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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.

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Black Full-Grain
Dark Brown Full-Grain
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$150.00
Dark Brown Full-Grain
Black Full-Grain
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$160.00
Black Harness Full-Grain
Tan Harness Full-Grain
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$140.00
Tan Harness Full-Grain
Black Harness Full-Grain
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$140.00
Brown Full-Grain/Mesh
Black Full-Grain/Mesh
Dark Brown Nubuck
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$125.00
Black Nubuck/Canvas
Olive Green Nubuck/Canvas
Beige Nubuck/Canvas
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$120.00
GORE-TEX®
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$140.00
Wheat Nubuck
Black Full-Grain
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$125.00 $99.99

20% off

Black Nubuck/Cordura® Canvas
Navy Nubuck
Black Nubuck/Cordura® Canvas
Medium Grey Nubuck
Wheat Nubuck/Cordura® Canvas
Black Nubuck/Cordura® Canvas
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$80.00
Olive Full-Grain
Brown Full-Grain
Wheat Full-Grain
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$140.00
Wheat Nubuck
Black Nubuck
Brown Full-Grain
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$120.00
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$180.00
Navy Nubuck
Dark Grey Nubuck
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$130.00
Dark Brown Full-Grain
Black Full-Grain
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$130.00 $99.99

23% off

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$140.00
Dark Green Full-Grain
Brown Full-Grain
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$120.00
Brown Full-Grain
Dark Green Full-Grain
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$120.00
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$120.00
Green Full-Grain
Brown Nubuck
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$180.00
Brown Nubuck
Green Full-Grain
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$180.00
Brown Full-Grain
Olive Full-Grain
Wheat Full-Grain
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$140.00
Black Nubuck/Cordura® Canvas
Navy Nubuck
Black Nubuck/Cordura® Canvas
Medium Grey Nubuck
Wheat Nubuck/Cordura® Canvas
Black Nubuck/Cordura® Canvas
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$80.00
Wheat Nubuck
Dark Brown Full-Grain
GORE-TEX®
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$160.00
Wheat Full-Grain
Olive Full-Grain
Brown Full-Grain
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$140.00
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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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