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Wide Mens Chukka Boots

1-36 of 40 results
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Red Wing Handsewn Chukka (Men's)
Red Wing Handsewn Chukka (Men's)
Red Wing Handsewn Chukka (Men's)
New!
Sale
Red Wing Handsewn Chukka(
                                      Men's) -
                                     Amber Harness Leather
Sale
Red Wing Handsewn Chukka(
                                      Men's) -
                                     Charcoal Rough And Tough
Sale
$108.95 - $155.95
$310.00 up to 65% off
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
Sale
Rockport Rugged Bucks Waterproof Boot(
                                      Men's) -
                                     Tan Full Grain Leather
Sale
Rockport Rugged Bucks Waterproof Boot(
                                      Men's) -
                                     Wheat Nubuck
Sale
$109.95
$120.00 8% off
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) -
                                     Dark Brown Leather
Sale
$109.95 - $139.95
$140.00 up to 21% off
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
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
Sale
$90.95 - $109.95
$120.00 up to 24% off
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
Rockport Total Motion Fusion Desert Boot (Men's)
Rockport Total Motion Fusion Desert Boot (Men's)
Rockport Total Motion Fusion Desert Boot (Men's)
Rockport Total Motion Fusion Desert Boot (Men's)
Rockport Total Motion Fusion Desert Boot (Men's)
New!
Sale
Rockport Total Motion Fusion Desert Boot(
                                      Men's) -
                                     Black
New
Rockport Total Motion Fusion Desert Boot(
                                      Men's) -
                                     Tan
New
Rockport Total Motion Fusion Desert Boot(
                                      Men's) -
                                     New Dress Blues
Rockport Total Motion Fusion Desert Boot(
                                      Men's) -
                                     Rocksand
$149.95
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
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)
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) -
                                     New Dress Blues Suede
Rockport Ledge Hill Too Chukka Boot(
                                      Men's) -
                                     Peacock Leather
Rockport Ledge Hill Too Chukka Boot(
                                      Men's) -
                                     Rocksand Suede
$149.95
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
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
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
Timberland Newmarket Chukka Boot (Men's)
Timberland Newmarket Chukka Boot (Men's)
Timberland Newmarket Chukka Boot (Men's)
Timberland Newmarket Chukka Boot (Men's)
New!
Sale
Timberland Newmarket Chukka Boot(
                                      Men's) -
                                     Black Suede
New
Timberland Newmarket Chukka Boot(
                                      Men's) -
                                     Mulch Brown Suede
New
Timberland Newmarket Chukka Boot(
                                      Men's) -
                                     Tan Suede
New
$99.95
Nunn Bush Hawley Chukka Boot (Men's)
Nunn Bush Hawley Chukka Boot (Men's)
Nunn Bush Hawley Chukka Boot (Men's)
New!
Sale
Nunn Bush Hawley Chukka Boot(
                                      Men's) -
                                     Black Leather
New
Nunn Bush Hawley Chukka Boot(
                                      Men's) -
                                     Brown Leather
New
$89.95
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