Best Seller
Cole Haan Men's Graydon Chukka Boot, Woodbury, 8.5 M US

Cole Haan Men's Graydon Chukka Boot, Woodbury, 8.5 M US

Cole haan graydon chukka, the fusion of casual style with engineered technology to deliver fashionable comfort. more

$120.09

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Ivory, 7 M US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Ivory, 7 M US

Original grand chukka is not your average boot by any measure with its rich colors and progressive design which can be hooked up with jeans for a night on the town. grand.os technology provides a comfortable fit for any type of adventure. more

$167.99

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Best Seller
Cole Haan Men's Cranston Chukka Boot, Woodbury Tumble, 11.5 M US

Cole Haan Men's Cranston Chukka Boot, Woodbury Tumble, 11.5 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 Watson Grand.OS Tan Chukka Boots

Cole Haan Watson Grand.OS Tan Chukka Boots

The Watson is a stylish and durable chukka boot from Cole Haan. This fine boot features a soft and thick leather upper padded suede ankle and a padded insole for all-day comfort. more

$159.99

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Cole Haan Woodbury Chukka Boots

Cole Haan Woodbury Chukka Boots

These classic chukka boots have an updated rubber outsole and a buttery soft genuine leather upper. more

$179.99

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Cole Haan Woodbury Chukka Boots

Cole Haan Woodbury Chukka Boots

These classic chukka boots have an updated rubber outsole and a buttery soft genuine leather upper. more

$179.99

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Cole Haan Men's Cranston Chukka Boot, Chestnut Tumble, 12 M US

Cole Haan Men's Cranston Chukka Boot, Chestnut Tumble, 12 M US

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

$236.04

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Cole Haan Men's Kennedy Grand Chukka II Boot, Black, 7 Medium US

Cole Haan Men's Kennedy Grand Chukka II Boot, Black, 7 Medium US

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

$170.00

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Cole Haan Men's Kennedy Grand Chukka II Boot, Black, 13 Medium US

Cole Haan Men's Kennedy Grand Chukka II Boot, Black, 13 Medium US

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

$170.00

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Cole Haan Men's Original Grand Chukka Boot, Black Rubber, 12 Medium US

Cole Haan Men's Original Grand Chukka Boot, Black Rubber, 12 Medium US

Original grand chukka is not your average boot by any measure with its rich colors and progressive design which can be hooked up with jeans for a night on the town. Grand.Os technology provides a comfortable fit for any type of adventure. more

$180.00

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Cole Haan Men's GRANTLAND Plain Toe LACE UP WP Fashion Boot, Black, 11 Medium US

Cole Haan Men's GRANTLAND Plain Toe LACE UP WP Fashion Boot, Black, 11 Medium US

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

$250.00

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Cole Haan Men's GRANTLAND 2-Gore Chelsea WP Boot, Dark Roast Leather, 8.5 Medium US

Cole Haan Men's GRANTLAND 2-Gore Chelsea WP Boot, Dark Roast Leather, 8.5 Medium US

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

$240.00

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Cole Haan Men's O. Original Grand MOC Chukka II Boot, Java/Black, 7.5 Medium US

Cole Haan Men's O. Original Grand MOC Chukka II Boot, Java/Black, 7.5 Medium US

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

$190.00

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

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 9.5 W 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 Ripley Grand Chukka Boot Fashion, Black, 12 M US

Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 12 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

$113.99

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Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 10 M US

Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 10 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

$112.99

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

Cole Haan Men's Bernard Chelsea Boot 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

$139.99

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Cole Haan Men's Nantucket Rugged Plain Boot Fashion, British tan, 10.5 M US

Cole Haan Men's Nantucket Rugged Plain Boot Fashion, British tan, 10.5 M US

A rugged boot that has our iconic zerogrand outsole. more

$139.99

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Cole Haan Men's Zerogrand Rugged Chukka Boot, Magnet/Ivory, 9.5 M US

Cole Haan Men's Zerogrand Rugged Chukka Boot, Magnet/Ivory, 9.5 M US

A rugged chukka that has our iconic zerogrand outsole. more

$164.99

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Cole Haan Men's Zerogrand Rugged Chukka Boot, Magnet/Ivory, 13 M US

Cole Haan Men's Zerogrand Rugged Chukka Boot, Magnet/Ivory, 13 M US

A rugged chukka that has our iconic zerogrand outsole. more

$164.99

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Cole Haan Men's Pinch Utility Chelsea Boot Water Proof Fashion, Black/Hazel wp, 9 M US

Cole Haan Men's Pinch Utility Chelsea Boot Water Proof Fashion, Black/Hazel wp, 9 M US

Heritage outdoor inspired chelsea style casual boot. more

$200.00

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Cole Haan Men's Pinch Utility Chelsea Boot Water Proof Fashion Brown/Dark Gum, 8 M US

Cole Haan Men's Pinch Utility Chelsea Boot Water Proof Fashion Brown/Dark Gum, 8 M US

Heritage outdoor inspired chelsea style casual boot. more

$200.00

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Cole Haan Men's Zerogrand Hiker Fashion Boot, Magenta Leather wr/Barbados Cherry/Black, 11 M US

Cole Haan Men's Zerogrand Hiker Fashion Boot, Magenta Leather wr/Barbados Cherry/Black, 11 M US

