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Cushioned $65 - $100 Casual Chelsea Boots

Skechers Relaxed Fit Rolden Warton Chelsea Boot (Men's)
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Sale
Skechers Relaxed Fit Rolden Warton Chelsea Boot(Men's) -Dark Brown
Sale
$76.95
$85.00 9% off
Florsheim Estabrook Gore Boot (Men's)
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Florsheim Estabrook Gore Boot(Men's) -Brown Crazy Horse Leather
Sale
$89.95
$125.00 28% off
Skechers Relaxed Fit Molton Gaveno Chelsea Boot (Men's)
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Skechers Relaxed Fit Molton Gaveno Chelsea Boot(Men's) -Black
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Skechers Relaxed Fit Molton Gaveno Chelsea Boot(Men's) -Brown
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$90.95
$105.00 13% off
Naturalizer Femma Ankle Boot (Women's)
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Naturalizer Femma Ankle Boot(Women's) -Alabaster Pebbled Leather
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Naturalizer Femma Ankle Boot(Women's) -Black Leather
Sale
$99.99
$130.00 23% off
Bogs Overcast Chelsea Rainboot (Men's)
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Bogs Overcast Chelsea Rainboot(Men's) -Black Rubber
New
Bogs Overcast Chelsea Rainboot(Men's) -Gray Rubber
New
Bogs Overcast Chelsea Rainboot(Men's) -Olive Rubber
New
$69.95
Carhartt CWS4160 4
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Carhartt CWS4160 4
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$96.95
$129.99 25% off
Earth Delrio Chelsea Boot (Women's)
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Earth Delrio Chelsea Boot(Women's) -Bark Tumbled Full Grain Leather
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Earth Delrio Chelsea Boot(Women's) -Black Tumbled Full Grain Leather
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$97.95
$150.00 35% off
Crevo Blake Chelsea Boot (Men's)
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Crevo Blake Chelsea Boot(Men's) -Grey Suede
Crevo Blake Chelsea Boot(Men's) -Tan Suede
$89.95
Clarks Hinman Chelsea Boot (Men's)
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Clarks Hinman Chelsea Boot(Men's) -Dark Tan Suede
Sale
$72.95
$110.00 34% off
Timberland Londyn Chelsea Sneaker Boot (Women's)
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Timberland Londyn Chelsea Sneaker Boot(Women's) -Black Nubuck/Metallic
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Timberland Londyn Chelsea Sneaker Boot(Women's) -White Nubuck
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$69.95
$100.00 - $110.00 up to 36% off
Sudini Footwear Beatrice Ankle Bootie (Women's)
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Sudini Footwear Beatrice Ankle Bootie(Women's) -Black Kid Suede
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Sudini Footwear Beatrice Ankle Bootie(Women's) -Cognac Kid Suede
Sale
$72.95
$160.00 54% off
Reef Voyage LE Chelsea Boot (Women's)
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Reef Voyage LE Chelsea Boot(Women's) -Black/Black Leather
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Reef Voyage LE Chelsea Boot(Women's) -Saddle Leather
Sale
$92.99 - $94.99
$145.00 up to 36% off
Cole Haan Ferri Chelsea Bootie (Women's)
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Cole Haan Ferri Chelsea Bootie(Women's) -Driftwood Leather
Sale
$91.95
$180.00 49% off
TOMS Ella Bootie (Women's)
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TOMS Ella Bootie(Women's) -Black Suede
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TOMS Ella Bootie(Women's) -Forged Iron Grey Suede
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TOMS Ella Bootie(Women's) -Honey Leather/Faux Shearling
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TOMS Ella Bootie(Women's) -Muscat Suede
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TOMS Ella Bootie(Women's) -Toffee Suede
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$37.95 - $99.95
$99.95 - $129.00 up to 43% off
Dr. Martens Flora Chelsea Boot (Women's)
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Dr. Martens Flora Chelsea Boot(Women's) -Charro Brando Leather
Dr. Martens Flora Chelsea Boot(Women's) -Cherry Red Velvet
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Dr. Martens Flora Chelsea Boot(Women's) -Dark Brown New Vibrance Croco Leather
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Dr. Martens Flora Chelsea Boot(Women's) -Light Grey Asciano Leather
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$58.95 - $139.95
$130.00 - $145.00 up to 46% off