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$35 - $65 Mens Chukka Boots

Clarks Bushacre 2 Boot (Men's)
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Clarks Bushacre 2 Boot(Men's) -Dark Tan Leather
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$58.95 - $73.95
$100.00 up to 41% 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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$44.95 - $79.95
$90.00 up to 50% off
Nunn Bush Galloway Chukka Boot (Men's)
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Nunn Bush Galloway Chukka Boot(Men's) -Beige Suede
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Nunn Bush Galloway Chukka Boot(Men's) -Dark Brown Suede
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$64.00
$80.00 20% 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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Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Navy Nubuck/Cordura® Fiber
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Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Blackout Nubuck/Cordura® EcoMade Fiber
$54.95 - $79.95
$80.00 up to 31% off
Dr. Martens Bonny II Chukka Boot
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Dr. Martens Bonny II Chukka Boot -Grey Canvas
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$55.95 - $84.95
$75.00 - $85.00 up to 30% off
Bearpaw Spencer Chukka (Men's)
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Bearpaw Spencer Chukka(Men's) -Black II Suede
Bearpaw Spencer Chukka(Men's) -Hickory II Suede
$59.95
Nunn Bush Galloway Plain Toe Chukka Boot (Men's)
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Nunn Bush Galloway Plain Toe Chukka Boot(Men's) -Navy Suede
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$64.00 - $68.00
$80.00 up to 20% off
Steve Madden Melded Chukka Boot (Men's)
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Steve Madden Melded Chukka Boot(Men's) -Dark Brown Burnished Nubuck Leather
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Steve Madden Melded Chukka Boot(Men's) -Dark Tan Burnished Nubuck Leather
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$57.95
$90.00 36% off
Steve Madden Osmar Chukka Boot (Men's)
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Steve Madden Osmar Chukka Boot(Men's) -Brown Leather
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$59.95
$99.99 40% off
Emeril Lagasse Footwear Ward Chukka Boot (Men's)
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Emeril Lagasse Footwear Ward Chukka Boot(Men's) -Black Smooth Leather
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$59.95
$75.00 20% off
Deer Stags Hooper Ankle Boot (Men's)
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Deer Stags Hooper Ankle Boot(Men's) -Black Simulated Leather
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Deer Stags Hooper Ankle Boot(Men's) -Dark Tan Simulated Leather
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$39.99
$60.00 33% off
DC Shoes Torstein Boot (Men's)
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DC Shoes Torstein Boot(Men's) -Coffee Leather
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$48.95 - $104.95
$100.00 - $105.00 up to 51% off
Deer Stags Seattle Boot (Men's)
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Deer Stags Seattle Boot(Men's) -Black
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Deer Stags Seattle Boot(Men's) -Luggage
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$59.99
$80.00 25% off
GBX Kroy Chukka Boot (Men's)
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GBX Kroy Chukka Boot(Men's) -Dark Brown Synthetic
GBX Kroy Chukka Boot(Men's) -Tan Synthetic
$64.95
Dr. Martens Baynes Chukka Boot
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Dr. Martens Baynes Chukka Boot -Dark Red Kaya Perfed
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Dr. Martens Baynes Chukka Boot -Grey Kaya
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Dr. Martens Baynes Chukka Boot -Indigo Kaya Perfed
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Dr. Martens Baynes Chukka Boot -Mid Grey Ajax Embossed/PU Coated Split Leather
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$49.95 - $87.95
$110.00 - $115.00 up to 57% off
Lugz Pathway 5 Ankle Boot (Men's)
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Lugz Pathway 5 Ankle Boot(Men's) -Black Durabrush
Lugz Pathway 5 Ankle Boot(Men's) -Black Synthetic
Lugz Pathway 5 Ankle Boot(Men's) -Golden Wheat/Bark/Cream/Gum Synthetic
$54.95
UGG Freamon Hyperweave Chukka Boot (Men's)
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UGG Freamon Hyperweave Chukka Boot(Men's) -Black Textile
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$59.95
$150.00 60% off
IZOD Inwood Chukka Boot (Men's)
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IZOD Inwood Chukka Boot(Men's) -Black Synthetic
IZOD Inwood Chukka Boot(Men's) -Dark Gray Texture Semi Leather
IZOD Inwood Chukka Boot(Men's) -Dark Tan Synthetic
IZOD Inwood Chukka Boot(Men's) -Gaucho Synthetic
$61.95
Timberland Groveton Leather and Fabric Chukka Boot (Men's)
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Timberland Groveton Leather and Fabric Chukka Boot(Men's) -Wheat Nubuck/Canvas
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$54.95
$80.00 31% off
IZOD Incent Chukka Boot (Men's)
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IZOD Incent Chukka Boot(Men's) -Black Canvas
IZOD Incent Chukka Boot(Men's) -Dark Natural Canvas
$59.95
Steve Madden Locktin Chukka Boot (Men's)
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Steve Madden Locktin Chukka Boot(Men's) -Grey Suede
Sale
$64.95
$85.00 24% off
Deer Stags Bangor Chukka Boot (Men's)
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Deer Stags Bangor Chukka Boot(Men's) -Black/Black Simulated Leather
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Deer Stags Bangor Chukka Boot(Men's) -Redwood/Dark Brown Simulated Leather
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$44.99
$75.00 40% off
Steve Madden Lost Chukka Slip On (Men's)
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Steve Madden Lost Chukka Slip On(Men's) -Cognac Suede
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Steve Madden Lost Chukka Slip On(Men's) -Taupe Suede
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$39.95
$99.99 60% off
Nunn Bush Sal Chukka Boot (Men's)
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Nunn Bush Sal Chukka Boot(Men's) -Black Synthetic
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Nunn Bush Sal Chukka Boot(Men's) -Brown Synthetic
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$56.00
$70.00 20% off
Deer Stags James Chukka Boot (Men's)
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Sale
Deer Stags James Chukka Boot(Men's) -Black Simulated Leather
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Deer Stags James Chukka Boot(Men's) -Dark Luggage Simulated Leather
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$39.99
$60.00 33% off