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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 Mens Chukka Boots

1-27 of 27 results
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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 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 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 Brook Park Chukka Boot (Men's)
Timberland Brook Park Chukka Boot (Men's)
Timberland Brook Park Chukka Boot (Men's)
Timberland Brook Park Chukka Boot (Men's)
New!
Sale
Timberland Brook Park Chukka Boot(
                                      Men's) -
                                     Brown Oiled Nubuck
Timberland Brook Park Chukka Boot(
                                      Men's) -
                                     Dark Brown Suede
Timberland Brook Park Chukka Boot(
                                      Men's) -
                                     Light Tan Suede
$109.95 - $129.95
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This boot features premium nubuck leather upper for comfort and durability. Durable laces with Taslan® nylon fibers for long-lasting wear. ...
Performance day hiker for rugged on- and off-trail use in wet or increment weather. Premium waterproof leather upper. GORE-TEX® membrane. ...
Premium uppers for comfort, durability and long-lasting wear. Cordura® nylon quarter panels provide for rugged durability. A 100% recycled PET ...