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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.
Eastland Jack Chukka Boot (Men's)
New!
Sale
Eastland Jack Chukka Boot(Men's) -Burgundy Full Grain Leather
Eastland Jack Chukka Boot(Men's) -Brown Leather
Eastland Jack Chukka Boot(Men's) -Grey Full Grain Leather
$124.95
Florsheim Edge Chukka Boot (Men's)
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Florsheim Edge Chukka Boot(Men's) -Black Nubuck
Florsheim Edge Chukka Boot(Men's) -Charcoal Nubuck
Florsheim Edge Chukka Boot(Men's) -Loden Nubuck
Florsheim Edge Chukka Boot(Men's) -Navy Nubuck
Florsheim Edge Chukka Boot(Men's) -Olive Nubuck
$109.95
Timberland Kendrick Chukka Boot (Men's)
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Timberland Kendrick Chukka Boot(Men's) -Medium Brown Full Grain Leather
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Timberland Kendrick Chukka Boot(Men's) -Black Full Grain Leather
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$94.95
$140.00 32% off
UGG Cali Chukka Sneaker (Men's)
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UGG Cali Chukka Sneaker(Men's) -Chestnut Suede
UGG Cali Chukka Sneaker(Men's) -Navy Suede
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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) -Seal Suede
$133.95 - $179.95
$180.00 - $200.00 up to 33% off
Timberland Bardstown Plain Toe Chukka Boot (Men's)
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Timberland Bardstown Plain Toe Chukka Boot(Men's) -Black Full Grain Leather
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Timberland Bardstown Plain Toe Chukka Boot(Men's) -Medium Brown Full Grain Leather
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$179.95
$300.00 40% off
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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Clarks Bushacre 2 Boot(Men's) -Brown Suede
$58.95 - $99.95
$100.00 up to 41% off
UGG Neumel Boot (Men's)
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UGG Neumel Boot(Men's) -Taupe Suede
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UGG Neumel Boot(Men's) -Black
UGG Neumel Boot(Men's) -Charcoal Suede
UGG Neumel Boot(Men's) -Chestnut
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) -White Pepper Suede
$107.95 - $149.95
$130.00 - $150.00 up to 23% off
Steve Madden Hestonn (Men's)
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Steve Madden Hestonn(Men's) -Tan Leather
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$79.95
$90.00 11% 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
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
Clarks Desert Boot (Men's)
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Clarks Desert Boot(Men's) -Sand/Sand Suede
New
Clarks Desert Boot(Men's) -Bordeaux 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) -Olive/Olive Suede
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Clarks Desert Boot(Men's) -Taupe Canvas
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Clarks Desert Boot(Men's) -Beeswax Full Grain Leather
Clarks Desert Boot(Men's) -Black/Black Suede
Clarks Desert Boot(Men's) -Brown
Clarks Desert Boot(Men's) -Brown/Brown Suede
Clarks Desert Boot(Men's) -Oak Suede
$93.95 - $129.95
$130.00 - $140.00 up to 33% off
UGG Neumel Waterproof Chukka Boot (Men's)
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UGG Neumel Waterproof Chukka Boot(Men's) -True Navy Full Grain Leather
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UGG Neumel Waterproof Chukka Boot(Men's) -Black Full Grain Leather
UGG Neumel Waterproof Chukka Boot(Men's) -Charcoal Full Grain Leather
UGG Neumel Waterproof Chukka Boot(Men's) -Grizzly Full Grain Leather
$114.95 - $179.95
$180.00 up to 36% off
Rockport Sharp & Ready Chukka Boot (Men's)
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Rockport Sharp & Ready Chukka Boot(Men's) -Black Leather
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Rockport Sharp & Ready Chukka Boot(Men's) -Saddle Brown Leather
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Rockport Sharp & Ready Chukka Boot(Men's) -Brown/Brown Leather
Rockport Sharp & Ready Chukka Boot(Men's) -Castlerock Grey Leather
Rockport Sharp & Ready Chukka Boot(Men's) -Tobacco Suede
$116.99 - $155.00
$139.95 - $140.00 up to 16% 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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$124.95
$134.99 7% 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
$129.95 - $229.95
$170.00 - $230.00 up to 24% 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) -Tan Full Grain Leather
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$100.00
$120.00 17% off
Dr. Martens Work Sussex 3 Eye Chukka (Men's)
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Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Black Bear Track
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Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Dark Brown Bear Track
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$84.98
$95.00 11% off
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
UGG Dustin Chukka Boot (Men's)
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UGG Dustin Chukka Boot(Men's) -Black Suede
UGG Dustin Chukka Boot(Men's) -Chestnut Suede
UGG Dustin Chukka Boot(Men's) -Seal Suede
UGG Dustin Chukka Boot(Men's) -True Navy Suede
$99.95
UGG Neumel Unlined Leather Chukka Boot (Men's)
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UGG Neumel Unlined Leather Chukka Boot(Men's) -Burgundy Suede
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UGG Neumel Unlined Leather Chukka Boot(Men's) -Moss Green Suede
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UGG Neumel Unlined Leather Chukka Boot(Men's) -Charcoal Unlined Leather
UGG Neumel Unlined Leather Chukka Boot(Men's) -Chestnut Unlined Leather
UGG Neumel Unlined Leather Chukka Boot(Men's) -Pumice Unlined Leather
$74.95 - $124.95
$100.00 - $125.00 up to 25% 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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$99.95
$114.99 13% off
Naot Pilot (Men's)
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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
$239.95
Dansko Joy Chukka Boot (Women's)
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Dansko Joy Chukka Boot(Women's) -Black Nubuck
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Dansko Joy Chukka Boot(Women's) -Brown Burnished Nubuck
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$123.95
$165.00 25% off
Clarks Desert Trek (Men's)
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Clarks Desert Trek(Men's) -Nut Brown Suede/Full Grain Leather
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Clarks Desert Trek(Men's) -Black/Black/Black Suede
$125.95 - $139.95
$140.00 up to 10% off
Steve Madden Harken Chukka Boot (Men's)
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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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$44.95 - $79.95
$90.00 up to 50% off
Twisted X Boots MDM0061 Driving Mocs Chukka Boot (Men's)
New!
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Twisted X Boots MDM0061 Driving Mocs Chukka Boot(Men's) -Tan/Tooled Flowers Leather
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$129.95
$139.99 7% off
Nunn Bush Lancaster Chukka Boot (Men's)
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Nunn Bush Lancaster Chukka Boot(Men's) -Black Oiled Leather
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Nunn Bush Lancaster Chukka Boot(Men's) -Brown Oiled Leather
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Nunn Bush Lancaster Chukka Boot(Men's) -Camel Suede
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$72.00
$80.00 10% off
UGG Neumel II Bootie (Children's)
New!
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UGG Neumel II Bootie(Children's) -Black Suede
UGG Neumel II Bootie(Children's) -Charcoal Suede
UGG Neumel II Bootie(Children's) -Chestnut Suede
$109.95