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    Fashion Chukka Boots

    1-36 of 102 results
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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) -Brown Suede
    Sale
    Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Dark Green Suede
    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) -Khaki Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Navy Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Wheat Suede
    Sale
    $64.99 - $89.99
    $100.00 up to 35% off
    Clarks Desert Boot (Men's)
    New!
    Sale
    Clarks Desert Boot(Men's) -Black/Black Leather
    Sale
    Clarks Desert Boot(Men's) -Navy Canvas
    Sale
    Clarks Desert Boot(Men's) -Beeswax
    Clarks Desert Boot(Men's) -Blue/Grey Suede
    Clarks Desert Boot(Men's) -Brown
    Clarks Desert Boot(Men's) -Dark Green Suede
    Clarks Desert Boot(Men's) -Mahogany Suede
    Clarks Desert Boot(Men's) -New Black Suede
    Clarks Desert Boot(Men's) -Oakwood Suede
    Clarks Desert Boot(Men's) -Taupe Canvas
    Clarks Desert Boot(Men's) -Taupe Distressed Suede
    $68.99 - $139.95
    $130.00 - $140.00 up to 51% off
    Clarks Stinson Hi Moc Toe Boot (Men's)
    New!
    Sale
    Clarks Stinson Hi Moc Toe Boot(Men's) -Dark Brown Leather
    Sale
    Clarks Stinson Hi Moc Toe Boot(Men's) -Dark Tan Leather
    Sale
    Clarks Stinson Hi Moc Toe Boot(Men's) -Beeswax Leather
    Clarks Stinson Hi Moc Toe Boot(Men's) -Black Oily Leather
    Clarks Stinson Hi Moc Toe Boot(Men's) -Brown Oily Leather
    Clarks Stinson Hi Moc Toe Boot(Men's) -Sand Suede
    $82.99 - $99.95
    $100.00 - $110.00 up to 25% off
    Steve Madden Harken Chukka Boot (Men's)
    New!
    Sale
    Steve Madden Harken Chukka Boot(Men's) -Cognac Leather
    Sale
    Steve Madden Harken Chukka Boot(Men's) -Black  Leather
    Steve Madden Harken Chukka Boot(Men's) -Grey Leather
    $84.95 - $89.95
    $90.00 up to 6% 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
    $125.99 - $126.99
    $140.00 up to 10% off
    Clarks Stratton Limit Boot (Men's)
    New!
    Sale
    Clarks Stratton Limit Boot(Men's) -Brown Leather
    Sale
    Clarks Stratton Limit Boot(Men's) -Black Leather
    $101.25 - $134.95
    $135.00 up to 25% off
    Clarks Desert Boot (Women's)
    New!
    Sale
    Clarks Desert Boot(Women's) -Taupe Distressed
    Sale
    Clarks Desert Boot(Women's) -Beeswax Leather
    Clarks Desert Boot(Women's) -Black Suede
    Clarks Desert Boot(Women's) -Dark Navy Suede
    Clarks Desert Boot(Women's) -Oakwood Suede
    $119.95
    $120.00 - $140.00 up to 14% 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
    Naot Pilot (Men's)
    New!
    Sale
    Naot Pilot(Men's) -Brown Gradient Handcrafted Leather
    Naot Pilot(Men's) -Desert Suede
    Naot Pilot(Men's) -Gray Suede
    Naot Pilot(Men's) -Oily Coal Nubuck
    Naot Pilot(Men's) -Seal Brown Suede
    Naot Pilot(Men's) -Vintage Grey Leather
    $199.95 - $239.95
    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
    Timberland Killington Chukka Boot(Men's) -Navy Leather
    Sale
    Timberland Killington Chukka Boot(Men's) -Black Leather
    Timberland Killington Chukka Boot(Men's) -Light Brown Full Grain Leather
    Timberland Killington Chukka Boot(Men's) -Medium Brown Full Grain Leather/Mesh
    $74.95 - $124.95
    $125.00 up to 40% off
    Cole Haan GrandPro Chukka Sneaker (Men's)
    New!
    Sale
    Cole Haan GrandPro Chukka Sneaker(Men's) -Black Oiled Velour Suede
    Sale
    Cole Haan GrandPro Chukka Sneaker(Men's) -Black Leather
    $97.50 - $149.95
    $150.00 up to 35% off
    Naot Levanto Lace Up Ankle Boot (Women's)
    New!
    Sale
    Naot Levanto Lace Up Ankle Boot(Women's) -Desert Suede
    Sale
    Naot Levanto Lace Up Ankle Boot(Women's) -Midnight Suede
    Naot Levanto Lace Up Ankle Boot(Women's) -Seal Brown Suede
    Naot Levanto Lace Up Ankle Boot(Women's) -Vintage Grey Leather
    $186.99 - $220.00
    $220.00 up to 15% off
    Dr. Martens Bonny 6 Eye Chukka Boot
    New!
    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 -Black 8 Oz Canvas
    Dr. Martens Bonny 6 Eye Chukka Boot -Navy Extra Tough Nylon/Rubbery
    Dr. Martens Bonny 6 Eye Chukka Boot -Port Royale Canvas
    $49.95 - $84.95
    $80.00 - $85.00 up to 41% off
    Florsheim NDNS Chukka Boot (Men's)
    New!
    Sale
    Florsheim NDNS Chukka Boot(Men's) -Black Leather
    Sale
    $97.95
    $130.00 25% off
    Clarks Un.Elott Mid Chukka Boot (Men's)
    New!
    Sale
    Clarks Un.Elott Mid Chukka Boot(Men's) -Black Cow Full Grain Leather
    Sale
    $126.00
    $180.00 30% off
    UGG Neumel Boot (Men's)
    New!
    Sale
    UGG Neumel Boot(Men's) -Redwood
    Sale
    UGG Neumel Boot(Men's) -Black
    UGG Neumel Boot(Men's) -Chestnut
    $95.95 - $129.95
    $130.00 - $150.00 up to 36% 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
    Rockport Classic Break Chukka Boot (Men's)
    New!
    Sale
    Rockport Classic Break Chukka Boot(Men's) -Black Suede
    Sale
    Rockport Classic Break Chukka Boot(Men's) -Dark Brown Leather
    Sale
    $87.75 - $106.45
    $120.00 - $135.00 up to 35% off
    UGG Leighton Waterproof Chukka Boot (Men's)
    New!
    Sale
    UGG Leighton Waterproof Chukka Boot(Men's) -Chestnut Suede
    Sale
    $127.95
    $170.00 25% off
    Stacy Adams Astro 53404 (Men's)
    New!
    Sale
    Stacy Adams Astro 53404(Men's) -Black Smooth Leather
    Sale
    Stacy Adams Astro 53404(Men's) -Black Suede
    Stacy Adams Astro 53404(Men's) -Gray Suede
    Stacy Adams Astro 53404(Men's) -Sand Suede
    $79.95 - $89.95
    $90.00 up to 11% off
    Cole Haan Williams Welt Chukka II (Men's)
    New!
    Sale
    Cole Haan Williams Welt Chukka II(Men's) -Chestnut Burnish Leather/Suede
    Sale
    Cole Haan Williams Welt Chukka II(Men's) -Driftwood/Driftwood Suede
    Sale
    $139.95
    $250.00 44% off