Men's Chukka Boots & Chelsea Boots

112 Total Items

112 Total Items

Men's HEYDUDE Bradley Chukka Classic Boots in Brown/Black color
HEYDUDE
$84.99

Men's HEYDUDE Bradley Chukka Classic Boots

$84.99

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Men's Caterpillar Striver Chelsea Work Boots in Brown color
Caterpillar
$114.99

Men's Caterpillar Striver Chelsea Work Boots

$114.99
Men's Dockers Camden Dress Shoes in Black color
Dockers
$84.99
$69.98

Men's Dockers Camden Dress Shoes

$84.99
$69.98
Men's Timberland Pro Powershift Chukka Safety Shoes in Black color
Timberland Pro
$129.99

Men's Timberland Pro Powershift Chukka Safety Shoes

$129.99

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Men's John Deere by Skechers 256216 CARBON NANO CHELSEA Work Boots in Brown color
John Deere by Skechers
$144.99

Men's John Deere by Skechers 256216 CARBON NANO CHELSEA Work Boots

$144.99
Men's HEYDUDE Bradley Chukka Classic Boots in Black/Grey color
HEYDUDE
$84.99

Men's HEYDUDE Bradley Chukka Classic Boots

$84.99

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Men's Dr. Martens Hardie Chelsea Boots in Black color
Dr. Martens
$119.99

Men's Dr. Martens Hardie Chelsea Boots

$119.99
Men's Tommy Hilfiger Harbin Chukka Boots in Cognac color
Tommy Hilfiger
$119.99
$59.98

Men's Tommy Hilfiger Harbin Chukka Boots

$119.99
$59.98
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Brown color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
Men's Nunn Bush Circuit DC Plain Toe Chukka Boots in Brown Multi color
Nunn Bush
$89.99
$64.98

Men's Nunn Bush Circuit DC Plain Toe Chukka Boots

$89.99
$64.98
Men's Florsheim Forge Plain Toe Chukka Dress Boots in Black color
Florsheim
$129.99
$109.98

Men's Florsheim Forge Plain Toe Chukka Dress Boots

$129.99
$109.98
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 Georgia Boot Carbon Flex Wedge 6" Chelsea Carbon Toe Work Boots in Brown color
Georgia Boot
$174.99

Men's Georgia Boot Carbon Flex Wedge 6" Chelsea Carbon Toe Work Boots

$174.99

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Men's Durango Shyloh 5 1/2-Inch Slip-Resistant Chelsea Work Boots in Brown color
Durango
$135.99

Men's Durango Shyloh 5 1/2-Inch Slip-Resistant Chelsea Work Boots

$135.99

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Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes in Crazy Horse Br color
Florsheim
$139.99

Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes

$139.99
Men's Blundstone 1911 Suede Boots in Tobacco color
Blundstone
$184.99

Men's Blundstone 1911 Suede Boots

$184.99
Men's Caterpillar Striver Chelsea Work Boots in Black color
Caterpillar
$139.99

Men's Caterpillar Striver Chelsea Work Boots

$139.99
Men's Carhartt Frontier Chelsea Work Boots in Mossy Brown color
Carhartt
$144.99

Men's Carhartt Frontier Chelsea Work Boots

$144.99
Men's Dr. Martens Hardie Chelsea Boots in Whiskey color
Dr. Martens
$119.99

Men's Dr. Martens Hardie Chelsea Boots

$119.99
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 Born Hemlock Dress Shoes in Dark Brown color
Born
$144.99

Men's Born Hemlock Dress Shoes

$144.99
Men's Vance Co. Garrett Chelsea Boots in Black color
Vance Co.
$99.99
$49.98

Men's Vance Co. Garrett Chelsea Boots

$99.99
$49.98
Men's Vance Co. Alex Chelsea Boots in Black color
Vance Co.
$79.99
$39.98

Men's Vance Co. Alex Chelsea Boots

$79.99
$39.98
Men's Vance Co. Landon Chelsea Boots in Olive color

+3 Colors

Vance Co.
$84.99
$49.98

Men's Vance Co. Landon Chelsea Boots

$84.99
$49.98

Shop Chukka Boots and Chelsea Boots for Men

Shop the latest trends in slip-on boots and dress boots for men! Men's Chelsea boots are the perfect fit when comfort, durability, and style are on the agenda. Or look dapper for work or play in a new pair of Chukka boots. You can find all your favorite men's boot brands at Shoe Carnival! Browse great deals on Stacy Adams, Clarks, Timberland, Vance Co., and so many more. Our selection of men's boots is unmatched so unbox your new pair today. Looking for sales on shoes? Shoe Carnival has you covered!

Are Chelsea Boots and Chukka Boots Still in Style?

YES! Chelsea boots inherited their name from their popularity in the trendy area of Chelsea, London during the mid 20th century, particularly on the mod scene. This trend certainly hasn't gone out of style and there's nothing like being able to slip into a pair of fashionable footwear when you're on the go. The style and versatility of Chukka boots will never get old. Find all the styles you need and love, at the best online shoe store! From black Chelsea boots for a night out, to fashionable brown Chukka dress boots for the office. Unbox them all at Shoe Carnival! We offer the widest selection of boots for men from the most trusted footwear brands.

Want your footwear faster? Buy online and pickup in-store at a Shoe Carnival store near you. Or have them delivered straight to your door. Shoe Perks members get free shipping on all orders from our online shoe store!