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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.

Jackson Chelsea Boot

Rhodes FootwearJackson Chelsea Boot

$250
Jackson Chelsea Boot

Rhodes FootwearJackson Chelsea Boot

$250
  • Bestseller
  • Exclusive
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$215
  • Exclusive
Blake Chelsea Boot

Rhodes FootwearBlake Chelsea Boot

$198
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$182 $215
#587 Chelsea Boots

Blundstone#587 Chelsea Boots

$186.96 $219.95
  • Bestseller
  • Exclusive
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$215
  • Exclusive
Huckberry x Xtratuf Mossy Oak Deck Boot

XTRATUFHuckberry x Xtratuf Mossy Oak Deck Boot

$120
Mendoza Chelsea Boot - Standard

AdelanteMendoza Chelsea Boot - Standard

$265
#510 Chelsea Boots

Blundstone#510 Chelsea Boots

$178.46 $209.95
Comfort Craftsman

R.M. WilliamsComfort Craftsman

$495
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$215
  • Exclusive
Huckberry x Xtratuf Deck Boot

XTRATUFHuckberry x Xtratuf Deck Boot

$120
  • Bestseller
Deck Boot

XTRATUFDeck Boot

$84 $115
  • Bestseller
Deck Boot

XTRATUFDeck Boot

$84 $115
Deck Boot

XTRATUFDeck Boot

$84 $115
Mendoza Chelsea Boot - Standard

AdelanteMendoza Chelsea Boot - Standard

$265
  • Bestseller
  • Exclusive
Blake Chelsea Boot

Rhodes FootwearBlake Chelsea Boot

$198
558 Women's Classics Chelsea Boots

Blundstone558 Women's Classics Chelsea Boots

$186.96 $219.95
Blake Chelsea Boot

Rhodes FootwearBlake Chelsea Boot

$138 $198
  • Exclusive
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$182 $215
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$215
Jackson Chelsea Boot w/ Lug Sole

Rhodes FootwearJackson Chelsea Boot w/ Lug Sole

$298
Mendoza Chelsea Boot - Slight Wide

AdelanteMendoza Chelsea Boot - Slight Wide

$265
Mendoza Chelsea Boot - Very Wide

AdelanteMendoza Chelsea Boot - Very Wide

$265
Mendoza Chelsea Boot - Slight Wide

AdelanteMendoza Chelsea Boot - Slight Wide

$265
Mendoza Chelsea Boot - Very Wide

AdelanteMendoza Chelsea Boot - Very Wide

$265
#585 Chelsea Boots

Blundstone#585 Chelsea Boots

$186.96 $219.95
#500 Chelsea Boots

Blundstone#500 Chelsea Boots

$178.46 $209.95
1351 Women's Originals High Top Boots

Blundstone1351 Women's Originals High Top Boots

$186.96 $219.95
Stephen Chelsea Boot - