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    Wide Mens Chukka Boots

    1-36 of 37 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
    $100.00 15% off
    Clarks Stratton Limit Boot (Men's)
    Clarks Stratton Limit Boot (Men's)
    Clarks Stratton Limit Boot (Men's)
    New!
    Sale
    Clarks Stratton Limit Boot(Men's)-Black Leather
    Sale
    Clarks Stratton Limit Boot(Men's)-Brown Leather
    Sale
    $119.95
    $135.00 11% 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
    $139.95
    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
    Clarks Stinson Hi Moc Toe Boot (Men's)
    Clarks Stinson Hi Moc Toe Boot (Men's)
    New!
    Sale
    Clarks Stinson Hi Moc Toe Boot(Men's)-Beeswax Leather
    $69.99 - $109.95
    $100.00 - $110.00 up to 30% off
    Rockport Essential Details Waterproof Chukka Boot (Men's)
    Rockport Essential Details Waterproof Chukka Boot (Men's)
    Rockport Essential Details Waterproof Chukka Boot (Men's)
    New!
    Sale
    Rockport Essential Details Waterproof Chukka Boot(Men's)-Black Full Grain Leather
    Sale
    Rockport Essential Details Waterproof Chukka Boot(Men's)-Dark Brown Full Grain Leather
    $96.95 - $109.95
    $110.00 - $120.00 up to 19% 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
    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
    Nunn Bush Galloway Chukka Boot (Men's)
    Nunn Bush Galloway Chukka Boot (Men's)
    Nunn Bush Galloway Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Galloway Chukka Boot(Men's) -Beige Suede
    New
    Nunn Bush Galloway Chukka Boot(Men's) -Dark Brown Suede
    New
    $79.95
    Clarks Truxton Top Chukka Boot (Men's)
    Clarks Truxton Top Chukka Boot (Men's)
    New!
    Sale
    Clarks Truxton Top Chukka Boot(Men's) -Black Waterproof Cow Full Grain Leather
    Sale
    $105.95
    $115.00 8% 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
    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
    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 Suede
    Rockport Ledge Hill Too Chukka Boot(Men's) -Dark Bitter Chocolate Suede
    Rockport Ledge Hill Too Chukka Boot(Men's) -Dark Brown Leather
    $110.95 - $149.95
    $140.00 - $150.00 up to 21% 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
    Sale
    Stacy Adams Dabney Plain Toe Chukka Boot 24977(Men's) -Brown Suede Suede
    Sale
    Stacy Adams Dabney Plain Toe Chukka Boot 24977(Men's) -Chestnut Suede
    Sale
    Stacy Adams Dabney Plain Toe Chukka Boot 24977(Men's) -Navy Suede
    Sale
    $86.45
    $100.00 14% off
    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
    Sale
    Rockport Rugged Bucks High Boot(Men's) -Castlerock Grey
    $104.95 - $129.95
    $130.00 up to 19% off
    Caterpillar Parker Chukka Boot (Men's)
    Caterpillar Parker Chukka Boot (Men's)
    Caterpillar Parker Chukka Boot (Men's)
    Caterpillar Parker Chukka Boot (Men's)
    New!
    Sale
    Caterpillar Parker Chukka Boot(Men's) -Black Full Grain Leather
    Caterpillar Parker Chukka Boot(Men's) -Dark Beige Full Grain Leather
    Caterpillar Parker Chukka Boot(Men's) -Honey Reset Full Grain Leather
    $124.95
    Drew Keith (Men's)
    Drew Keith (Men's)
    Drew Keith (Men's)
    New!
    Sale
    Drew Keith(Men's) -Black Leather
    Sale
    Drew Keith(Men's) -Brandy Leather
    Sale
    $166.45
    $190.00 12% 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) -Cashew Leather
    Hush Puppies Roland Jester Chukka Boot(Men's) -Dark Brown Leather
    Hush Puppies Roland Jester Chukka Boot(Men's) -Dark Grey Suede
    Hush Puppies Roland Jester Chukka Boot(Men's) -Midnight Leather
    Hush Puppies Roland Jester Chukka Boot(Men's) -Navy Suede
    $138.95
    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) -Vicuna/Cream Suede
    $84.95 - $139.95
    $140.00 up to 39% off
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    New!
    Sale
    Eastland Seneca(Men's) -Tan Waxee Leather
    Sale
    Eastland Seneca(Men's) -Bomber Brown Leather
    $99.95 - $109.95
    $110.00 up to 9% off
    Related Products
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    Andrew Marc Winchester Boot (Men's)
    Description:
    With premium materials and stylish details, the Winchester boot offers the perfect amount of sophistication and style. With a back pull tab for easy on-and-off, this vintage inspired boot features a soft upper, stitchdown construction, waxy finish laces, leather and ...
    The Neumel Donegal Chukka Boot features a soft sheepskin insole and leather and Donegal tweed upper. Cushioning foam insole lined ...
    UGG Neumel Donegal Chukka Boot (Men's)
    Description:
    The Neumel Donegal Chukka Boot features a soft sheepskin insole and leather and Donegal tweed upper. Cushioning foam insole lined with 17mm UGGpure™ wool that naturally wicks away moistureFlexible, lightweight molded EVA outsole with patented tread designWoolrich® Donegal tweed and ...
    Ulterra Dhaka Mid Boot provides flexibility in tough terrain, plus a supportive lace system for a snug athletic fit. HYDROMAX® ...
    ECCO Ulterra Dhaka Mid Boot (Men's)
    Description:
    Ulterra Dhaka Mid Boot provides flexibility in tough terrain, plus a supportive lace system for a snug athletic fit. HYDROMAX® treated leather for enhanced water-resistance, prolonged longevity of product and continuously soft upper. Direct-injected PU midsole foam and roomy last ...