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Wide Chukka Boots

1-36 of 54 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
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
Hush Puppies Cyra Catelyn Chukka (Women's)
New!
Sale
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Black Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Blue Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Dark Brown Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Dark Green Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Dark Grey Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Dark Orange Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Dark Red Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Light Tan Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Navy Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Plum Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Smoke Suede
Hush Puppies Cyra Catelyn Chukka(
                                      Women's) -
                                     Taupe Suede
$98.95
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
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
$109.95
$120.00 8% off
Aerosoles Landlock (Women's)
Aerosoles Landlock (Women's)
New!
Sale
Aerosoles Landlock(
                                      Women's) -
                                     Black Leather
Sale
$49.99
$89.00 44% 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
Clarks Desert Boot Junior (Boys')
Clarks Desert Boot Junior (Boys')
Clarks Desert Boot Junior (Boys')
Clarks Desert Boot Junior (Boys')
Clarks Desert Boot Junior (Boys')
Clarks Desert Boot Junior (Boys')
Clarks Desert Boot Junior (Boys')
Clarks Desert Boot Junior (Boys')
New!
Sale
Clarks Desert Boot Junior(
                                      Boys') -
                                     Black Smooth
Clarks Desert Boot Junior(
                                      Boys') -
                                     Black/Black Suede
Clarks Desert Boot Junior(
                                      Boys') -
                                     Blue Suede
Clarks Desert Boot Junior(
                                      Boys') -
                                     Chestnut
Clarks Desert Boot Junior(
                                      Boys') -
                                     Dark Brown Suede
Clarks Desert Boot Junior(
                                      Boys') -
                                     Tan Suede
Clarks Desert Boot Junior(
                                      Boys') -
                                     Taupe Distressed
$74.95
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
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
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
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