Shop Men's Chelsea Boots and Chukka Boots

131 Total Items

131 Total Items

Men's Freeman Brent Chukka Boots in Tan color
Freeman

Men's Freeman Brent Chukka Boots

Men's Territory Redwoods Chukka Boots in Brown color
Territory
$159.99
$44.98

Men's Territory Redwoods Chukka Boots

$159.99
$44.98
Men's Clarks Bushacre 3 Chukka Boots in Beeswax Leather color
Clarks
$109.99
$99.98

Men's Clarks Bushacre 3 Chukka Boots

$109.99
$99.98
Men's Vance Co. Marshall Chelsea Boots in Black color
Vance Co.
$99.99
$49.98

Men's Vance Co. Marshall Chelsea Boots

$99.99
$49.98
Men's Clarks Bushacre 2 Chukka Boots in Dark Brown color
Clarks

Men's Clarks Bushacre 2 Chukka Boots

Men's Vintage Foundry Co Orson Boots in Black color
Vintage Foundry Co
$174.99
$154.98

Men's Vintage Foundry Co Orson Boots

$174.99
$154.98
Men's Eastland Norway Chelsea Boots in Oak color
Eastland
$149.99

Men's Eastland Norway Chelsea Boots

$149.99
Men's Rockport Cassius Chelsea Boots in Brown Oat color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Rockport Cassius Chelsea Boots in Dark Natural color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Rockport Cassius Chelsea Boots in Black color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Nunn Bush Otis II Boots in Tan Leather color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

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Men's Nunn Bush Otis II Boots in Brown Leather color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

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Men's Nunn Bush Otis II Boots in Black Tumble color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

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Men's Deer Stags Brayden Dress Shoes in Brown color
Deer Stags
$99.99
$69.98

Men's Deer Stags Brayden Dress Shoes

$99.99
$69.98
Men's Carhartt Frontier Chelsea Work Boots in Mossy Brown color
Carhartt
$134.99

Men's Carhartt Frontier Chelsea Work Boots

$134.99
Men's Reserved Footwear Keith Dress Shoes in Black color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Keith Dress Shoes

$64.99
$54.98
Men's Reserved Footwear Keith Dress Shoes in Cognac color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Keith Dress Shoes

$64.99
$54.98
Men's Vintage Foundry Co Charles Chelsea Dress Boots in Tan color
Vintage Foundry Co
$149.99
$139.98

Men's Vintage Foundry Co Charles Chelsea Dress Boots

$149.99
$139.98
Men's Vintage Foundry Co Charles Chelsea Dress Boots in Black color
Vintage Foundry Co
$149.99
$139.98

Men's Vintage Foundry Co Charles Chelsea Dress Boots

$149.99
$139.98
Men's Vintage Foundry Co Milton Chukka Dress Boots in Brown color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Milton Chukka Dress Boots

$149.99
$114.98
Men's Vintage Foundry Co Milton Chukka Dress Boots in Navy color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Milton Chukka Dress Boots

$149.99
$114.98
Men's RUSH Gordon Rush Chelsea Boot Dress Shoes in Brown color
RUSH Gordon Rush
$124.99
$64.98

Men's RUSH Gordon Rush Chelsea Boot Dress Shoes

$124.99
$64.98
Men's RUSH Gordon Rush Chelsea Boot Dress Shoes in Black color
RUSH Gordon Rush
$124.99
$64.98

Men's RUSH Gordon Rush Chelsea Boot Dress Shoes

$124.99
$64.98
Men's Vintage Foundry Co Darwin Chelsea Boots in Cognac color
Vintage Foundry Co
$144.99

Men's Vintage Foundry Co Darwin Chelsea Boots

$144.99