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    Discount Chukka Boots

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    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Black Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Black Suede
    Sale
    Clarks Bushacre 2 Boot(Men's) -Black Waxy Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Dark Tan Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Grey Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Greystone Suede
    Sale
    Clarks Bushacre 2 Boot(Men's) -Navy Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Wheat Suede
    Sale
    $49.97 - $99.95
    $100.00 up to 50% off
    Clarks Desert Boot (Men's)
    New!
    Sale
    Clarks Desert Boot(Men's) -Blue/Grey Suede
    Sale
    Clarks Desert Boot(Men's) -Mahogany Suede
    Sale
    Clarks Desert Boot(Men's) -Navy Canvas
    Sale
    Clarks Desert Boot(Men's) -Taupe Canvas
    Sale
    $97.45 - $129.95
    $130.00 - $140.00 up to 30% off
    Nunn Bush Galloway Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Galloway Chukka Boot(Men's) -Beige Suede
    Sale
    Nunn Bush Galloway Chukka Boot(Men's) -Dark Brown Suede
    Sale
    $55.95 - $56.00
    $80.00 up to 30% off
    Clarks Clarkdale Bara Chukka Boot (Men's)
    New!
    Sale
    Clarks Clarkdale Bara Chukka Boot(Men's) -Olive Suede
    Sale
    $144.99
    $170.00 15% off
    Ariat Spitfire Chukka Boot (Men's)
    New!
    Sale
    Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Full Grain Leather
    Sale
    Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Leather
    Sale
    Ariat Spitfire Chukka Boot(Men's) -Brown Bomber/Blue Laces Full Grain Leather
    Sale
    Ariat Spitfire Chukka Boot(Men's) -Vintage Bomber Full Grain Leather
    Sale
    $89.95 - $99.95
    $99.95 - $109.95 up to 18% off
    Clarks Wallabee (Men's)
    New!
    Sale
    Clarks Wallabee(Men's) -Beeswax/Beeswax Leather
    Sale
    Clarks Wallabee(Men's) -Black/Black Leather
    Sale
    $139.95
    $135.00 - $160.00 up to 13% off
    Clarks Medora Sage Chukka Boot (Women's)
    New!
    Sale
    Clarks Medora Sage Chukka Boot(Women's) -Black Suede/Full Grain Leather
    Sale
    Clarks Medora Sage Chukka Boot(Women's) -Burgundy Suede/Full Grain Leather
    Sale
    Clarks Medora Sage Chukka Boot(Women's) -Olive Suede/Full Grain Leather
    Sale
    $71.99
    $120.00 40% off
    Caterpillar Mitch Chukka Boot (Men's)
    New!
    Sale
    Caterpillar Mitch Chukka Boot(Men's) -Dark Beige Leather
    Sale
    $66.95
    $90.00 26% off
    Clarks Desert Boot (Women's)
    New!
    Sale
    Clarks Desert Boot(Women's) -Black Suede
    Sale
    Clarks Desert Boot(Women's) -Dark Navy Suede
    Sale
    Clarks Desert Boot(Women's) -Taupe Distressed
    Sale
    $83.45 - $129.95
    $120.00 - $140.00 up to 30% off
    Dr. Martens Work Sussex 3 Eye Chukka (Men's)
    New!
    Sale
    Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Black Bear Track
    Sale
    Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Dark Brown Bear Track
    Sale
    $84.98
    $95.00 11% off
    Lugz Cargo Ankle Boot (Men's)
    New!
    Sale
    Lugz Cargo Ankle Boot(Men's) -Black Permahide
    Sale
    Lugz Cargo Ankle Boot(Men's) -Black/Charcoal Durabrush
    Sale
    Lugz Cargo Ankle Boot(Men's) -Golden Wheat/Cream/Bark/Gum Thermabuck
    Sale
    $43.99
    $69.99 37% off
    Florsheim Montinaro Chukka Boot (Men's)
    New!
    Sale
    Florsheim Montinaro Chukka Boot(Men's) -Saddle Tan Smooth Leather
    Sale
    Florsheim Montinaro Chukka Boot(Men's) -Black Smooth Leather
    Sale
    $99.95
    $109.95 9% off
    Nunn Bush Galloway Plain Toe Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Galloway Plain Toe Chukka Boot(Men's) -Navy Suede
    Sale
    Nunn Bush Galloway Plain Toe Chukka Boot(Men's) -Tan Crazy Horse Leather
    Sale
    $55.95
    $80.00 30% off
    Clarks Broyd Mid Chukka Boot (Men's)
    New!
    Sale
    Clarks Broyd Mid Chukka Boot(Men's) -Black Leather
    Sale
    Clarks Broyd Mid Chukka Boot(Men's) -Tan Leather
    Sale
    $111.45
    $140.00 20% off
    Nunn Bush Littleton Plain Toe Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Littleton Plain Toe Chukka Boot(Men's) -Brown Leather
    Sale
    Nunn Bush Littleton Plain Toe Chukka Boot(Men's) -Tan Leather
    Sale
    $71.95
    $90.00 20% off
    Clarks Stinson Hi Moc Toe Boot (Men's)
    New!
    Sale
    Clarks Stinson Hi Moc Toe Boot(Men's) -Dark Tan Leather
    Sale
    $76.99 - $99.95
    $100.00 - $110.00 up to 30% 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
    $55.95
    $80.00 30% off
    Ariat Cruiser Chukka Boot (Women's)
    New!
