Skip to main content
[ES_CATEGORY_TOP_HERO]

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.

Back To Top
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$125.00
Dark Brown Full-Grain
Black Full-Grain
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$160.00
Black Harness Full-Grain
Tan Harness Full-Grain
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$140.00
Tan Harness Full-Grain
Black Harness Full-Grain
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$140.00
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$125.00
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$140.00 $119.99

14% off

[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$180.00 $139.99

22% off

[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$130.00 $99.99

23% off

[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$140.00 $109.99

21% off

Dark Grey Suede
Dark Brown Suede
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$120.00 $99.99

17% off

Dark Brown Suede
Dark Grey Suede
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$120.00 $99.99

17% off

Dark Green Suede
Dark Brown Full-Grain
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$150.00
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$150.00
Dark Green Full-Green/Mesh
Burgundy Full-Grain/Mesh
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$120.00 $89.99

25% off

Black Full-Grain
Dark Brown Full-Grain
GORE-TEX®
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$160.00
Medium Brown Nubuck
Black Nubuck
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$160.00 $119.99

25% off

[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$150.00 $119.99

20% off

[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$125.00 $99.99

20% off

Black Smooth
Wheat Nubuck
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$135.00
Wheat Nubuck
Black Smooth
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$135.00
GORE-TEX®
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$155.00
[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
EXTRA 25% OFF- IN CART
$125.00 $99.99

20% off

[ES_PRODUCT_GRID_PROMOTION_MESSAGE]
$80.00
Load More
[ES_PRODUCT_GRID_SPLIT_RECOMMENDATION_1]

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.

[ES_PRODUCT_GRID_SPLIT_RECOMMENDATION_2]
[ES_FOOTER_CONTENT_3]