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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 Marshall Chukka Boot (Men's)
New!
Sale
Rockport Marshall Chukka Boot(Men's) -Black Leather
Rockport Marshall Chukka Boot(Men's) -Cognac Leather
Rockport Marshall Chukka Boot(Men's) -Dark Brown Leather
$89.45 - $119.95
Rockport Essential Details Waterproof Chukka Boot (Men's)
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Rockport Essential Details Waterproof Chukka Boot(Men's) -Black Full Grain Leather
Sale
$109.95
$125.00 12% off
Rockport Dustyn Chukka Boot (Men's)
New!
Sale
Rockport Dustyn Chukka Boot(Men's) -Black Leather
New
Rockport Dustyn Chukka Boot(Men's) -New Caramel Leather
New
$124.95
Rockport Charson Lace Up Ankle Boot (Men's)
New!
Sale
Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
Sale
Rockport Charson Lace Up Ankle Boot(Men's) -Dark Brown Leather
Sale
$99.95
$140.00 29% off
Rockport Classic Break Chukka Boot (Men's)
New!
Sale
Rockport Classic Break Chukka Boot(Men's) -Dark Bitter Chocolate Suede
Sale
Rockport Classic Break Chukka Boot(Men's) -Dark Brown Leather
Sale
$106.45
$120.00 11% off
Rockport Wynstin Chukka Boot (Men's)
New!
Sale
Rockport Wynstin Chukka Boot(Men's) -Dark Bitter Chocolate Leather
Sale
Rockport Wynstin Chukka Boot(Men's) -Tobacco Leather
Sale
$97.45 - $97.99
$130.00 up to 25% off
Rockport Jaxson Chukka (Men's)
New!
Sale
Rockport Jaxson Chukka(Men's) -Brown II Leather
$160.00
Rockport Sharp & Ready Chukka Boot (Men's)
New!
Sale
Rockport Sharp & Ready Chukka Boot(Men's) -Black Leather
New
Rockport Sharp & Ready Chukka Boot(Men's) -Saddle Brown Leather
New
Rockport Sharp & Ready Chukka Boot(Men's) -Tobacco Suede
New
$79.95 - $139.95
Rockport Cabot Chukka Boot (Men's)
New!
Sale
Rockport Cabot Chukka Boot(Men's) -Beeswax Leather
New
Rockport Cabot Chukka Boot(Men's) -Black/Black Leather
New
$129.95
Rockport Total Motion Fusion Desert Boot (Men's)
New!
Sale
Rockport Total Motion Fusion Desert Boot(Men's) -Black
Sale
$71.97
$144.00 50% off