    Sale
    Ariat Cruiser Chukka Boot(Women's) -Cappuccino Full Grain Leather
    Sale
    Ariat Cruiser Chukka Boot(Women's) -Dark Brown Suede/Pink Serape
    Sale
    Ariat Cruiser Chukka Boot(Women's) -Harvest Suede
    Sale
    $66.95
    $89.95 26% off
    Dr. Martens Bonny 6 Eye Chukka Boot
    New!
    Sale
    Dr. Martens Bonny 6 Eye Chukka Boot -Black 8 Oz Canvas
    Sale
    Dr. Martens Bonny 6 Eye Chukka Boot -Indigo 8 Oz Canvas
    Sale
    Dr. Martens Bonny 6 Eye Chukka Boot -Mid Grey 8 Oz Canvas
    Sale
    Dr. Martens Bonny 6 Eye Chukka Boot -Navy Extra Tough Nylon/Rubbery
    Sale
    Dr. Martens Bonny 6 Eye Chukka Boot -Port Royale Canvas
    Sale
    $42.97 - $67.99
    $80.00 - $85.00 up to 49% off
    Wolverine Bedford Steel Toe Chukka Boot (Men's)
    New!
    Sale
    Wolverine Bedford Steel Toe Chukka Boot(Men's) -Black Full Grain Leather
    Sale
    Wolverine Bedford Steel Toe Chukka Boot(Men's) -Brown Full Grain Leather
    Sale
    $92.99
    $120.00 23% off
    Altra Footwear Smith Chukka Boot (Men's)
    New!
    Sale
    Altra Footwear Smith Chukka Boot(Men's) -Blue/Lime
    Sale
    $83.95
    $120.00 30% 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
    $98.45
    $110.00 10% off
    Timberland Killington Chukka Boot (Men's)
    New!
    Sale
    Timberland Killington Chukka Boot(Men's) -Navy Full Grain Leather/Mesh
    Sale
    $89.95 - $124.95
    $125.00 up to 28% off
    Lugz Mantle Mid Chukka Work Boot (Men's)
    New!
    Sale
    Lugz Mantle Mid Chukka Work Boot(Men's) -Black Synthetic
    Sale
    Lugz Mantle Mid Chukka Work Boot(Men's) -Golden Wheat/Tan-Khaki/Gum Synthetic
    Sale
    $43.99
    $54.99 20% off
    Clarks Stratton Limit Boot (Men's)
    New!
    Sale
    Clarks Stratton Limit Boot(Men's) -Brown Leather
    Sale
    $67.97 - $134.95
    $135.00 up to 50% off
    Nunn Bush Ozark Plain Toe Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Ozark Plain Toe Chukka Boot(Men's) -Black Tumble Leather
    Sale
    Nunn Bush Ozark Plain Toe Chukka Boot(Men's) -Brown Chamois Leather
    Sale
    Nunn Bush Ozark Plain Toe Chukka Boot(Men's) -Rust Leather
    Sale
    Nunn Bush Ozark Plain Toe Chukka Boot(Men's) -Tan Chamois Leather
    Sale
    $75.95
    $95.00 20% off
    Nunn Bush Savage Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Savage Chukka Boot(Men's) -Black Leather
    Sale
    Nunn Bush Savage Chukka Boot(Men's) -Brown Leather
    Sale
    Nunn Bush Savage Chukka Boot(Men's) -Cognac Leather
    Sale
    $75.95 - $75.99
    $95.00 up to 20% off
    Deer Stags Seattle Boot (Men's)
    New!
    Sale
    Deer Stags Seattle Boot(Men's) -Black
    Sale
    Deer Stags Seattle Boot(Men's) -Luggage
    Sale
    $59.99
    $80.00 25% off
    Dr. Martens Maleke Padded Collar Boot (Men's)
    New!
    Sale
    Dr. Martens Maleke Padded Collar Boot(Men's) -Navy/Gunmetal Overdyed Twill Canvas
    Sale
    $59.99 - $79.95
    $80.00 up to 25% off
    Wolverine Bedford Soft Toe Chukka Boot (Men's)
    New!
    Sale
    Wolverine Bedford Soft Toe Chukka Boot(Men's) -Black Full Grain Leather
    Sale
    Wolverine Bedford Soft Toe Chukka Boot(Men's) -Brown Full Grain Leather
    Sale
    $88.99
    $115.00 23% off
    Dr. Martens Ember Desert Boot (Men's)
    New!
    Sale
    Dr. Martens Ember Desert Boot(Men's) -Black Grizzly
    Sale
    $89.95 - $119.95
    $120.00 up to 25% off
    UGG Freamon Hyperweave Chukka Boot (Men's)
    New!
    Sale
    UGG Freamon Hyperweave Chukka Boot(Men's) -Black Textile
    Sale
    $75.95
    $150.00 49% off
    Cole Haan GrandPro Chukka Sneaker (Men's)
    New!
    Sale
    Cole Haan GrandPro Chukka Sneaker(Men's) -Black Leather
    Sale
    Cole Haan GrandPro Chukka Sneaker(Men's) -Black Oiled Velour Suede
    Sale
    $74.97 - $112.95
    $150.00 up to 50% off