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Leather Chukka Boots

Clarks Bushacre 2 Boot (Men's)
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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) -Taupe Distressed Suede
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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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$58.95
$100.00 41% off
UGG Neumel Boot (Men's)
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UGG Neumel Boot(Men's) -Chestnut Leather
UGG Neumel Boot(Men's) -Chestnut Two Tone Suede
UGG Neumel Boot(Men's) -Cordovan Cow Suede
UGG Neumel Boot(Men's) -Espresso Cow Suede
UGG Neumel Boot(Men's) -New Navy Suede
UGG Neumel Boot(Men's) -Salty Blue Suede
UGG Neumel Boot(Men's) -Taupe Suede
UGG Neumel Boot(Men's) -White Pepper Suede
$129.95 - $149.95
Twisted X Boots Driving Moc Chukka (Women's)
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Twisted X Boots Driving Moc Chukka(Women's) -Bomber/Mahogany Leather
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Twisted X Boots Driving Moc Chukka(Women's) -Bomber/Tan Leather
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Twisted X Boots Driving Moc Chukka(Women's) -Brown/Turquoise Leather
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$83.95
$109.99 24% off
Twisted X Boots Driving Moc Chukka Boot (Women's)
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Twisted X Boots Driving Moc Chukka Boot(Women's) -Bomber/Nude Print Leather
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Twisted X Boots Driving Moc Chukka Boot(Women's) -Brown/Brown Print Leather
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Twisted X Boots Driving Moc Chukka Boot(Women's) -Brown/Turquoise Print Leather
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$83.95
$109.99 24% off
Clarks Stinson Hi Moc Toe Boot (Men's)
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Clarks Stinson Hi Moc Toe Boot(Men's) -Taupe Distressed Suede
New
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) -Black Suede
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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 - $109.95
$100.00 - $110.00 up to 18% off
Rockport Charson Lace Up Ankle Boot (Men's)
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Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
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Rockport Charson Lace Up Ankle Boot(Men's) -Dark Brown Leather
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$120.00 - $130.00
$140.00 up to 14% off
Rockport Rugged Bucks Waterproof Boot (Men's)
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Rockport Rugged Bucks Waterproof Boot(Men's) -Boston Tan
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Rockport Rugged Bucks Waterproof Boot(Men's) -New Black Leather
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Rockport Rugged Bucks Waterproof Boot(Men's) -Tan Full Grain Leather
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$100.00
$120.00 17% off
ECCO Turn GORE-TEX Chukka Tie Boot (Men's)
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ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Mocha Cow Oil Nubuck
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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) -Cocoa Brown Cow Oil Nubuck
$144.95 - $229.95
$170.00 - $230.00 up to 15% off
Clarks Desert Boot (Men's)
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Clarks Desert Boot(Men's) -Beeswax Full Grain Leather
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Clarks Desert Boot(Men's) -Black/Black Suede
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Clarks Desert Boot(Men's) -Bordeaux Suede
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Clarks Desert Boot(Men's) -Brown/Brown Suede
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Clarks Desert Boot(Men's) -Mahogany Suede
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Clarks Desert Boot(Men's) -Navy Canvas
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Clarks Desert Boot(Men's) -Oak Suede
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Clarks Desert Boot(Men's) -Olive/Olive Suede
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Clarks Desert Boot(Men's) -Sand/Sand Suede
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Clarks Desert Boot(Men's) -Taupe Canvas
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Clarks Desert Boot(Men's) -Brown
$98.99 - $130.00
$130.00 - $140.00 up to 29% off
Twisted X Boots WDM0081 Driving Moc Chukka Boot (Women's)
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Twisted X Boots WDM0081 Driving Moc Chukka Boot(Women's) -Brown/Tooled Flowers Leather
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$99.95
$134.99 26% off
Timberland Davis Square Fabric/Leather Chukka Boot (Men's)
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Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Black Nubuck/Cordura® EcoMade Fiber
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Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Medium Grey Nubuck/Cordura® Fiber
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$54.95
$80.00 31% off
Twisted X Boots MDM0059 Driving Mocs Chukka Boot (Men's)
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Twisted X Boots MDM0059 Driving Mocs Chukka Boot(Men's) -Brown/Brown Print Leather
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$79.95
$114.99 30% off
Dunham Royalton Chukka (Men's)
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Dunham Royalton Chukka(Men's) -Brown Leather
Dunham Royalton Chukka(Men's) -Flagstone Leather
$149.95
Dunham Johnson Chukka (Men's)
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Dunham Johnson Chukka(Men's) -Black Leather
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$111.95
$150.00 25% off
Ariat Spitfire Chukka Boot (Men's)
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Ariat Spitfire Chukka Boot(Men's) -Aged Mahogany Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Full Grain Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber/Blue Laces Full Grain Leather
$99.95 - $109.95
TOMS Chukka Boot Leather (Men's)
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TOMS Chukka Boot Leather(Men's) -Black Melange Woven
$97.95
Cole Haan Original Grand Chukka Boot (Men's)
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Cole Haan Original Grand Chukka Boot(Men's) -Black Leather/Black
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Cole Haan Original Grand Chukka Boot(Men's) -Woodbury Leather/Ivory
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$149.99 - $152.95
$180.00 up to 17% off
Rockport Dustyn Chukka Boot (Men's)
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Rockport Dustyn Chukka Boot(Men's) -Black Leather
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Rockport Dustyn Chukka Boot(Men's) -New Caramel Leather
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$110.00
$125.00 12% off
Twisted X Boots MDM0057 Driving Moc Chukka (Men's)
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Twisted X Boots MDM0057 Driving Moc Chukka(Men's) -Oiled Saddle/Blue Leather
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$83.95
$114.99 27% off
Clarks Desert Trek (Men's)
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Clarks Desert Trek(Men's) -Black/Black/Black Suede
New
Clarks Desert Trek(Men's) -Nut Brown Suede/Full Grain Leather
Sale
$125.95 - $139.95
$140.00 up to 10% off
Cole Haan Wagner Grand Apron Chukka Boot (Men's)
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Cole Haan Wagner Grand Apron Chukka Boot(Men's) -Java Nubuck Waterproof Leather
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Cole Haan Wagner Grand Apron Chukka Boot(Men's) -Mesquite Waterproof Leather
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$239.99
$280.00 14% off
Dansko Joy Chukka Boot (Women's)
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Dansko Joy Chukka Boot(Women's) -Brown Burnished Nubuck
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Dansko Joy Chukka Boot(Women's) -Black Nubuck
$123.95 - $164.95
$165.00 up to 25% off
Clarks Stinson Lo (Men's)
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Clarks Stinson Lo(Men's) -Beeswax Leather
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Clarks Stinson Lo(Men's) -Black Leather
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$89.99
$100.00 10% off