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Men's Boots

The new chukka boot: refine your style.

Fresh details modernize the classic chukka: oiled leather and tire-tread soles or soft suede with sneaker styling.

SHOP: CHUKKA BOOTS

Men's Boots

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Timberland 'Wodehouse Lost History' Boot (Men)
Timberland 'Wodehouse Lost History' Boot (Men)
Timberland Earthkeepers® Side Zip Boot
Timberland Earthkeepers® Side Zip Boot
Timberland 'Brook Park' Chukka Boot (Men)
Timberland 'Brook Park' Chukka Boot (Men)
Timberland Earthkeepers® 'Originals' Boot (Men)
Timberland Earthkeepers® 'Originals' Boot (Men)
Timberland Earthkeepers® 'Britton Hill' Cap Toe Chukka Boot (Men)
Timberland Earthkeepers® 'Britton Hill' Cap Toe Chukka Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Timberland 'Newport Bay' Chukka Boot (Men)
Timberland 'Newport Bay' Chukka Boot (Men)
Timberland 'Thorton' Waterproof Hiking Boot (Men)
Timberland 'Thorton' Waterproof Hiking Boot (Men)
Price MatchedTimberland 'Thorton' Waterproof Hiking Boot (Men)Was: $150.00Now: $91.9035% OFF
Timberland 'Britton Hill' Waterproof Boot (Men)
Timberland 'Britton Hill' Waterproof Boot (Men)
Timberland 'Britton Hill' Waterproof Boot (Men)Was: $190.00Now: $113.9840% OFF
Timberland 'Thorton' Waterproof Hiking Boot (Men)
Timberland 'Thorton' Waterproof Hiking Boot (Men)
Price MatchedTimberland 'Thorton' Waterproof Hiking Boot (Men)Was: $150.00Now: $109.9025% OFF
Timberland 'Jefferson Summit' Waterproof Hiking Boot (Men)
Timberland 'Jefferson Summit' Waterproof Hiking Boot (Men)
Price MatchedTimberland 'Jefferson Summit' Waterproof Hiking Boot (Men)Was: $160.00Now: $111.9530% OFF
Timberland 'Premium' Waterproof Boot (Men)
Timberland 'Premium' Waterproof Boot (Men)
Timberland 'Premium Tone on Tone' Waterproof Boot (Men)
Timberland 'Premium Tone on Tone' Waterproof Boot (Men)
Timberland 'Chestnut Ridge' Insulated Lace-Up Waterproof Boot (Men)
Timberland 'Chestnut Ridge' Insulated Lace-Up Waterproof Boot (Men)
Timberland 'Brookpark' Chukka Boot (Men)
Timberland 'Brookpark' Chukka Boot (Men)
Timberland 'Westhaven' Cap Toe Boot (Men)
Timberland 'Westhaven' Cap Toe Boot (Men)
Timberland 'Westhaven 6' Side Zip Boot (Men)
Timberland 'Westhaven 6' Side Zip Boot (Men)
Timberland 'Monochromatic' Waterproof Plain Toe Boot (Men)
Timberland 'Monochromatic' Waterproof Plain Toe Boot (Men)
Timberland Earthkeepers® 'Groveton' Chukka Sneaker (Men) (Online Only)
Timberland Earthkeepers® 'Groveton' Chukka Sneaker (Men) (Online Only)
Timberland 'Chestnut Ridge' Insulated Lace-Up Waterproof Boot (Men)
Timberland 'Chestnut Ridge' Insulated Lace-Up Waterproof Boot (Men)
Timberland 'Schazzberg' Insulated Waterproof Boot (Men)
Timberland 'Schazzberg' Insulated Waterproof Boot (Men)
Timberland 'Schazzberg' Insulated Waterproof Boot (Men)
Timberland 'Schazzberg' Insulated Waterproof Boot (Men)
Timberland 'Chillberg' Waterproof Boot (Men)
Timberland 'Chillberg' Waterproof Boot (Men)
Timberland Pull-On Boot (Men)
Timberland Pull-On Boot (Men)
Timberland Roll Top Waterproof Boot (Men)
Timberland Roll Top Waterproof Boot (Men)
Timberland Earthkeepers® 'Chestnut Ridge' Apron Toe Boot (Men)
Timberland Earthkeepers® 'Chestnut Ridge' Apron Toe Boot (Men)
Timberland 'Premium' Round Toe Boot (Men)
Timberland 'Premium' Round Toe Boot (Men)
Timberland Earthkeepers® 'Brookpark' Leather Chukka Boot (Men)
Timberland Earthkeepers® 'Brookpark' Leather Chukka Boot (Men)
Timberland 'Gorham Low' Waterproof Hiking Shoe (Men)
Timberland 'Gorham Low' Waterproof Hiking Shoe (Men)
Timberland Boot Company 'Wodehouse' Cap Toe Boot (Men) (Online Only)
Timberland Boot Company 'Wodehouse' Cap Toe Boot (Men) (Online Only)
Timberland 'Coulter Collection' Leather Pull-On Boot (Men)
Timberland 'Coulter Collection' Leather Pull-On Boot (Men)

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