Phone
    Call
    1 (888) 200 - 8414
    Mon - Fri: 8:00 AM - Midnight ET
    Sat - Sun: 8:00 AM - 11:00 PM ET
    FREE shipping and FREE exchanges. every day. no minimum.
    0 Cart
    Loading...
    Your cart is currently unavailable
    Loading...
    Advanced search is currently unavailable

    Wide Mens Chukka Boots

    1-36 of 45 results
     1 2 
    Sort by
    Display
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
    Sale
    $84.95 - $99.95
    $100.00 up to 15% off
    Clarks Stinson Hi Moc Toe Boot (Men's)
    New!
    Sale
    Clarks Stinson Hi Moc Toe Boot(Men's) -Beeswax Leather
    $94.95 - $109.95
    $100.00 - $110.00 up to 5% off
    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)
    New!
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Chocolate Leather
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Dark Brown Leather
    Sale
    $87.95
    $140.00 37% off
    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
    Sale
    $91.95 - $99.95
    $110.00 up to 16% off
    Timberland Classic TBLŪ Chukka (Men's)
    New!
    Sale
    Timberland Classic TBLŪ Chukka(Men's) -Wheat Nubuck Leather
    Sale
    Timberland Classic TBLŪ Chukka(Men's) -Black Smooth Leather
    Sale
    $109.95 - $119.95
    $135.00 up to 19% off
    Timberland Premium Chukka (Men's)
    New!
    Sale
    Timberland Premium Chukka(Men's) -Wheat Nubuck
    Sale
    $134.95
    $145.00 7% off
    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
    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 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
    Rockport Path To Greatness High Chukka Boot (Men's)
    New!
    Sale
    Rockport Path To Greatness High Chukka Boot(Men's) -Grey Leather
    Sale
    Rockport Path To Greatness High Chukka Boot(Men's) -New Dress Blues Leather
    Sale
    Rockport Path To Greatness High Chukka Boot(Men's) -Tan Leather
    Sale
    $89.99
    $130.00 31% off
    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
    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
    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
    Timberland Barrett Park Moc Toe Chukka Boot (Men's)
    New!
    Sale
    Timberland Barrett Park Moc Toe Chukka Boot(Men's) -Black Full Grain Leather
    Sale
    Timberland Barrett Park Moc Toe Chukka Boot(Men's) -Chocolate Chamois Full Grain Leather
    Sale
    $90.95
    $120.00 24% off
    Rockport Dressports Business Chukka Boot (Men's)
    New!
    Sale
    Rockport Dressports Business Chukka Boot(Men's) -Black Leather
    Sale
    $108.95
    $135.00 19% off
    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
    $97.95 - $129.95
    $130.00 up to 25% off
    Rockport Ledge Hill Too Chukka Boot (Men's)
    New!
    Sale
    Rockport Ledge Hill Too Chukka Boot(Men's) -Black Suede
    Sale
    Rockport Ledge Hill Too Chukka Boot(Men's) -Dark Bitter Chocolate Suede
    Sale
    Rockport Ledge Hill Too Chukka Boot(Men's) -Dark Brown Leather
    Sale
    $93.95 - $109.95
    $150.00 up to 37% off
    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
    Related Products
    The Rapid Response RB RB8688 Stealth 6" Waterproof Boot features a Foot Force Athletic Insole as well as a shock ...
    Reebok Work Rapid Response RB RB8688 Stealth 6
    Description:
    The Rapid Response RB RB8688 Stealth 6" Waterproof Boot features a Foot Force Athletic Insole as well as a shock eliminator heel cushion, offering targeted comfort and support in high-impact areas. A nylon mesh and waterproof membrane line the interior ...
    Enhance your casual style wearing the classic Sperry A/O Mini Lug Chukka Boot. It features a non-slip rubber outsole with ...
    Sperry Top-Sider A/O Mini Lug Chukka Boot (Men's)
    Description:
    Enhance your casual style wearing the classic Sperry A/O Mini Lug Chukka Boot. It features a non-slip rubber outsole with molded Wave-Siping™ for excellent traction on dry and wet surfaces. With every step, the OrthoLite® heel cup absorbs shock for ...
    The Rockport Plain Toe boots are perfect for everyday wear. Complete with rubber outsoles, these boots guarantee excellent traction and ...
    Rockport Boat Builders Waterproof Plain Toe Boot (Men's)
    Description:
    The Rockport Plain Toe boots are perfect for everyday wear. Complete with rubber outsoles, these boots guarantee excellent traction and stability on various terrains. These boots feature dual-density IMEVA midsoles that contain shock-absorbent properties for superior performance. The EVA foot ...