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

    Width W Casual Chukka Boots

    1-36 of 41 results
     1 2 
    Sort by
    Display
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
    Sale
    $59.99 - $99.95
    $100.00 up to 40% 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) -Dark Brown Leather
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Chocolate Leather
    $109.95
    $110.00 - $140.00 up to 21% 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
    Clarks Nevella Harper Chukka Boot (Women's)
    New!
    Sale
    Clarks Nevella Harper Chukka Boot(Women's) -Black Leather
    Sale
    $79.95
    $160.00 50% off
    Nunn Bush Lancaster Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Lancaster Chukka Boot(Men's) -Black Oiled Leather
    Sale
    Nunn Bush Lancaster Chukka Boot(Men's) -Brown Oiled Leather
    Sale
    Nunn Bush Lancaster Chukka Boot(Men's) -Camel Suede
    Sale
    $63.99
    $80.00 20% 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
    $99.95 - $109.95
    $110.00 up to 9% off
    Rockport Rugged Bucks Waterproof Boot (Men's)
    New!
    Sale
    Rockport Rugged Bucks Waterproof Boot(Men's) -Black Full Grain Leather
    Rockport Rugged Bucks Waterproof Boot(Men's) -New Black Leather
    Rockport Rugged Bucks Waterproof Boot(Men's) -Tan Full Grain Leather
    $102.45 - $119.95
    $120.00 up to 8% 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 Classic Break Chukka Boot (Men's)
    New!
    Sale
    Rockport Classic Break Chukka Boot(Men's) -Black Leather
    Sale
    Rockport Classic Break Chukka Boot(Men's) -Black Suede
    Sale
    Rockport Classic Break Chukka Boot(Men's) -Dark Bitter Chocolate Suede
    Sale
    Rockport Classic Break Chukka Boot(Men's) -Dark Brown Leather
    Sale
    $114.45 - $119.95
    $135.00 up to 15% off
    Timberland Earthkeepers Brook Park Chukka (Men's)
    New!
    Sale
    Timberland Earthkeepers Brook Park Chukka(Men's) -Red Brown Smooth
    Sale
    Timberland Earthkeepers Brook Park Chukka(Men's) -Black Smooth
    $104.95 - $129.95
    $130.00 up to 19% off
    Rockport Total Motion Chukka Boot (Men's)
    New!
    Sale
    Rockport Total Motion Chukka Boot(Men's) -New Caramel Leather
    Sale
    $93.95
    $150.00 37% off
    Cole Haan GrandPro Chukka Sneaker (Men's)
    New!
    Sale
    Cole Haan GrandPro Chukka Sneaker(Men's) -Black Leather
    New
    $119.95 - $149.95
    $150.00 up to 20% 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
    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
    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) -Dark Brown Leather
    Sale
    Rockport Rugged Bucks High Boot(Men's) -Castlerock Grey
    $77.95 - $129.95
    $130.00 up to 40% off
    UGG Freamon Chukka Boot (Men's)
    New!
    Sale
    UGG Freamon Chukka Boot(Men's) -New Navy Suede
    $83.95 - $119.95
    $120.00 up to 30% off
    Nunn Bush Hawley Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Hawley Chukka Boot(Men's) -Brown Leather
    Sale
    $71.95
    $90.00 20% off