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Cole Haan Men's Ridley Chukka, Black Suede, 11 M US

Cole Haan Men's Ridley Chukka, Black Suede, 11 M US

Chukka-reminiscent high-top sneaker in suede with wrap-around midsole more

$155.60

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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

Premium leather uppers. EVA Footbed with leather sock lining. Leather welt. Rubber lugged outsole. Waterproof construction. more

$273.86

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Best Seller
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

Chukka boot in leather uppers. EVA midsole with rubber outsole. Cushioned with Grand.OS technology for the ultimate in comfort, flexibility and lightness of weight. more

$99.29

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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

Chukka boot in leather uppers. EVA midsole with rubber outsole. Cushioned with Grand.OS technology for the ultimate in comfort, flexibility and lightness of weight. more

$96.93

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Cole Haan Men's Ripley Grand Chukka Boot Fashion, Cognac, 10.5 M US

Cole Haan Men's Ripley Grand Chukka Boot Fashion, Cognac, 10.5 M US

*Rugged casual chukka style. * Premium leather uppers. Leather covered molded footbed for comfort. Crafted leather midsole. Propietary elements that include:GRAND . OS Chassis Shank and GRAND . OS Energy foam for comfort GrandGrip for flexibity and... more

$161.19

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

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

Heritage outdoor inspired chukka style casual boot Waterproof construction and leathers. Signature plaid lining. Convenient heel tab for easy entry. Rubber outsole for traction and durability. more

$166.82

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

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

Heritage outdoor inspired chukka style casual boot Waterproof construction and leathers. Signature plaid lining. Convenient heel tab for easy entry. Rubber outsole for traction and durability. more

$112.10

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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 Waterproof construction and leathers. Signature plaid lining. Convenient heel tab for easy entry. Rubber outsole for traction and durability. more

$177.75

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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 Waterproof construction and leathers. Signature plaid lining. Convenient heel tab for easy entry. Rubber outsole for traction and durability. more

$88.38

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Cole Haan Men's Wagner Grand Apron Chukka Waterproof Boot, Mesquite Wp, 8.5 M US

Cole Haan Men's Wagner Grand Apron Chukka Waterproof Boot, Mesquite Wp, 8.5 M US

Classic dress chukka lace boot Waterproof Leather covered mold footbed for additional comfort more

$230.99

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Cole Haan Men's Ripley Grand Chukka Boot, Brown, 11 M US

Cole Haan Men's Ripley Grand Chukka Boot, Brown, 11 M US

Rugged casual chukka style Premium leather uppers Leather covered molded footbed for comfort. Crafted Leather midsole more

$106.00

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Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 7.5 M US

Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 7.5 M US

Classic chukka pattern on a sport inspired outsole with rich leather or suede uppers Textile covered foot bed for comfort and breathability Rubber pods in the heel and forefoot for traction Lightweight EVA midsole cushioned with Grand OS for ultimate... more

$125.99

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Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 11.0 M US

Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 11.0 M US

Classic chukka pattern on a sport inspired outsole with rich leather or suede uppers Textile covered foot bed for comfort and breathability Rubber pods in the heel and forefoot for traction Lightweight EVA midsole cushioned with Grand OS for ultimate... more

$125.99

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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 more

$132.32

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Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 7.0 M US

Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 7.0 M US

Classic chukka pattern on a sport inspired outsole with rich leather or suede uppers Textile covered foot bed for comfort and breathability Rubber pods in the heel and forefoot for traction Lightweight EVA midsole cushioned with Grand OS for ultimate... more

$65.72

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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 more

$80.00

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Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 11.5 M US

Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 11.5 M US

Rugged casual chukka style Premium leather uppers Leather covered molded footbed for comfort. Crafted Leather midsole more

$194.91

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Cole Haan Men's Grand Plus Essex Wedge Chukka Boot, Light Coffee, 8.5 M US

Cole Haan Men's Grand Plus Essex Wedge Chukka Boot, Light Coffee, 8.5 M US

Casual chukka in leather, suede or nubuck uppers Eva midsole with rubber pod on the heel for improved traction and energy return Cushioned with Grand OS technology for the ultimate in comfort, flexibility and lightness of weight more

$80.99

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Cole Haan Men's Wagner Grand Apron Chukka Waterproof Boot, Mesquite Wp, 7.5 W US

Cole Haan Men's Wagner Grand Apron Chukka Waterproof Boot, Mesquite Wp, 7.5 W US

Classic dress chukka lace boot Waterproof Leather covered mold footbed for additional comfort more

$222.26

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Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 10.5 M US

Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 10.5 M US

Rugged casual chukka style Premium leather uppers Leather covered molded footbed for comfort. Crafted Leather midsole more

$196.12

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Cole Haan Men's Grand Tour Chukka Woodbury/Ivory Boot, 9.0 M US

Cole Haan Men's Grand Tour Chukka Woodbury/Ivory Boot, 9.0 M US

Classic chukka pattern on a sport inspired outsole with rich leather or suede uppers Textile covered foot bed for comfort and breathability Rubber pods in the heel and forefoot for traction Lightweight EVA midsole cushioned with Grand OS for ultimate... more

$70.39

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Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 8.5 M US

Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 8.5 M US

Rugged casual chukka style Premium leather uppers Leather covered molded footbed for comfort. Crafted Leather midsole more

$73.58

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Cole Haan Men's Wagner Grand Apron Chukka Waterproof Boot, Midnight Nubuck wp, 7 W US

