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Men's Low Heel: 1"-2" Chukka Boots

25 Results

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Men
Low Heel: 1"-2"
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Low Heel: 1"-2"
Mid Heel: 2¼-3"
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25 Results
New Arrival
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Rockport Merrick Waterproof Boot

Now $119.99
BOGO 1st pair only!
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Dr. Scholl's Sync Flex Chukka Boot

Now $54.99
Limited time! Up to 40% off
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Rockport Oakes Waterproof Boot

Now $119.99
BOGO 1st pair only!
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Tommy Hilfiger Harbin Chukka Boot

Now $89.99
BOGO 50% off!
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Stacy Adams Eastmont Chukka Boot

Now $89.99
BOGO 50% off!
★★★★★ ★★★★★
(1)
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Reaction Kenneth Cole London Chukka Boot

$118.99
BOGO 50% off!
New Arrival
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Tommy Hilfiger Faltov Boot

Now $104.99
BOGO 50% off!
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Reaction Kenneth Cole Vesto Boot

Now $89.99
BOGO 50% off!
★★★★★ ★★★★★
(1)
Clearance
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Rockport Seamus Waterproof Boot

Minimum Clearance Price $64.98 $64.98 – Maximum Clearance Price $74.98 $74.98
BOGO 1st pair only!
★★★★★ ★★★★★
(17)
New Arrival
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Tommy Hilfiger Reesh Boot

Now $89.99
BOGO 50% off!
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HEYDUDE Bradley II Apres Boot - Men's

$79.99
BOGO 1st pair only!
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Deer Stags Garfield Chukka Boot

Now $74.99
BOGO 50% off!
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Tommy Hilfiger Hazmin Chukka Boot

Now $139.99
BOGO 50% off!
New Arrival
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Tommy Hilfiger Favy Chukka Boot

Now $134.99
BOGO 50% off!
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TOMS Carlo Mid Terrain 2.0 Sneaker - Men's

$109.99
BOGO 50% off!
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HEYDUDE Wally Mid GripR Warmth Boot - Men's

$89.99
BOGO 1st pair only!
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TOMS Carlo Mid Terrain 2.0 Sneaker - Men's

$109.99
BOGO 50% off!
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HEYDUDE Paul Pro Mid Slip-On Sneaker - Men's

$84.99
BOGO 1st pair only!
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Spring Step Cavidan Chukka Boot

$169.99
BOGO 1st pair only!
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Kenneth Cole New York Wilhem Chukka Boot

$164.99
BOGO 50% off!
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Rockport Works Prestige Point Work Boot

Now $154.99
BOGO 1st pair only!
★★★★★ ★★★★★
(3)
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Mykos Koen Sneaker

Now $74.99
BOGO 50% off!
★★★★★ ★★★★★
(1)
New Arrival
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Fireside by Dearfoams Craft Stitch Chukka Boot

Now $97.99
BOGO 50% off!
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Bed Stu Clyde Boot - Men's

$274.99
BOGO 1st pair only!
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Vince Jerome Chukka Boot - Men's

$297.99
BOGO 50% off!