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In 1971, Rockport changed the landscape of comfort footwear by introducing the first dress shoes with built-in sport technology. They believed that...

Rockport

Rockport Mens Chukka Boots

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 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
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
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
Rockport Classic Break Chukka Boot (Men's)
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Rockport Classic Break Chukka Boot(Men's) -Dark Brown Leather
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$106.45
$120.00 11% off
Rockport Rydley Chukka Boot (Men's)
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Rockport Rydley Chukka Boot(Men's) -Dark Bitter Chocolate Nubuck
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Rockport Rydley Chukka Boot(Men's) -Taupe Nubuck
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$85.95 - $97.99
$115.00 up to 25% off
Rockport Cabot Chukka Boot (Men's)
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Rockport Cabot Chukka Boot(Men's) -Beeswax Leather
$129.95
Rockport Wynstin Chukka Boot (Men's)
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Rockport Wynstin Chukka Boot(Men's) -Dark Bitter Chocolate Leather
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Rockport Wynstin Chukka Boot(Men's) -Tobacco Leather
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$97.45 - $97.99
$130.00 up to 25% off