Men's Chukka Boots and Chelsea Boots

194 Total Items

194 Total Items

Men's Clarks Bushacre 2 Chukka Boots in Dark Brown color
Clarks
$99.99
$79.98

Men's Clarks Bushacre 2 Chukka Boots

$99.99
$79.98
Men's Deer Stags Rockland Chelsea Boots in Redwood/Dk Brwn color
Deer Stags
$89.99
$54.98

Men's Deer Stags Rockland Chelsea Boots

$89.99
$54.98
Men's Vintage Foundry Co Roberto Chelsea Boot in Tan color
Vintage Foundry Co
$129.99
$99.98

Men's Vintage Foundry Co Roberto Chelsea Boot

$129.99
$99.98
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 Levis Magnus Dress Boots in Black Mono color
Levis
$59.99
$39.98

Men's Levis Magnus Dress Boots

$59.99
$39.98
Men's Freeman Brent Chukka Boots in Tan color
Freeman
$79.99
$69.98

Men's Freeman Brent Chukka Boots

$79.99
$69.98
Men's Levis Magnus Dress Boots in Tan/Brown color
Levis
$59.99
$39.98

Men's Levis Magnus Dress Boots

$59.99
$39.98
Men's Freeman Clay Dress Shoes in Black color
Freeman
$74.99
$54.98

Men's Freeman Clay Dress Shoes

$74.99
$54.98
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Black color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
Men's HEYDUDE Branson Chelsea Boots in Grey color
HEYDUDE
$99.99
$69.98

Men's HEYDUDE Branson Chelsea Boots

$99.99
$69.98

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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 MARIO LOPEZ Clint Boots in Black color
MARIO LOPEZ
$69.99
$34.98

Men's MARIO LOPEZ Clint Boots

$69.99
$34.98
Men's HEYDUDE Branson Chelsea Boots in Black color
HEYDUDE
$99.99

Men's HEYDUDE Branson Chelsea Boots

$99.99

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Men's Cole Haan Grand + Ultra Chukka Dress Shoes in British Tan/Ivo color
Cole Haan
$119.99
$99.98

Men's Cole Haan Grand + Ultra Chukka Dress Shoes

$119.99
$99.98
Men's Vintage Foundry Co Roberto Chelsea Boot in Black color
Vintage Foundry Co
$129.99
$99.98

Men's Vintage Foundry Co Roberto Chelsea Boot

$129.99
$99.98
Men's Vance Co. Stratton Chukka Boots in Black color
Vance Co.
$109.99
$79.98

Men's Vance Co. Stratton Chukka Boots

$109.99
$79.98
Men's Caterpillar Striver Chelsea Work Boots in Brown color
Caterpillar
$114.99

Men's Caterpillar Striver Chelsea Work Boots

$114.99
Men's Florsheim Forge Plain Toe Chukka Dress Boots in Black color
Florsheim
$114.99
$109.98

Men's Florsheim Forge Plain Toe Chukka Dress Boots

$114.99
$109.98
Men's Bogs Footwear Kicker Rain Chelsea Neo Winter Boots in Navy Multi color
Bogs Footwear
$99.99

Men's Bogs Footwear Kicker Rain Chelsea Neo Winter Boots

$99.99
Men's Territory Redwoods Chukka Boots in Brown color
Territory
$159.99
$59.98

Men's Territory Redwoods Chukka Boots

$159.99
$59.98
Men's Bogs Footwear Kicker Rain Chelsea II Rain Boots in Black color
Bogs Footwear
$84.99

Men's Bogs Footwear Kicker Rain Chelsea II Rain Boots

$84.99
Men's Vintage Foundry Co Roberto Chelsea Boot in Taupe color
Vintage Foundry Co
$129.99
$99.98

Men's Vintage Foundry Co Roberto Chelsea Boot

$129.99
$99.98
Men's Propet Findley Chukka Boots in Stone color
Propet
$114.99

Men's Propet Findley Chukka Boots

$114.99
Men's Vance Co. Stratton Chukka Boots in Walnut color
Vance Co.
$109.99
$79.98

Men's Vance Co. Stratton Chukka Boots

$109.99
$79.98
...

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!