Cole Haan Men's Wagner Grand Apron Chukka Waterproof Boot, Midnight Nubuck wp, 7 W US

Classic dress chukka lace boot Waterproof Leather covered mold foot bed for additional comfort more

$217.91

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Cole Haan Men's Wagner Grand Apron Chukka Waterproof Boot, Mesquite Wp, 11 M US

Cole Haan Men's Wagner Grand Apron Chukka Waterproof Boot, Mesquite Wp, 11 M US

Classic dress chukka lace boot Waterproof Leather covered mold footbed for additional comfort more

$209.13

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Cole Haan Men's Grand Explore All-Terrain Chukka Boot, Black, 7 M US

Cole Haan Men's Grand Explore All-Terrain Chukka Boot, Black, 7 M US

Chukka in leather or nubuck uppers Anatomically contoured energy foam sockliner Eva midsole with fully lugged rubber outsole for traction and durability more

$75.31

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Cole Haan Men's Grand Explore All-Terrain Chukka Boot, Black, 7.5 M US

Cole Haan Men's Grand Explore All-Terrain Chukka Boot, Black, 7.5 M US

Chukka in leather or nubuck uppers Anatomically contoured energy foam sockliner Eva midsole with fully lugged rubber outsole for traction and durability more

$106.34

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Cole Haan Men's Original Grand Chukka Boot, Black/Black, 11.5 M US

Cole Haan Men's Original Grand Chukka Boot, Black/Black, 11.5 M US

Chukka boot in leather uppers. EVA midsole with rubber outsole. Cushioned with Grand.OS technology for the ultimate in comfort, flexibility and lightness of weight. more

$143.13

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

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

Chukka boot in leather uppers. EVA midsole with rubber outsole. Cushioned with Grand.OS technology for the ultimate in comfort, flexibility and lightness of weight. more

$153.18

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

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

*Rugged casual chukka style. * Premium leather uppers. Leather covered molded footbed for comfort. Crafted leather midsole. Propietary elements that include:GRAND . OS Chassis Shank and GRAND . OS Energy foam for comfort GrandGrip for flexibity and... more

$157.58

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Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 11 M US

Cole Haan Men's Ripley Grand Chukka Boot Fashion, Black, 11 M US

*Rugged casual chukka style. * Premium leather uppers. Leather covered molded footbed for comfort. Crafted leather midsole. Propietary elements that include:GRAND . OS Chassis Shank and GRAND . OS Energy foam for comfort GrandGrip for flexibity and... more

$97.28

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Cole Haan Men's 2.Zerogrand Stitchlite Chukka Water Resistant Boot, Blueberry wr/Dove, 8 M US

Cole Haan Men's 2.Zerogrand Stitchlite Chukka Water Resistant Boot, Blueberry wr/Dove, 8 M US

All over knit oxford upper. Fully padded sock lining for ultimate comfort. Full rubber outsole with Grand.OS technology. Water Resistant. more

$194.08

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Cole Haan Men's Zerogrand Stitchlite Chukka Boot, Marine Blue Wool, 7.5 M US

Cole Haan Men's Zerogrand Stitchlite Chukka Boot, Marine Blue Wool, 7.5 M US

All over knit upper Fully padded sock lining for ultimate comfort EVA midsole with rubber outsole Cushioned with GrandOS technology more

$166.09

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Cole Haan Men's W.Original Grand Chukka Boot, Blue, 7 M US

Cole Haan Men's W.Original Grand Chukka Boot, Blue, 7 M US

Chukka boot in leather uppers Eva midsole with rubber outsole Cushioned with Grand OS technology for the ultimate in comfort, flexibility and lightness of weight more

$147.84

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Cole Haan Men's Ripley Grand Chukka Boot, Brown, 9.5 M US

Cole Haan Men's Ripley Grand Chukka Boot, Brown, 9.5 M US

Rugged casual chukka style Premium leather uppers Leather covered molded footbed for comfort. Crafted Leather midsole more

$106.00

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Cole Haan Men's Raymond Grand Chukka Boot Oxford, Mesquite Handstain

Cole Haan Men's Raymond Grand Chukka Boot Oxford, Mesquite Handstain

Rugged casual chukka style Premium leather uppers Leather covered molded footbed for comfort more

$103.46

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Cole Haan Men's Zerogrand Stitchlite Wool Chukka Boot, Gray, 9 M US

Cole Haan Men's Zerogrand Stitchlite Wool Chukka Boot, Gray, 9 M US

All over knitted wool chukka upper Fully padded sock lining for ultimate comfort Eva midsole with rubber outsole more

$159.96

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Cole Haan Men's Nathan Chukka Boot, Khaki, 12 M US

Cole Haan Men's Nathan Chukka Boot, Khaki, 12 M US

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 aesethetic more

$97.31

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Cole Haan Men's Nathan Chukka Boot, Black, 13 M US

Cole Haan Men's Nathan Chukka Boot, Black, 13 M US

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 aesethetic more

$84.81

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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 more

$135.35

FREE shipping

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Cole Haan Men's Raymond Grand Chukka Boot Oxford, Mesquite Handstain, 8.5

Cole Haan Men's Raymond Grand Chukka Boot Oxford, Mesquite Handstain, 8.5

Rugged casual chukka style Premium leather uppers Leather covered molded footbed for comfort Closure Type: Lace-Up more

$49.11

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