© Huckberry 2022

Men's Chelsea Boots

Originally worn on horseback in the 19th century, men's Chelsea boots slowly evolved into some of the most dependable, and downright cool, boots on the planet. Their high top style, with slip on loops, is instantly recognizable and unlike any other boot out there. Worn throughout the '60s by legends like Mick Jagger, their slip-on design makes them sleek, stylish, and also convenient to put on in a pinch. Chelsea boots are available in a variety of materials, the most common being suede or leather. Whether you're looking for rugged Australian workboots or everyday pairs handcrafted from Italian leather, you can find 'em here.

Comfort Craftsman

R.M. WilliamsComfort Craftsman

$495
Comfort Craftsman

R.M. WilliamsComfort Craftsman

$495
  • Exclusive
Blake Boot

Rhodes FootwearBlake Boot

$198
#510

Blundstone#510

$209.95
#587

Blundstone#587

$219.95
  • Made in the USA
Weekender Chelsea Boot

Red Wing HeritageWeekender Chelsea Boot

$250
Bitflex

AstorflexBitflex

$215
Bitflex

AstorflexBitflex

$215
  • Bestseller
  • Exclusive
Bitflex - Exclusive

AstorflexBitflex - Exclusive

$215
  • Bestseller
  • Exclusive
Huckberry x Xtratuf Deck Boot - 6"

XTRATUFHuckberry x Xtratuf Deck Boot - 6"

$120
  • Bestseller
Deck Boot - 6"

XTRATUFDeck Boot - 6"

$115
  • Bestseller
Deck Boot - 6"

XTRATUFDeck Boot - 6"

$115
Deck Boot - 6"

XTRATUFDeck Boot - 6"

$115
Stephen Chelsea Boot - Exclusive

Tricker'sStephen Chelsea Boot - Exclusive

$675
#585

Blundstone#585

$219.95
  • Bestseller
  • Exclusive
Blake Boot

Rhodes FootwearBlake Boot

$198
  • Exclusive
Bitflex

AstorflexBitflex

$215
Blake Boot

Rhodes FootwearBlake Boot

$198
  • Bestseller
  • Exclusive
Bitflex - Exclusive

AstorflexBitflex - Exclusive

$215
Bitflex

AstorflexBitflex

$215
#500

Blundstone#500

$209.95
Lambourn Chelsea Boot - Exclusive

Tricker'sLambourn Chelsea Boot - Exclusive

$375 $625
Cooper Boot

Rhodes FootwearCooper Boot

$198
Comfort Craftsman

R.M. WilliamsComfort Craftsman

$495
Comfort Craftsman

R.M. WilliamsComfort Craftsman

$495
  • Exclusive
Blake Boot

Rhodes FootwearBlake Boot

$198
#510

Blundstone#510

$209.95
#587

Blundstone#587

$219.95
  • Made in the USA
Weekender Chelsea Boot

Red Wing HeritageWeekender Chelsea Boot

$250
Bitflex

AstorflexBitflex

$215
Bitflex

AstorflexBitflex

$215
  • Bestseller
  • Exclusive
Bitflex - Exclusive

AstorflexBitflex - Exclusive

$215
  • Bestseller
  • Exclusive
Huckberry x Xtratuf Deck Boot - 6"

XTRATUFHuckberry x Xtratuf Deck Boot - 6"

$120
  • Bestseller
Deck Boot - 6"

XTRATUFDeck Boot - 6"

$115
  • Bestseller
Deck Boot - 6"

XTRATUFDeck Boot - 6"

$115
Deck Boot - 6"

XTRATUFDeck Boot - 6"

$115
Stephen Chelsea Boot - Exclusive

Tricker'sStephen Chelsea Boot - Exclusive

$675
#585

Blundstone#585

$219.95
  • Bestseller
  • Exclusive
Blake Boot

Rhodes FootwearBlake Boot

$198
  • Exclusive
Bitflex

AstorflexBitflex

$215
Blake Boot

Rhodes FootwearBlake Boot

$198
  • Bestseller
  • Exclusive
Bitflex - Exclusive

AstorflexBitflex - Exclusive

$215
Bitflex

AstorflexBitflex

$215
#500

Blundstone#500

$209.95
Lambourn Chelsea Boot - Exclusive

Tricker'sLambourn Chelsea Boot - Exclusive

$375 $625
Cooper Boot

Rhodes FootwearCooper Boot

$198