Best Seller
Cole Haan Men's Watson Chukka II Boot, Mahogany, 12 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 12 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$111.95

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Cole Haan Men's Watson Chukka II Boot, Mahogany, 8 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 8 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$149.99

FREE shipping

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Best Seller
Cole Haan Men's Watson Chukka II Boot, Black, 10.5 M US

Cole Haan Men's Watson Chukka II Boot, Black, 10.5 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$149.95

FREE shipping

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Cole Haan Men's Watson Chukka II Boot, Mahogany, 9 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 9 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$107.36

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Cole Haan Men's Watson Chukka II Boot, Mahogany, 9.5 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 9.5 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$113.80

FREE shipping

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Cole Haan Men's Watson Chukka II Boot, Mahogany, 11 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 11 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$131.42

FREE shipping

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Cole Haan Men's Watson Chukka II Boot, Black, 9 M US

Cole Haan Men's Watson Chukka II Boot, Black, 9 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$149.95

FREE shipping

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Cole Haan Men's Watson Chukka II Boot, Mahogany, 13 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 13 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$116.42

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Cole Haan Men's Watson Chukka II Boot, Mahogany, 8.5 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 8.5 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$124.23

FREE shipping

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Cole Haan Men's Watson Chukka II Boot, Mahogany, 11.5 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 11.5 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$125.61

FREE shipping

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Cole Haan Men's Watson Chukka II Boot, Black, 7 M US

Cole Haan Men's Watson Chukka II Boot, Black, 7 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$149.95

FREE shipping

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Cole Haan Raymond Grand Chukka Boot

Cole Haan Raymond Grand Chukka Boot

Rugged casual chukka style. Premium leather uppers. Leather covered molded footbed for comfort. "Crafted leather midsole. Propietary elements that include: GRAND. Øs chassis shank and grand. Øs energy foam for comfort grandgrip for flexibity and... more

$119.99

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Cole Haan Men's Watson Chukka II Boot, Mahogany, 10.5 M US

Cole Haan Men's Watson Chukka II Boot, Mahogany, 10.5 M US

Elegant chukka in casual leather uppers. Lined in leather and fabric. Innovative molded Grand OS footbed lined in leather for ultimate comfort. Cored out heel cavity filled with signature Grand OS puck for optimal energy return and cushioning. Rubber... more

$122.63

FREE shipping

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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

FREE shipping

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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

$110.00

FREE shipping

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Cole Haan Men's Original Grand Chukka 9.5 Woodbury-Dark Roast

Cole Haan Men's Original Grand Chukka 9.5 Woodbury-Dark Roast

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

$110.00

FREE shipping

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

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

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

$110.00

FREE shipping

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

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

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

$110.00

FREE shipping

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 15 M US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 15 M US

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

$110.00

FREE shipping

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Cole Haan Men's Original Grand Chukka 7.5 Woodbury-Dark Roast

Cole Haan Men's Original Grand Chukka 7.5 Woodbury-Dark Roast

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

$110.00

FREE shipping

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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

$65.61

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Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion Black wp, 8 M US

Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion Black wp, 8 M US

Heritage outdoor inspired chukka style casual boot. more

$112.00

FREE shipping

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Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion Black wp, 11 M US

Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion Black wp, 11 M US

Heritage outdoor inspired chukka style casual boot. more

$126.45

FREE shipping

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Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Dark Brown/Black/Poppy wp, 8 M US

Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Dark Brown/Black/Poppy wp, 8 M US

Heritage outdoor inspired chukka style casual boot. more

$87.92

FREE shipping

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Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Dark Brown/Black/Poppy wp, 13 M US

Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Dark Brown/Black/Poppy wp, 13 M US

Heritage outdoor inspired chukka style casual boot. more

$88.38

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Cole Haan Men's Holland Grand Chukka Boot, Black, 12 M US

Cole Haan Men's Holland Grand Chukka Boot, Black, 12 M US

Forefoot and heel Rubber pods for added traction and durability. Eva midsole for lightweight cushioning and comfort. Leather welt offers crafted detailing. Textile covered sock liner for breathability. Ortholite molded drop in footbed for comfort and... more

$100.00

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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

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

$110.00

FREE shipping

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 11 W US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 11 W US

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

$110.00

FREE shipping

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 8.5 W US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 8.5 W US

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

$110.00

FREE shipping

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Cole Haan Men's Pinch Rugged Chukka Fashion Boot, Black, 11 M US

Cole Haan Men's Pinch Rugged Chukka Fashion Boot, Black, 11 M US

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

$121.95

FREE shipping

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Cole Haan Men's Graydon Chukka Boot, Woodbury, 10.5 M US

Cole Haan Men's Graydon Chukka Boot, Woodbury, 10.5 M US

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

$169.98

FREE shipping

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Cole Haan Men's Nathan Chukka Boot, Khaki, 8 M US

Cole Haan Men's Nathan Chukka Boot, Khaki, 8 M US

Cole Haan nathan chukka. Soft grain leathers or tumbled nubuck uppers for a casual look. Cushioned footbed provides ultimate lightweight cushioning and comfort. Full leather welt for a signature crafted aesthetic. Lug inspired sole provides high... more

$87.45

FREE shipping

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Cole Haan Men's Nathan Chukka Boot, Khaki, 7.5 M US

Cole Haan Men's Nathan Chukka Boot, Khaki, 7.5 M US

Cole Haan nathan chukka. Soft grain leathers or tumbled nubuck uppers for a casual look. Cushioned footbed provides ultimate lightweight cushioning and comfort. Full leather welt for a signature crafted aesthetic. Lug inspired sole provides high... more

$87.47

FREE shipping

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

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

Forefoot and heel Rubber pods for added traction and durability. Eva midsole for lightweight cushioning and comfort. Leather welt offers crafted detailing. Textile covered sock liner for breathability. Ortholite molded drop in footbed for comfort and... more

$100.00

FREE shipping

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Cole Haan Men's Holland Grand Chukka Boot, British Tan, 9 M US

Cole Haan Men's Holland Grand Chukka Boot, British Tan, 9 M US

Forefoot and heel Rubber pods for added traction and durability. Eva midsole for lightweight cushioning and comfort. Leather welt offers crafted detailing. Textile covered sock liner for breathability. Ortholite molded drop in footbed for comfort and... more

$100.00

FREE shipping

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Cole Haan Men's Holland Grand Chukka Boot, British Tan, 9.5 M US

Cole Haan Men's Holland Grand Chukka Boot, British Tan, 9.5 M US

Forefoot and heel Rubber pods for added traction and durability. Eva midsole for lightweight cushioning and comfort. Leather welt offers crafted detailing. Textile covered sock liner for breathability. Ortholite molded drop in footbed for comfort and... more

$100.00

FREE shipping

go to store
Cole Haan Men's Original Grand Chukka Boot, Black/Black, 11 M US

Cole Haan Men's Original Grand Chukka Boot, Black/Black, 11 M US

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

$110.00

FREE shipping

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Cole Haan Men's Original Grand Chukka Boot, Black/Black, 12 M US

Cole Haan Men's Original Grand Chukka Boot, Black/Black, 12 M US

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

$110.00

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Ivory, 10.5 W US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Ivory, 10.5 W US

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

$110.00

FREE shipping

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Cole Haan Men's Original Grand Chukka 11.5 Woodbury-Dark Roast

Cole Haan Men's Original Grand Chukka 11.5 Woodbury-Dark Roast

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

$110.00

FREE shipping

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