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Leather boots
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Lace up boots
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Men's chukka boots

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All Men Women
63 Products
Chukka Boots SANTONI Men color Burgundy Chukka Boots SANTONI Men color Burgundy Santoni $635.04 $705.60
-10%
 Sizes: US5, US6, US7, US8
Chukka Boots CAMPER Men color Beige Chukka Boots CAMPER Men color Beige Camper $186.25 $206.94
-10%
 Sizes: US10, US6, US8, US9
Chukka Boots SANTONI Men color Black Chukka Boots SANTONI Men color Black Santoni $705.60 Sizes: US10, US6, US7, US8, US9
Chukka Boots TOD'S Men color Earth Chukka Boots TOD'S Men color Earth Tod's $597.05 Sizes: US10, US11, US7, US9
Barbour Readhead Chukka Boots Brown Barbour Readhead Chukka Boots Brown Barbour $161.87 Sizes: US10, US11, US14
Barbour Readhead Chukka Boots Black Barbour Readhead Chukka Boots Black Barbour $163.46 Sizes: US10, US11, US12, US14, US8
Ralph Lauren Chukka Boots Brown Ralph Lauren Chukka Boots Brown Ralph Lauren $125.45 $164.73
-24%
 Sizes: US10, US11, US12, US14, US7, US8, US9
Ralph Lauren Chukka Boots Brown Ralph Lauren Chukka Boots Brown Ralph Lauren $125.45 $164.73
-24%
 Sizes: US10, US11, US12, US7, US8
Carlo Morandi Men's Chukka Boots Black Carlo Morandi Men's Chukka Boots Black Carlo Morandi $109.99
Carlo Morandi Men's Chukka Boots Tan Carlo Morandi Men's Chukka Boots Tan Carlo Morandi $109.99
Florsheim Men's Lodge Chukka Boots Brown Florsheim Men's Lodge Chukka Boots Brown Florsheim $129.99 Sizes: US1
Chukka Boots VALENTINO GARAVANI Men color Brown Chukka Boots VALENTINO GARAVANI Men color Brown Valentino Garavani $488.50 $814.16
-40%
 Sizes: US6, US7, US8
Chukka Boots CLARKS ORIGINALS Men color Beige Chukka Boots CLARKS ORIGINALS Men color Beige Clarks Originals $146.55 $162.83
-10%
 Sizes: US6, US7, US8, US9
Oliver Sweeney Farleton Chukka Boots Brown Oliver Sweeney Farleton Chukka Boots Brown Oliver Sweeney $179.93 $239.49
-25%
 Sizes: US12, US8, US9
Oliver Sweeney Farleton Chukka Boots Brown Oliver Sweeney Farleton Chukka Boots Brown Oliver Sweeney $179.93 $239.49
-25%
 Sizes: US10, US11, US12, US9
Timberland Newmarket II Chukka Boots Brown Timberland Newmarket II Chukka Boots Brown Timberland $143.19 $190.07
-25%
 Sizes: US10, US11, US8, US9
Timberland Newmarket II Chukka Boots Beige Timberland Newmarket II Chukka Boots Beige Timberland $150.83 $190.12
-21%
 Sizes: US10, US11, US12, US9
Timberland Newmarket II Chukka Boots Brown Timberland Newmarket II Chukka Boots Brown Timberland $133.05 $190.07
-30%
 Sizes: US10, US12, US9
Florsheim Men's Renegade Plain Toe Chukka Boots Tan Florsheim Men's Renegade Plain Toe Chukka Boots Tan Florsheim $149.99 Sizes: US1
Florsheim Men's Renegade Plain Toe Chukka Boots Black Florsheim Men's Renegade Plain Toe Chukka Boots Black Florsheim $149.99 Sizes: US1
Florsheim Men's Renegade Plain Toe Chukka Boots Brown Florsheim Men's Renegade Plain Toe Chukka Boots Brown Florsheim $149.99 Sizes: US1
