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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

$94.66

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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

$131.25

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Best Seller
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

$136.94

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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

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

$105.19

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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

$119.15

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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

$150.18

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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

$153.22

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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

$96.25

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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

$180.00

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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

$180.00

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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

$180.00

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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 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

$62.63

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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

$115.04

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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

$180.00

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 7 W US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 7 W 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

$99.99

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Cole Haan Men's Holland Grand Chukka Boot, British Tan, 7.5 M US

Cole Haan Men's Holland Grand Chukka Boot, British Tan, 7.5 M US

Forefoot and heel Rubber pods for added traction and durability Eva midsole for lightweight cushioning and comfort Leather welt offers crafted detailing more

$80.00

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Cole Haan Men's Holland Grand Chukka Boot, Black, 8 M US

Cole Haan Men's Holland Grand Chukka Boot, Black, 8 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

$119.97

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Cole Haan Men's Original Grand Chukka Boot, Black/Black, 10.5 M US

Cole Haan Men's Original Grand Chukka Boot, Black/Black, 10.5 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

$103.84

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Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 9.0 M US

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

$85.24

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Cole Haan Men's Holland Grand Chukka Boot, Black, 7.5 M US

Cole Haan Men's Holland Grand Chukka Boot, Black, 7.5 M US

Forefoot and heel Rubber pods for added traction and durability Eva midsole for lightweight cushioning and comfort Leather welt offers crafted detailing more

$80.00

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Cole Haan Men's Original Grand Chukka Boot, Black/Black, 8.5 M US

Cole Haan Men's Original Grand Chukka Boot, Black/Black, 8.5 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

$118.73

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Cole Haan Men's Original Grand Chukka 7 Black-Black

Cole Haan Men's Original Grand Chukka 7 Black-Black

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

$163.19

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Cole Haan Men's Original Grand Chukka Boot, Black/Black, 7 W US

Cole Haan Men's Original Grand Chukka Boot, Black/Black, 7 W 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

$180.00

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Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Dark Brown/Black/Poppy wp, 10 M US

Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Dark Brown/Black/Poppy wp, 10 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

$166.12

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Cole Haan Men's Grand Tour Chukka Woodbury/Ivory Boot, 7.5 M US

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

$74.99

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

Cole Haan Men's Holland Grand Chukka Boot, Black, 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 more

$80.00

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Cole Haan Men's GRANTLAND Chukka WP Boot, Woodbury, 10 Medium US

Cole Haan Men's GRANTLAND Chukka WP Boot, Woodbury, 10 Medium US

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

$71.86

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

Cole Haan Men's Original Grand Chukka Boot, Black/Black, 10 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

$100.82

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Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Black/Black wp, 9.5 M US

Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Black/Black wp, 9.5 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

$189.49

FREE shipping

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Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Black/Black wp, 10 M US

Cole Haan Men's Pinch Utility Chukka Boot Water Proof Fashion, Black/Black wp, 10 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

$161.71

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Cole Haan Men's Grand Tour Chukka Woodbury/Ivory Boot, 13.0 M US

Cole Haan Men's Grand Tour Chukka Woodbury/Ivory Boot, 13.0 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

$63.05

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Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 10.0 M US

Cole Haan Men's Grand Tour Chukka Leather Boot, Black Lthr-Ivory, 10.0 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

$85.24

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

Cole Haan Men's Holland Grand Chukka Boot, Black, 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 more

$80.00

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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

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

$106.17

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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

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

$106.07

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

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

*Classic waterproof chukka in leather uppers. *Innovative rubber unit bottom, cored out and filled with our proprietary Grand OS cushioning foam for comfort, lightness or weight and flexibility. Veneered on the heel and sole edge for a classic and... more

$134.67

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Cole Haan mens Raymond Grand Chukka Boot, Black Handstain, 12 US

Cole Haan mens Raymond Grand Chukka Boot, Black Handstain, 12 US

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

$186.29

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Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 13 W US

Cole Haan Men's Original Grand Chukka Boot, Woodbury/Dark Roast, 13 W 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

$99.99

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

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

$180.00

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