Men's Chukka Boots & Chelsea Boots

170 Total Items

170 Total Items

Men's Thomas & Vine Banks Chukka Boots in Charcoal color
Thomas & Vine
$189.99
$49.98

Men's Thomas & Vine Banks Chukka Boots

$189.99
$49.98
Men's Dockers Camden Dress Shoes in Black color
Dockers
$84.99
$49.98

Men's Dockers Camden Dress Shoes

$84.99
$49.98
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 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 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 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
Men's Florsheim Forge Plain Toe Chukka Dress Boots in Cognac 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 Black Tumble color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

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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 HEYDUDE Bradley Chukka Classic Boots in Brown/Black color
HEYDUDE
$84.99
$74.98

Men's HEYDUDE Bradley Chukka Classic Boots

$84.99
$74.98

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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 HEYDUDE Bradley Chukka Classic Boots in Black/Grey color
HEYDUDE
$84.99
$74.98

Men's HEYDUDE Bradley Chukka Classic Boots

$84.99
$74.98

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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 Caterpillar Striver Chelsea Work Boots in Brown color
Caterpillar
$114.99

Men's Caterpillar Striver Chelsea Work Boots

$114.99
Men's Bull Boxer Land Boots in Dark Brown color
Bull Boxer
$99.99
$49.98

Men's Bull Boxer Land Boots

$99.99
$49.98
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 Dr. Martens Hardie Chelsea Boots in Black color
Dr. Martens
$119.99

Men's Dr. Martens Hardie Chelsea Boots

$119.99
Men's HEYDUDE Branson Chelsea Boots in Grey color
HEYDUDE
$99.99

Men's HEYDUDE Branson Chelsea Boots

$99.99

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Men's Carhartt Detroit ESD Chukka Work Boots in Black/Gum color
Carhartt
$124.99

Men's Carhartt Detroit ESD Chukka Work Boots

$124.99
Men's Vance Co. Salter Chelsea Boots in Walnut color
Vance Co.
$109.99
$79.98

Men's Vance Co. Salter Chelsea Boots

$109.99
$79.98
Men's Florsheim Forge Plain Toe Gore Dress Boots in Cognac color
Florsheim
$114.99
$109.98

Men's Florsheim Forge Plain Toe Gore Dress Boots

$114.99
$109.98
Men's Vintage Foundry Co Marlow Chukka Dress Boots in Black color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Marlow Chukka Dress Boots

$149.99
$114.98
Men's Thomas & Vine Banks Chukka Boots in Cognac color
Thomas & Vine
$189.99
$49.98

Men's Thomas & Vine Banks Chukka Boots

$189.99
$49.98
Men's New York and Company Enzo Chelsea Dress Boots in Black color
New York and Company
$49.99
$39.98

Men's New York and Company Enzo Chelsea Dress Boots

$49.99
$39.98
...

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!