Florsheim Men's Rucci Plain Toe Chukka Boots Brown Florsheim Men's Rucci Plain Toe Chukka Boots Brown Florsheim $139.99 Sizes: US1
Johnston & Murphy Men's Upton Chukka Boots, Black, 12 Wide Johnston & Murphy Men's Upton Chukka Boots, Black, 12 Wide JoS. A. Bank $169.00
Johnston & Murphy Men's Upton Chukka Boots, Brown, 9.5 Wide Johnston & Murphy Men's Upton Chukka Boots, Brown, 9.5 Wide JoS. A. Bank $169.00
Johnston & Murphy Men's Copeland Lace-Up Chukka Boots Brown Johnston & Murphy Men's Copeland Lace-Up Chukka Boots Brown Johnston & Murphy $174.99
Eastland Men's Jack Lace Up Wedge Chukka Boots Cognac Eastland Men's Jack Lace Up Wedge Chukka Boots Cognac Eastland $124.99 Sizes: US1
Johnston & Murphy Men's Upton Chukka Boots, Tan, 9.5 D Width Johnston & Murphy Men's Upton Chukka Boots, Tan, 9.5 D Width JoS. A. Bank $169.00
Eastland Men's Seneca Camp Moc Toe Chukka Boots Tan Eastland Men's Seneca Camp Moc Toe Chukka Boots Tan Eastland $119.99 Sizes: US1
Eastland Men's Seneca Camp Moc Toe Chukka Boots Brown Eastland Men's Seneca Camp Moc Toe Chukka Boots Brown Eastland $119.99 Sizes: US1
Nunn Bush Men's Chase Plain Toe Chukka Boots Cognac Nunn Bush Men's Chase Plain Toe Chukka Boots Cognac Nunn Bush $89.99 Sizes: US1
Nunn Bush Men's Chase Plain Toe Chukka Boots Brown Nunn Bush Men's Chase Plain Toe Chukka Boots Brown Nunn Bush $89.99 Sizes: US1
Chukka Boots CHURCH'S Men color Beige Chukka Boots CHURCH'S Men color Beige Church's $676.29 $966.14
-30%
 Sizes: US10, US7, US8
Chukka Boots SANTONI Men color Blue Chukka Boots SANTONI Men color Blue Santoni $599.76 $705.60
-15%
 Sizes: US10, US6, US7, US8, US9
Chukka Boots TOD'S Men color Brown Chukka Boots TOD'S Men color Brown Tod's $749.03 Sizes: US10, US6, US7, US8, US9
Chukka Boots SANTONI Men color Blue Chukka Boots SANTONI Men color Blue Santoni $460.15 $707.93
-35%
 Sizes: US7, US8
Chukka Boots CAMPER Men color Grey Chukka Boots CAMPER Men color Grey Camper $138.95 $173.69
-20%
 Sizes: US10, US11, US7, US8, US9
Chukka Boots CAMPER Men color Brown Chukka Boots CAMPER Men color Brown Camper $173.40 $216.75
-20%
 Sizes: US7, US8
Bedstu Men's Illiad Chukka Boots Brown Bedstu Men's Illiad Chukka Boots Brown Bedstu $174.99 Sizes: US1
Bedstu Men's Illiad Chukka Boots Tan Bedstu Men's Illiad Chukka Boots Tan Bedstu $174.99 Sizes: US1
Freeman Men's Brent Plain Toe Chukka Boots Tan Freeman Men's Brent Plain Toe Chukka Boots Tan Freeman $79.99
Men's Drof Desert Suede Chukka Boots with Gancini Buckle Men's Drof Desert Suede Chukka Boots with Gancini Buckle Ferragamo $950.00
Stacy Adams Men's Delson Plain Toe Lace-Up Chukka Boots Came Stacy Adams Men's Delson Plain Toe Lace-Up Chukka Boots Came Stacy Adams $104.99 Sizes: US1
Men's Austin Suede Chukka Boot Men's Austin Suede Chukka Boot Stuart Weitzman $495.00 Sizes: US5, US6, US7, US8, US9
Men's Carlton Suede Chukka Boot Men's Carlton Suede Chukka Boot Vince $350.00
Men's Desert Suede Chukka Boot Men's Desert Suede Chukka Boot Tod's $745.00
