.99
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EXTRA 30% OFF- IN CART
$125.00 $114.99
Black Full-Grain
Black Nubuck
Light Brown Nubuck
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EXTRA 30% OFF- IN CART
$125.00 $99.99
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EXTRA 30% OFF- IN CART
$300.00 $269.99
Navy Nubuck/Cordura® Canvas
Black Nubuck/Cordura® Canvas
Black Nubuck/Cordura® Canvas
Red Nubuck/Cordura® Canvas
Wheat Nubuck/Cordura® Canvas
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EXTRA 30% OFF- IN CART
$90.00 $79.99
Black Nubuck/Cordura® Canvas
Navy Nubuck/Cordura® Canvas
Black Nubuck/Cordura® Canvas
Red Nubuck/Cordura® Canvas
Wheat Nubuck/Cordura® Canvas
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$80.00
Burgundy Nubuck
Black Nubuck
Light Tan Nubuck
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EXTRA 30% OFF- IN CART
$130.00 $109.99
Black Nubuck/Canvas
Grey Nubuck/Canvas
Wheat Nubuck
Grey Nubuck/Cordura® Canvas
Green Nubuck/Cordura® Canvas
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$80.00
Light Brown Nubuck
Green Nubuck
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EXTRA 30% OFF- IN CART
$110.00 $99.99
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$125.00
Dark Green Full-Green/Mesh
Black Full-Grain/Mesh
Grey Full-Grain/Mesh
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$120.00
Black Nubuck
Black Full-Grain
Light Brown Nubuck
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EXTRA 30% OFF- IN CART
$125.00 $99.99
Dark Grey Full-Grain
Dark Brown Full-Grain
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EXTRA 30% OFF- IN CART
$210.00 $169.99
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MEN'S CHUKKA BOOTS

Timberland® men's chukkas have become some of our most popular footwear. Try a pair of our men's chukka boots for the ultimate smooth ride and a modern look that blends athletic styling with heritage details. Versatility comes standard: Our Timberland® chukka boots work for everything from casual Fridays to date nights.

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