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    Wide Chukka Boots

    1-36 of 49 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 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 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)
    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) -
Espresso Nubuck
    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
    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
    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 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
    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
    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
    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
    Aerosoles Landlock (Women's)
    Aerosoles Landlock (Women's)
    New!
    Sale
    Aerosoles Landlock(
Women's) -
Black Leather
    Sale
    $79.99
    $89.00 10% 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
    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
    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
    Related Products
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    Combining preppy, casual style with rugged sensibility, the Dorchester Chukka boasts a soft upper with a slightly burnished heel and ...