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Wide Mens Chukka Boots

1-36 of 40 results
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Clarks Stratton Limit (Men's)
Clarks Stratton Limit (Men's)
Clarks Stratton Limit (Men's)
New!
Sale
Clarks Stratton Limit(
                                      Men's) -
                                     Black Leather
Clarks Stratton Limit(
                                      Men's) -
                                     Brown Leather
$134.95
Timberland Premium Chukka (Men's)
Timberland Premium Chukka (Men's)
New!
Sale
Timberland Premium Chukka(
                                      Men's) -
                                     Wheat Nubuck
Sale
$134.95
$145.00 7% off
Nunn Bush Hawley Chukka Boot (Men's)
Nunn Bush Hawley Chukka Boot (Men's)
New!
Sale
Nunn Bush Hawley Chukka Boot(
                                      Men's) -
                                     Brown Leather
Sale
$72.00
$90.00 20% off
Rockport Charson Lace Up Ankle Boot (Men's)
Rockport Charson Lace Up Ankle Boot (Men's)
Rockport Charson Lace Up Ankle Boot (Men's)
New!
Sale
Rockport Charson Lace Up Ankle Boot(
                                      Men's) -
                                     Black Leather
Rockport Charson Lace Up Ankle Boot(
                                      Men's) -
                                     Dark Brown Leather
Sale
$109.95 - $139.95
$140.00 up to 21% off
Rockport Ledge Hill Too Chukka Boot (Men's)
Rockport Ledge Hill Too Chukka Boot (Men's)
Rockport Ledge Hill Too Chukka Boot (Men's)
Rockport Ledge Hill Too Chukka Boot (Men's)
New!
Sale
Rockport Ledge Hill Too Chukka Boot(
                                      Men's) -
                                     Black Leather
Rockport Ledge Hill Too Chukka Boot(
                                      Men's) -
                                     Dark Brown Leather
Rockport Ledge Hill Too Chukka Boot(
                                      Men's) -
                                     Peacock Leather
$149.95
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
New!
Sale
Timberland Amherst Chukka Boot(
                                      Men's) -
                                     Brown Canvas
Timberland Amherst Chukka Boot(
                                      Men's) -
                                     Navy Canvas
Timberland Amherst Chukka Boot(
                                      Men's) -
                                     Teak Canvas
$99.95
Drew Keith (Men's)
Drew Keith (Men's)
Drew Keith (Men's)
New!
Sale
Drew Keith(
                                      Men's) -
                                     Black Leather
Drew Keith(
                                      Men's) -
                                     Brandy Leather
$189.95
Rockport Sharp & Ready Charson Boot (Men's)
Rockport Sharp & Ready Charson Boot (Men's)
Rockport Sharp & Ready Charson Boot (Men's)
Rockport Sharp & Ready Charson Boot (Men's)
Rockport Sharp & Ready Charson Boot (Men's)
Rockport Sharp & Ready Charson Boot (Men's)
New!
Sale
Rockport Sharp & Ready Charson Boot(
                                      Men's) -
                                     Dark Bitter Chocolate/Brick Suede
Rockport Sharp & Ready Charson Boot(
                                      Men's) -
                                     Dark Chocolate Suede
Rockport Sharp & Ready Charson Boot(
                                      Men's) -
                                     Navy Suede
Rockport Sharp & Ready Charson Boot(
                                      Men's) -
                                     New Vicuna Suede
Rockport Sharp & Ready Charson Boot(
                                      Men's) -
                                     Vicuna/Cream Suede
$139.95
Timberland Brook Park Chukka Boot (Men's)
Timberland Brook Park Chukka Boot (Men's)
Timberland Brook Park Chukka Boot (Men's)
New!
Sale
Timberland Brook Park Chukka Boot(
                                      Men's) -
                                     Dark Brown Suede
Timberland Brook Park Chukka Boot(
                                      Men's) -
                                     Light Tan Suede
$109.95 - $129.95
Rockport RocSports Lite 2 Chukka Boot (Men's)
Rockport RocSports Lite 2 Chukka Boot (Men's)
New!
Sale
Rockport RocSports Lite 2 Chukka Boot(
                                      Men's) -
                                     Taupe Nubuck
$81.95 - $119.95
$120.00 up to 32% off
Rockport Path To Greatness High Chukka Boot (Men's)
Rockport Path To Greatness High Chukka Boot (Men's)
Rockport Path To Greatness High Chukka Boot (Men's)
Rockport Path To Greatness High Chukka Boot (Men's)
New!
Sale
Rockport Path To Greatness High Chukka Boot(
                                      Men's) -
                                     Grey Leather
New
Rockport Path To Greatness High Chukka Boot(
                                      Men's) -
                                     New Dress Blues Leather
New
Rockport Path To Greatness High Chukka Boot(
                                      Men's) -
                                     Tan Leather
New
$129.95
Rockport Rugged Bucks Waterproof Boot (Men's)
Rockport Rugged Bucks Waterproof Boot (Men's)
Rockport Rugged Bucks Waterproof Boot (Men's)
Rockport Rugged Bucks Waterproof Boot (Men's)
New!
Sale
Rockport Rugged Bucks Waterproof Boot(
                                      Men's) -
                                     Espresso Nubuck
Rockport Rugged Bucks Waterproof Boot(
                                      Men's) -
                                     Tan Full Grain Leather
Sale
Rockport Rugged Bucks Waterproof Boot(
                                      Men's) -
                                     Wheat Nubuck
$109.95 - $119.95
$120.00 up to 8% off
Stacy Adams Cagney 24907 (Men's)
Stacy Adams Cagney 24907 (Men's)
Stacy Adams Cagney 24907 (Men's)
Stacy Adams Cagney 24907 (Men's)
New!
Sale
Stacy Adams Cagney 24907(
                                      Men's) -
                                     Black Milled Leather
Stacy Adams Cagney 24907(
                                      Men's) -
                                     Brown Oiled Pull-Up Leather
Stacy Adams Cagney 24907(
                                      Men's) -
                                     Cognac Oiled Pull-Up Leather
$99.95
Stacy Adams Dabney Plain Toe Chukka Boot 24977 (Men's)
Stacy Adams Dabney Plain Toe Chukka Boot 24977 (Men's)
Stacy Adams Dabney Plain Toe Chukka Boot 24977 (Men's)
Stacy Adams Dabney Plain Toe Chukka Boot 24977 (Men's)
Stacy Adams Dabney Plain Toe Chukka Boot 24977 (Men's)
New!
Sale
Stacy Adams Dabney Plain Toe Chukka Boot 24977(
                                      Men's) -
                                     Black Suede Suede
Stacy Adams Dabney Plain Toe Chukka Boot 24977(
                                      Men's) -
                                     Brown Suede Suede
Stacy Adams Dabney Plain Toe Chukka Boot 24977(
                                      Men's) -
                                     Chestnut Suede
Stacy Adams Dabney Plain Toe Chukka Boot 24977(
                                      Men's) -
                                     Navy Suede
$99.95
Rockport Urban Edge Plain Toe Chukka (Men's)
Rockport Urban Edge Plain Toe Chukka (Men's)
New!
Sale
Rockport Urban Edge Plain Toe Chukka(
                                      Men's) -
                                     Dark Brown Leather
Sale
$85.95
$140.00 39% off