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Chukka Boots

Our great collection of chukka boots for women, men and kids has something for everyone. With chukka boots both in classic colors like black and brown as well as vibrant shades of red, pink, blue and green, your personal style preferences will shine through. We have chukka boots in full grain leather or suited to fall fashion trends, and you're sure to find your fit with brands like UGG, Timberland and Clarks.
TOMS Mateo Chukka Boot (Men's)
New!
Sale
TOMS Mateo Chukka Boot(Men's) -Chocolate Brown Slub Chambray
Sale
TOMS Mateo Chukka Boot(Men's) -Charcoal Herringbone Coated Canvas
Sale
$72.95 - $82.95
$98.00 up to 26% off
Florsheim Edge Chukka Boot (Men's)
New!
Sale
Florsheim Edge Chukka Boot(Men's) -Black Nubuck
New
Florsheim Edge Chukka Boot(Men's) -Charcoal Nubuck
New
Florsheim Edge Chukka Boot(Men's) -Loden Nubuck
New
Florsheim Edge Chukka Boot(Men's) -Navy Nubuck
New
Florsheim Edge Chukka Boot(Men's) -Olive Nubuck
New
$109.95
UGG Cali Chukka Sneaker (Men's)
New!
Sale
UGG Cali Chukka Sneaker(Men's) -Chestnut Suede
UGG Cali Chukka Sneaker(Men's) -Navy Full Grain Leather
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UGG Cali Chukka Sneaker(Men's) -Stout Full Grain Leather
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UGG Cali Chukka Sneaker(Men's) -Antelope Suede
UGG Cali Chukka Sneaker(Men's) -Navy Suede
UGG Cali Chukka Sneaker(Men's) -Seal Suede
$114.95 - $179.95
$180.00 - $200.00 up to 43% off
Clarks Wallabee Boot (Men's)
New!
Sale
Clarks Wallabee Boot(Men's) -Beeswax/Beeswax Leather
Clarks Wallabee Boot(Men's) -Black/Black Leather
Clarks Wallabee Boot(Men's) -Black/Black Suede
Clarks Wallabee Boot(Men's) -Dark Brown Suede
Clarks Wallabee Boot(Men's) -Maple Suede
$149.95
Clarks Bushacre 2 Boot (Men's)
New!
Sale
Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
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Clarks Bushacre 2 Boot(Men's) -Black Leather
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Clarks Bushacre 2 Boot(Men's) -Black Suede
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Clarks Bushacre 2 Boot(Men's) -Black Waxy Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Olive Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Tan Leather
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Clarks Bushacre 2 Boot(Men's) -Grey Leather
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Clarks Bushacre 2 Boot(Men's) -Navy Leather
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Clarks Bushacre 2 Boot(Men's) -Wheat Suede
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Clarks Bushacre 2 Boot(Men's) -Wine Leather
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$54.99 - $67.99
$100.00 up to 45% off
Steve Madden Harken Chukka Boot (Men's)
New!
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Steve Madden Harken Chukka Boot(Men's) -Black  Leather
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Steve Madden Harken Chukka Boot(Men's) -Cognac Leather
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$79.95
$90.00 11% off
Dunham Royalton Chukka (Men's)
New!
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Dunham Royalton Chukka(Men's) -Flagstone Leather
New
Dunham Royalton Chukka(Men's) -Brown Leather
$149.95
ECCO Turn GORE-TEX Chukka Tie Boot (Men's)
New!
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ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Black Cow Oil Nubuck
ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Mocha Cow Oil Nubuck
$169.95 - $229.95
Ariat Spitfire Chukka Boot (Men's)
New!
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Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Full Grain Leather
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Ariat Spitfire Chukka Boot(Men's) -Aged Mahogany Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber/Blue Laces Full Grain Leather
Ariat Spitfire Chukka Boot(Men's) -Vintage Bomber Full Grain Leather
$99.95 - $109.95
$99.95 - $109.95 up to 9% off
Clarks Wallabee Bootie (Women's)
New!
