Best Seller
Cole Haan Men's Keaton MOC Toe BIT WP II Fashion Boot, Woodbury, 10 Medium US

Cole Haan Men's Keaton MOC Toe BIT WP II Fashion Boot, Woodbury, 10 Medium US

Keaton moc toe bit boot with waterproof leather and suede upper. Rubber lugged outsole. Leather lining. Lace up closure. more

$96.00

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Cole Haan Men's Grantland 6 Inch Lace up Wp Chukka Boot, Woodbury Wp, 7 M US

Cole Haan Men's Grantland 6 Inch Lace up Wp Chukka Boot, Woodbury Wp, 7 M US

Cole haan grantland boot; the intersection of rugged, maine inspired casual boots with grand.os technology. more

$82.18

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Best Seller
Cole Haan Men's Ogden Stitch Chukka II Boot, Black Tumble, 9.5 Medium US

Cole Haan Men's Ogden Stitch Chukka II Boot, Black Tumble, 9.5 Medium US

Always keep the classics close to you with this great chukka that is great for the winter time more

$104.20

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Cole Haan Men's Cranston Chukka Boot, Woodbury Tumble, 13 M US

Cole Haan Men's Cranston Chukka Boot, Woodbury Tumble, 13 M US

Cole haan cranston boot - the intersection of rugged maine inspired casual boots with grand.os technology. more

$280.00

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Cole Haan Men's Cranston Chukka Boot, Castlerock Tumble, 7 M US

Cole Haan Men's Cranston Chukka Boot, Castlerock Tumble, 7 M US

Cole haan cranston boot - the intersection of rugged maine inspired casual boots with grand.os technology. more

$160.33

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Cole Haan Men's Zerogrand Wingtip Boot Fashion, Chestnut Leather/Cobblestone, 10 Medium US

Cole Haan Men's Zerogrand Wingtip Boot Fashion, Chestnut Leather/Cobblestone, 10 Medium US

Zerogrand wingtip boot that is the perfect fit for ultimate comfort. more

$300.00

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Cole Haan Men's Kennedy Wingtip Boot II Fashion, Java, 11 Medium US

Cole Haan Men's Kennedy Wingtip Boot II Fashion, Java, 11 Medium US

The kennedy collection represents the entire array of fashion dress shoes (chelsea, chukka, postman, single monk and wingtip boot. more

$220.00

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Cole Haan Men's Kennedy Wingtip Boot II Fashion, Java, 13 Medium US

Cole Haan Men's Kennedy Wingtip Boot II Fashion, Java, 13 Medium US

The kennedy collection represents the entire array of fashion dress shoes (chelsea, chukka, postman, single monk and wingtip boot. more

$220.00

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Cole Haan Men's Ogden Stitch Chukka II Boot, Dark Brown Grain, 11.5 Medium US

Cole Haan Men's Ogden Stitch Chukka II Boot, Dark Brown Grain, 11.5 Medium US

Always keep the classics close to you with this great chukka that is great for the winter time more

$130.00

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Cole Haan Men's MILLBRIDGE Pull ON Boot WP Fashion Black, 9 Medium US

Cole Haan Men's MILLBRIDGE Pull ON Boot WP Fashion Black, 9 Medium US

Pull on the Millbridge boot just like the firefighters. more

$98.61

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Cole Haan Men's GRANTLAND Chukka WP Boot, Woodbury, 7 Medium US

Cole Haan Men's GRANTLAND Chukka WP Boot, Woodbury, 7 Medium US

Cole Haan grantland boot; the intersection of rugged, maine inspired casual boots with grand.Os technology. more

$102.61

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Cole Haan Men's O. Original Grand MOC Chukka II Boot, Harvest Brown/Black, 7 Medium US

Cole Haan Men's O. Original Grand MOC Chukka II Boot, Harvest Brown/Black, 7 Medium US

A chukka that is built just like a boot with Cole Haan dna. more

$59.56

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Cole Haan Men's GRANTLAND Chukka WP Boot, Java, 8 Medium US

Cole Haan Men's GRANTLAND Chukka WP Boot, Java, 8 Medium US

Cole Haan grantland boot; the intersection of rugged, maine inspired casual boots with grand.Os technology. more

$280.00

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Cole Haan Men's Zerogrand STICHOUT Chukka Boot, Java Leather/Dark Roast, 11.5 Medium US

