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    Wide Mens Chukka Boots

    1-36 of 39 results
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    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Beeswax Leather
    Sale
    $84.95
    $99.00 14% 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 Charson Lace Up Ankle Boot (Men's)
    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) -
Chocolate Leather
    Rockport Charson Lace Up Ankle Boot(
Men's) -
Dark Brown Leather
    Sale
    $109.95 - $139.95
    $140.00 up to 21% off
    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
    Sale
    Nunn Bush Hawley Chukka Boot(
Men's) -
Brown Leather
    Sale
    $72.00
    $90.00 20% off
    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
    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 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)
    Rockport Total Motion Fusion Desert Boot (Men's)
    New!
    Sale
    Rockport Total Motion Fusion Desert Boot(
Men's) -
Dark Bitter Chocolate 2 Suede
    New
    Rockport Total Motion Fusion Desert Boot(
Men's) -
Black
    Rockport Total Motion Fusion Desert Boot(
Men's) -
New Dress Blues
    Rockport Total Motion Fusion Desert Boot(
Men's) -
Rocksand
    Rockport Total Motion Fusion Desert Boot(
Men's) -
Tan
    $149.95
    Rockport Rugged Bucks High Boot (Men's)
    Rockport Rugged Bucks High Boot (Men's)
    Rockport Rugged Bucks High Boot (Men's)
    New!
    Sale
    Rockport Rugged Bucks High Boot(
Men's) -
Black
    New
    Rockport Rugged Bucks High Boot(
Men's) -
Castlerock Grey
    New
    $129.95
    Timberland Earthkeepers Brook Park Chukka (Men's)
    Timberland Earthkeepers Brook Park Chukka (Men's)
    Timberland Earthkeepers Brook Park Chukka (Men's)
    New!
    Sale
    Timberland Earthkeepers Brook Park Chukka(
Men's) -
Black Smooth
    Timberland Earthkeepers Brook Park Chukka(
Men's) -
Brown Smooth
    $104.95 - $129.95
    $130.00 up to 19% off
    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) -
Dark Brown Leather
    $112.95 - $149.95
    $140.00 - $150.00 up to 19% 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)
    Rockport Rugged Bucks Waterproof Boot (Men's)
    Rockport Rugged Bucks Waterproof Boot (Men's)
    New!
    Sale
    Rockport Rugged Bucks Waterproof Boot(
Men's) -
Boston Tan
    New
    Rockport Rugged Bucks Waterproof Boot(
Men's) -
Castlerock Grey
    New
    Rockport Rugged Bucks Waterproof Boot(
Men's) -
Tan Full Grain Leather
    Sale
    Rockport Rugged Bucks Waterproof Boot(
Men's) -
New Dress Blues Leather
    New
    Rockport Rugged Bucks Waterproof Boot(
Men's) -
Wheat Nubuck
    $109.95 - $119.95
    $120.00 up to 8% off
    Nunn Bush Robinson Chukka Boot (Men's)
    Nunn Bush Robinson Chukka Boot (Men's)
    Nunn Bush Robinson Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Robinson Chukka Boot(
Men's) -
Black Leather
    Sale
    Nunn Bush Robinson Chukka Boot(
Men's) -
Chestnut Leather
    Sale
    $72.00
    $90.00 20% off
    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
    Sale
    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
    $99.95 - $139.95
    $140.00 up to 29% off
    Nunn Bush Rawson Chukka (Men's)
    Nunn Bush Rawson Chukka (Men's)
    Nunn Bush Rawson Chukka (Men's)
    New!
    Sale
    Nunn Bush Rawson Chukka(
Men's) -
Black Leather
    Sale
    Nunn Bush Rawson Chukka(
Men's) -
Chestnut Leather
    Sale
    $71.95
    $90.00 20% off
    Hush Puppies Roland Jester Chukka Boot (Men's)
    Hush Puppies Roland Jester Chukka Boot (Men's)
    Hush Puppies Roland Jester Chukka Boot (Men's)
    Hush Puppies Roland Jester Chukka Boot (Men's)
    Hush Puppies Roland Jester Chukka Boot (Men's)
    Hush Puppies Roland Jester Chukka Boot (Men's)
    New!
    Sale
    Hush Puppies Roland Jester Chukka Boot(
Men's) -
Dark Brown Leather
    New
    Hush Puppies Roland Jester Chukka Boot(
Men's) -
Dark Grey Suede
    New
    Hush Puppies Roland Jester Chukka Boot(
Men's) -
Cashew Leather
    Hush Puppies Roland Jester Chukka Boot(
Men's) -
Midnight Leather
    New
    Hush Puppies Roland Jester Chukka Boot(
Men's) -
Navy Suede
    New
    $138.95
    Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
    Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
    Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
    New!
    Sale
    Timberland Earthkeepers City Lite Waterproof Chukka(
Men's) -
Black Smooth Leather
    Sale
    Timberland Earthkeepers City Lite Waterproof Chukka(
Men's) -
Brown Oiled Nubuck
    Sale
    $94.95
    $120.00 21% off
    Related Products
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    Dr. Martens Maleke Padded Collar Boot (Men's)
    Description:
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    The slim, fashion-forward chukka silhouette of the Galen satisfies the dapper gentleman's need for smart design and comfort. This 3 ...
    UGG Galen Chukka Boot (Men's)
    Description:
    The slim, fashion-forward chukka silhouette of the Galen satisfies the dapper gentleman's need for smart design and comfort. This 3 eyelet chukka boot features distressed suede detail on the heel counter and pull tab. Insole: Dual density leather lined foam ...
    Combining preppy, casual style with rugged sensibility, the Dorchester Chukka boasts a soft upper with a slightly burnished heel and ...
    Andrew Marc Dorchester Chukka (Men's)
    Description:
    Combining preppy, casual style with rugged sensibility, the Dorchester Chukka boasts a soft upper with a slightly burnished heel and toe. This lace-up boot features a leather midsole, stitchdown construction and rubber sole with wooden heel inserts. Heel Height: 1" ...