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Timberland rightfully has earned a rock-solid reputation for boots, shoes and other premium products with a refined sense of rugged. Pioneers in the...

Timberland

Timberland Chukka Boots

1-29 of 29 results
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Timberland Earthkeepers Brook Park Chukka (Men's)
Timberland Earthkeepers Brook Park Chukka (Men's)
Timberland Earthkeepers Brook Park Chukka (Men's)
Timberland Earthkeepers Brook Park Chukka (Men's)
New!
Sale
Timberland Earthkeepers Brook Park Chukka(
Men's) -
Black Smooth
Timberland Earthkeepers Brook Park Chukka(
Men's) -
Brown Smooth
Timberland Earthkeepers Brook Park Chukka(
Men's) -
Red Brown Smooth
Sale
$104.95 - $129.95
$130.00 up to 19% off
Timberland Britton Hill Waterproof Chukka Boot (Men's)
Timberland Britton Hill Waterproof Chukka Boot (Men's)
Timberland Britton Hill Waterproof Chukka Boot (Men's)
New!
Sale
Timberland Britton Hill Waterproof Chukka Boot(
Men's) -
Black Quartz with Buttersoft
Sale
Timberland Britton Hill Waterproof Chukka Boot(
Men's) -
Chestnut Quartz with Buttersoft
Sale
$140.95
$180.00 22% off
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
New!
Sale
Timberland Amherst Chukka Boot(
Men's) -
Brown Canvas
Timberland Amherst Chukka Boot(
Men's) -
Navy Canvas
Timberland Amherst Chukka Boot(
Men's) -
Teak Canvas
$99.95
Timberland Grantly Chukka Boot (Men's)
Timberland Grantly Chukka Boot (Men's)
Timberland Grantly Chukka Boot (Men's)
Timberland Grantly Chukka Boot (Men's)
New!
Sale
Timberland Grantly Chukka Boot(
Men's) -
Black Full Grain Leather/Suede
Timberland Grantly Chukka Boot(
Men's) -
Brown Full Grain Leather/Suede
Timberland Grantly Chukka Boot(
Men's) -
Dark Brown Full Grain Leather/Suede
$139.95
Timberland Classic TBLŪ Chukka (Men's)
Timberland Classic TBLŪ Chukka (Men's)
New!
Sale
Timberland Classic TBLŪ Chukka(
Men's) -
Wheat Nubuck Leather
Sale
$104.95
$135.00 22% off
Timberland Premium Chukka (Men's)
Timberland Premium Chukka (Men's)
New!
Sale
Timberland Premium Chukka(
Men's) -
Wheat Nubuck
Sale
$134.95
$145.00 7% off
Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
New!
Sale
Timberland Earthkeepers City Lite Waterproof Chukka(
Men's) -
Black Smooth Leather
Sale
Timberland Earthkeepers City Lite Waterproof Chukka(
Men's) -
Brown Oiled Nubuck
Sale
$94.95
$120.00 21% off
Timberland Earthkeepers Tremont Chukka (Men's)
Timberland Earthkeepers Tremont Chukka (Men's)
New!
Sale
Timberland Earthkeepers Tremont Chukka(
Men's) -
Dark Brown Oiled
Sale
$99.95
$125.00 20% off
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