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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

Discount Timberland Chukka Boots

Timberland Killington Chukka Boot (Men's)
New!
Sale
Timberland Killington Chukka Boot(Men's) -Black Leather
Sale
$99.95
$125.00 20% off
Timberland Earthkeepers Brook Park Chukka (Men's)
New!
Sale
Timberland Earthkeepers Brook Park Chukka(Men's) -Black Smooth
Sale
Timberland Earthkeepers Brook Park Chukka(Men's) -Red Brown Smooth
Sale
$79.95 - $104.95
$130.00 up to 38% off
Timberland FlyRoam Go Lace Chukka Boot (Women's)
New!
Sale
Timberland FlyRoam Go Lace Chukka Boot(Women's) -Jet Black Escape/Natural Sandune
Sale
Timberland FlyRoam Go Lace Chukka Boot(Women's) -Pure Cashmere Escape/Natural Sandune
Sale
$94.95
$120.00 21% off
Timberland Britton Hill Clean Chukka Boot (Men's)
New!
Sale
Timberland Britton Hill Clean Chukka Boot(Men's) -Black Full Grain Leather
Sale
Timberland Britton Hill Clean Chukka Boot(Men's) -Medium Brown Full Grain Leather
Sale
$129.95
$150.00 13% off
Timberland Classic TBL® Chukka (Men's)
New!
Sale
Timberland Classic TBL® Chukka(Men's) -Wheat Nubuck Leather
Sale
$104.95
$135.00 22% off
Timberland Groveton Leather and Fabric Chukka Boot (Men's)
New!
Sale
Timberland Groveton Leather and Fabric Chukka Boot(Men's) -Wheat Nubuck/Canvas
Sale
$64.95
$80.00 19% off
Timberland Groveton Leather/Fabric Chukka (Men's)
New!
Sale
Timberland Groveton Leather/Fabric Chukka(Men's) -Black Nubuck/Textile
Sale
$55.95
$80.00 30% off
Timberland Premium Chukka (Men's)
New!
Sale
Timberland Premium Chukka(Men's) -Wheat Nubuck
Sale
$89.95
$145.00 38% off
Timberland Carter Notch Plain Toe Waterproof Chukka Boot (Men's)
New!
Sale
Timberland Carter Notch Plain Toe Waterproof Chukka Boot(Men's) -Black Riptide Galloper Full Grain Leather
Sale
$112.00
$140.00 20% off