Cole Haan Men's Zerogrand STICHOUT Chukka Boot, Java Leather/Dark Roast, 11.5 Medium US

Crafted in rich oily leather and featuring stitch out construction that harks back to old-school chukka craftsmanship prevalent among heritage shoemakers, our latest zerogrand reinvention features an extra layer in its EVA midsole for added comfort and... more

$194.04

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Cole Haan Men's Grand Explore All-Terrain OX Hiking Boot, Black Leather/Ironstone/Magnet wp, 13 Medium US

Cole Haan Men's Grand Explore All-Terrain OX Hiking Boot, Black Leather/Ironstone/Magnet wp, 13 Medium US

An all-terrain boot that is waterproof and can face any weather element (rain or shine). more

$219.95

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Cole Haan Men's Original Grand Chukka Boot, Black, 9.5 M US

Cole Haan Men's Original Grand Chukka Boot, Black, 9.5 M US

You need to buy the Original Grand Chukka to complement your Original Grand Shortwing. more

$103.99

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 9.5 M US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 9.5 M US

You need to buy the Original Grand Chukka to complement your Original Grand Shortwing. more

$122.14

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Cole Haan Men's Original Grand Chukka Boot, Black, 9 M US

Cole Haan Men's Original Grand Chukka Boot, Black, 9 M US

You need to buy the Original Grand Chukka to complement your Original Grand Shortwing. more

$179.99

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Ivory, 14 M US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Ivory, 14 M US

You need to buy the Original Grand Chukka to complement your Original Grand Shortwing. more

$180.00

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Cole Haan Men's Original Grand Chukka Boot Black, 8 W US

Cole Haan Men's Original Grand Chukka Boot Black, 8 W US

You need to buy the Original Grand Chukka to complement your Original Grand Shortwing. more

$179.99

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Ivory, 9 W US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Ivory, 9 W US

You need to buy the Original Grand Chukka to complement your Original Grand Shortwing. more

$179.99

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 7.5 M US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 7.5 M US

You need to buy the Original Grand Chukka to complement your Original Grand Shortwing. more

$178.99

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Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 7 M US

Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 7 M US

A low profile rugged outsole that keeps your foot close to the ground using our proprietary elements of our grand.Os technology. more

$127.99

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Cole Haan Men's Bernard Chelsea Boot, Woodbury/Black, 9 M US

Cole Haan Men's Bernard Chelsea Boot, Woodbury/Black, 9 M US

You just can not beat the price on the bernard using Cole Haan grand.Os technology in the footbed plus a signature puck for optimal energy return and cushioning. more

$139.99

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Cole Haan Men's Bernard Chelsea Boot, Woodbury/Black, 11.5 M US

Cole Haan Men's Bernard Chelsea Boot, Woodbury/Black, 11.5 M US

You just can not beat the price on the bernard using Cole Haan grand.Os technology in the footbed plus a signature puck for optimal energy return and cushioning. more

$137.63

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Cole Haan Men's Kennedy Grand Chelsea Waterproof Boot, Dogwood Nubuck wp, 8.5 M US

Cole Haan Men's Kennedy Grand Chelsea Waterproof Boot, Dogwood Nubuck wp, 8.5 M US

The kennedy collection represents the entire array of fashion dress shoes (chelsea, chukka, postman, single monk and wingtip boot) plus now waterproof. more

$118.97

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Cole Haan Men's Pinch Rugged Chukka Fashion Boot, camo Canvas/After Dark, 10.5 M US

Cole Haan Men's Pinch Rugged Chukka Fashion Boot, camo Canvas/After Dark, 10.5 M US

A saw like rugged outsole that is very appealing to the eye when walking down the street. more

$89.93

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Cole Haan Men's 2.Zerogrand Chukka Boot, Black Walnut/Magnet, 9 M US

Cole Haan Men's 2.Zerogrand Chukka Boot, Black Walnut/Magnet, 9 M US

Forging a path in inclement weather just got a whole lot easier with Cole Haan next-generation 2.Zerøgrand chukka. This winter-ready boot offers a remarkably innovative upgrade on tradition and seamlessly integrates craftsmanship with athletic... more

$249.95

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Cole Haan Men's Kennedy Grand Chelsea Waterproof Boot, Black wp, 10.5 M US

Cole Haan Men's Kennedy Grand Chelsea Waterproof Boot, Black wp, 10.5 M US

The kennedy collection represents the entire array of fashion dress shoes (chelsea, chukka, postman, single monk and wingtip boot) plus now waterproof. more