Sale
Clarks Wallabee Bootie(Women's) -Beeswax/White Leather
New
Clarks Wallabee Bootie(Women's) -Black Interest Full Grain Leather
New
Clarks Wallabee Bootie(Women's) -Beeswax/Beeswax Leather
Clarks Wallabee Bootie(Women's) -Black
Clarks Wallabee Bootie(Women's) -Blue/Grey Suede
New
Clarks Wallabee Bootie(Women's) -Burgundy Suede
New
Clarks Wallabee Bootie(Women's) -Grey Suede
New
Clarks Wallabee Bootie(Women's) -Maple Suede
Clarks Wallabee Bootie(Women's) -Maple/Maple Suede/Full Grain Leather
New
$140.00 - $150.00
Clarks Desert Boot (Women's)
New!
Sale
Clarks Desert Boot(Women's) -Beeswax/Beeswax Leather
New
Clarks Desert Boot(Women's) -Black/Black Suede
New
Clarks Desert Boot(Women's) -Beeswax Smooth Leather
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Clarks Desert Boot(Women's) -Black Suede
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Clarks Desert Boot(Women's) -Chocolate Suede
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Clarks Desert Boot(Women's) -Legacy Black Suede
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Clarks Desert Boot(Women's) -Taupe Distressed
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Clarks Desert Boot(Women's) -Beeswax Leather
Clarks Desert Boot(Women's) -Ink Suede
New
Clarks Desert Boot(Women's) -Oak Suede
New
Clarks Desert Boot(Women's) -Oakwood Suede
Clarks Desert Boot(Women's) -Olive Suede
New
$107.99 - $130.00
$120.00 - $140.00 up to 10% off
Clarks Stinson Hi Moc Toe Boot (Men's)
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Clarks Stinson Hi Moc Toe Boot(Men's) -Beeswax Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Black Oily Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Brown Oily Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Dark Olive Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Sand Suede
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$89.99 - $98.99
$100.00 - $110.00 up to 10% off
Timberland Davis Square Fabric/Leather Chukka Boot (Men's)
New!
Sale
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Medium Grey Nubuck/Cordura® Fiber
New
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Navy Nubuck/Cordura® Fiber
New
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Black Nubuck/Cordura® EcoMade Fiber
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Wheat Nubuck/Cordura® EcoMade Fiber
$59.95 - $79.95
Rockport Marshall Chukka Boot (Men's)
New!
Sale
Rockport Marshall Chukka Boot(Men's) -Black Leather
Rockport Marshall Chukka Boot(Men's) -Cognac Leather
Rockport Marshall Chukka Boot(Men's) -Dark Brown Leather
$89.45 - $119.95
Clarks Wallabee (Men's)
New!
Sale
Clarks Wallabee(Men's) -Beeswax/White Leather
New
Clarks Wallabee(Men's) -Black/White Full Grain Leather
New
Clarks Wallabee(Men's) -Beeswax/Beeswax Leather
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Clarks Wallabee(Men's) -Black/Black Leather
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Clarks Wallabee(Men's) -Bordeaux Suede
New
Clarks Wallabee(Men's) -Maple Suede
$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
$47.45
$120.00 60% off
Twisted X Boots MDM0059 Driving Mocs Chukka Boot (Men's)
New!
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Twisted X Boots MDM0059 Driving Mocs Chukka Boot(Men's) -Brown/Brown Print Leather
Sale
$99.95
$114.99 13% off
Twisted X Boots WDM0081 Driving Moc Chukka Boot (Women's)
New!
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Twisted X Boots WDM0081 Driving Moc Chukka Boot(Women's) -Brown/Tooled Flowers Leather
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$124.95
$134.99 7% off
Rockport Essential Details Waterproof Chukka Boot (Men's)
New!
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Rockport Essential Details Waterproof Chukka Boot(Men's) -Black Full Grain Leather
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$109.95
$125.00 12% off
Dunham Johnson Chukka (Men's)
New!
Sale
Dunham Johnson Chukka(Men's) -Black Leather
$149.95