Men's Water-Repellent Leather Chukka Boot Men's Water-Repellent Leather Chukka Boot Tod's $645.00
Men's Excursionist Suede Chukka Boot Men's Excursionist Suede Chukka Boot Peter Millar $295.00
Johnston & Murphy Men's Copeland Lace-Up Chukka Boot Tan Oiled Johnston & Murphy Men's Copeland Lace-Up Chukka Boot Tan Oiled Johnston & Murphy $174.99
Men's Polacco Ibrido Estivo Suede Chukka Boot Men's Polacco Ibrido Estivo Suede Chukka Boot Tod's $725.00
Men's Cervia Suede Chukka Boot Men's Cervia Suede Chukka Boot Ferragamo $995.00 Sizes: US10, US11, US12, US13, US8, US9
Men's Cervia Suede Lace-Up Chukka Boot Men's Cervia Suede Lace-Up Chukka Boot Ferragamo $995.00 Sizes: US10, US11, US12, US13, US8, US9
Men's Taddeo Suede Chukka Boot Men's Taddeo Suede Chukka Boot Bruno Magli $375.00
Men's Cervia Gancio Suede Chukka Boot Men's Cervia Gancio Suede Chukka Boot Ferragamo $995.00 Sizes: US10, US11, US12, US13, US7, US8, US9
Men's Side Zip Leather Chukka Boot Men's Side Zip Leather Chukka Boot Karl Lagerfeld Paris $375.00
Men's Suede Wallaby Chukka Boot Men's Suede Wallaby Chukka Boot Karl Lagerfeld Paris $295.00
Doucal's Brown Suede Chukka Ankle Boot Doucal's Brown Suede Chukka Ankle Boot Doucal's $319.81 $372.03
-14%
 Sizes: US10, US11, US12, US8, US9
Doucal's Mud Suede Chukka Ankle Boot Doucal's Mud Suede Chukka Ankle Boot Doucal's $319.81 $372.03
-14%
 Sizes: US10, US11, US12, US8, US9
Men's Chandler Weatherproof Leather Chukka Boot Men's Chandler Weatherproof Leather Chukka Boot Allen Edmonds $495.00
Men's Tacna Peccary Leather Chukka Boot Men's Tacna Peccary Leather Chukka Boot Magnanni $795.00
ECCO Men's S. lite Hybrid Chukka Boot ECCO Men's S. lite Hybrid Chukka Boot ECCO $99.99 $180.00
-44%
 Sizes: US11, US6, US7, US8, US9
ECCO Men's Metropole London Chukka Boot ECCO Men's Metropole London Chukka Boot ECCO $225.00 Sizes: US10, US11, US12, US13, US5, US6, US7, US8, US9
ECCO Men's Metropole London Chukka Boot ECCO Men's Metropole London Chukka Boot ECCO $225.00 Sizes: US10, US11, US12, US13, US5, US6, US7, US8, US9
Eastland Men's Oscar Boots Taupe Eastland Men's Oscar Boots Taupe Eastland $209.99 Sizes: US1
Sort by
Brand
Color
Popular
Leather boots
Black boots
Brown boots
Rubber boots
Lace up boots
Heel boots
Chukka boots
Beige boots
Green boots
Desert boots
Chunky boots
White boots
Lug boots
Chunky heel boots
Moc toe boots
Casual boots
Go go boots
Work boots
Blue boots
Lug sole boots
Red boots
Designer boots
Waterproof boots
Tabi boots
Military boots
Platform boots
Flat boots
Short boots
Winter boots
Biker boots
Sneaker boots
Vibram boots
Patent leather boots
Stretch boots
Platform heel boots
Riding boots
Fur boots
Denim boots
Long boots
Orange boots
Country boots
Cowboy boots
Western boots
Block heel boots
Army boots
Wellington boots
Mid calf boots
Pink boots
Horse boots
Croc boots
Chunky platform boots
Gore tex boots
Wedge boots
Tall boots
Crocodile boots
Snake boots

Click ‘Apply’ button after all needed settings