This hiker hooks up with jeans and can be used in the snow. more

$300.00

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Cole Haan Men's Zerogrand Hiker Fashion Boot, Magenta Leather wr/Barbados Cherry/Black, 8 M US

Cole Haan Men's Zerogrand Hiker Fashion Boot, Magenta Leather wr/Barbados Cherry/Black, 8 M US

This hiker hooks up with jeans and can be used in the snow. more

$300.00

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Cole Haan Men's Zerogrand Hiker Fashion Boot, Magenta Leather wr/Barbados Cherry/Black, 7.5 M US

Cole Haan Men's Zerogrand Hiker Fashion Boot, Magenta Leather wr/Barbados Cherry/Black, 7.5 M US

This hiker hooks up with jeans and can be used in the snow. more

$300.00

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Cole Haan Men's Zerogrand Stitchlite Chukka Boot, Marine Blue Wool, 9.5 M US

Cole Haan Men's Zerogrand Stitchlite Chukka Boot, Marine Blue Wool, 9.5 M US

Introducing the lightest and most flexible shoe Cole Haan has ever created. Our legacy of craftsmanship and reputation for innovation come together in a striking new brogue that reconsiders mass, make and motion. Functional brogue detailing decreases... more

$200.00

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Cole Haan Men's Zerogrand Stitchlite Chukka Boot, Marine Blue Wool, 8.5 M US

Cole Haan Men's Zerogrand Stitchlite Chukka Boot, Marine Blue Wool, 8.5 M US

Introducing the lightest and most flexible shoe Cole Haan has ever created. Our legacy of craftsmanship and reputation for innovation come together in a striking new brogue that reconsiders mass, make and motion. Functional brogue detailing decreases... more

$200.00

FREE shipping

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Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Dark Brown/Black/Poppy wp, 8.5 M US

Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Dark Brown/Black/Poppy wp, 8.5 M US

Heritage outdoor inspired chukka style casual boot. more

$200.00

FREE shipping

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Cole Haan Men's Bernard Zip Boot Fashion, Dark Roast/Black, 12 M US

Cole Haan Men's Bernard Zip Boot Fashion, Dark Roast/Black, 12 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

$159.99

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Cole Haan Men's Ogden Stitch II Chukka Boot, Driftwood Suede, 13 Medium US

Cole Haan Men's Ogden Stitch II Chukka Boot, Driftwood Suede, 13 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 Orson Chukka Boot,Milkshake,10 M US

Cole Haan Men's Orson Chukka Boot,Milkshake,10 M US

Lace up front with blind eyelets. Chukka boot silhouette. Leather and synthetic lining. Synthetic insole. Durable man-made outsole. more

$188.00

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Cole Haan Men's Ogden Stitch Chukka II Boot, Black Tumble, 11 Medium US

Cole Haan Men's Ogden Stitch Chukka II Boot, Black Tumble, 11 Medium US

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

$119.99

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Cole Haan Men's Grand Tour Chukka Boot, Desert Taupe Suede/Ivory, 10.5 M US

Cole Haan Men's Grand Tour Chukka Boot, Desert Taupe Suede/Ivory, 10.5 M US

Cole haan grand tour - the fusion of style and engineering for enhanced comfort for your casual to dress needs. more

$170.00

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Cole Haan Men's Graydon Chukka Boot, Harvest Brown, 8.5 M US

Cole Haan Men's Graydon Chukka Boot, Harvest Brown, 8.5 M US

Cole haan graydon chukka, the fusion of casual style with engineered technology to deliver fashionable comfort. more

$153.45

FREE shipping

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Cole Haan Men's Kennedy Grand Chukka II Boot, Black, 8.5 Medium US

Cole Haan Men's Kennedy Grand Chukka II Boot, Black, 8.5 Medium US

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

$170.00

FREE shipping

go to store
Cole Haan Men's GRANTLAND Chukka WP Boot, Java, 10.5 Medium US

Cole Haan Men's GRANTLAND Chukka WP Boot, Java, 10.5 Medium US

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

$192.99

FREE shipping

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Cole Haan Men's Kennedy Grand Chukka II Boot, Mahogany, 9.5 Medium US

Cole Haan Men's Kennedy Grand Chukka II Boot, Mahogany, 9.5 Medium US

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

$170.00

FREE shipping

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Cole Haan Men's Grand Tour Chukka Boot, Midnight Grey Suede/Magnet, 7 Medium US

Cole Haan Men's Grand Tour Chukka Boot, Midnight Grey Suede/Magnet, 7 Medium US

Cole Haan grand tour - the fusion of style and engineering for enhanced comfort for your casual to dress needs. more

$120.00

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Cole Haan Men's Keaton Moc Toe Bit WP II Fashion Boot, Woodbury WP, 7.5 Medium US

Cole Haan Men's Keaton Moc Toe Bit WP II Fashion Boot, Woodbury WP, 7.5 Medium US

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

$200.00

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Cole Haan Men's Grand Explore All-Terrain OX Hiking Boot, Black Leather/Ironstone/Magnet wp, 10 Medium US

Cole Haan Men's Grand Explore All-Terrain OX Hiking Boot, Black Leather/Ironstone/Magnet wp, 10 Medium US

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

$250.00

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