$118.99

FREE shipping

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Cole Haan Men's Kennedy Grand Chukka Waterproof Boot, Woodbury wp, 11.5 M US

Cole Haan Men's Kennedy Grand Chukka Waterproof Boot, Woodbury wp, 11.5 M US

The kennedy collection represents the entire array of fashion dress shoes (chelsea, chukka, postman, single monk and wingtip boot) plus now waterproof. more

$132.97

FREE shipping

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Cole Haan Men's Kennedy Grand Chukka Waterproof Boot, Woodbury wp, 9.5 M US

Cole Haan Men's Kennedy Grand Chukka Waterproof Boot, Woodbury wp, 9.5 M US

The kennedy collection represents the entire array of fashion dress shoes (chelsea, chukka, postman, single monk and wingtip boot) plus now waterproof. more

$126.93

FREE shipping

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Cole Haan Men's 2.Zerogrand Stitchlite Chukka Water Resistant Boot, Blueberry wr/Dove, 12 M US

Cole Haan Men's 2.Zerogrand Stitchlite Chukka Water Resistant Boot, Blueberry wr/Dove, 12 M US

Forging a path in inclement weather just got a whole lot easier with Cole Haan next-generation 2.Zerøgrand chukka. The knit material is lightweight and water resistant to deal with rain, snow and sleet but easliy can be worn during the warm months as... more

$225.00

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Cole Haan Men's Kennedy Grand Chukka Waterproof Boot, Black wp, 8 M US

Cole Haan Men's Kennedy Grand Chukka Waterproof Boot, Black wp, 8 M US

The kennedy collection represents the entire array of fashion dress shoes (chelsea, chukka, postman, single monk and wingtip boot) plus now waterproof. more

$132.97

FREE shipping

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Cole Haan Men's Pinch Rugged Chukka Fashion Boot, Tortoise Shell/After Dark, 12 M US

Cole Haan Men's Pinch Rugged Chukka Fashion Boot, Tortoise Shell/After Dark, 12 M US

A saw like rugged outsole that is very appealing to the eye when walking down the street. more

$129.60

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Cole Haan Men's 2.Zerogrand Stitchlite Chukka Water Resistant Boot, ch Habana Heathered/Brazilian Sand, 9 M US

Cole Haan Men's 2.Zerogrand Stitchlite Chukka Water Resistant Boot, ch Habana Heathered/Brazilian Sand, 9 M US

Forging a path in inclement weather just got a whole lot easier with Cole Haan next-generation 2.Zerøgrand chukka. The knit material is lightweight and water resistant to deal with rain, snow and sleet but easliy can be worn during the warm months as... more

$250.00

FREE shipping

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Cole Haan Men's Pinch Rugged Chukka Fashion Boot, Tortoise Shell/After Dark, 7 M US

Cole Haan Men's Pinch Rugged Chukka Fashion Boot, Tortoise Shell/After Dark, 7 M US

A saw like rugged outsole that is very appealing to the eye when walking down the street. more

$144.00

FREE shipping

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Cole Haan Men's Pinch Rugged Chukka Fashion Boot Black, 9.5 M US

Cole Haan Men's Pinch Rugged Chukka Fashion Boot Black, 9.5 M US

A saw like rugged outsole that is very appealing to the eye when walking down the street. more

$79.19

FREE shipping

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Cole Haan Men's Zerogrand Rugged Chukka Boot, Hickory/Goblin Blue/Gum, 10 M US

Cole Haan Men's Zerogrand Rugged Chukka Boot, Hickory/Goblin Blue/Gum, 10 M US

A rugged chukka that has our iconic zerogrand outsole. more

$118.97

FREE shipping

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Cole Haan Men's Zerogrand Rugged Chukka Boot, Hickory/Goblin Blue/Gum, 11.5 M US

Cole Haan Men's Zerogrand Rugged Chukka Boot, Hickory/Goblin Blue/Gum, 11.5 M US

A rugged chukka that has our iconic zerogrand outsole. more

$118.97

FREE shipping

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Cole Haan Men's Zerogrand Rugged Chukka Boot, Hickory/Goblin Blue/Gum, 7.5 M US

Cole Haan Men's Zerogrand Rugged Chukka Boot, Hickory/Goblin Blue/Gum, 7.5 M US

A rugged chukka that has our iconic zerogrand outsole. more

$118.97

FREE shipping

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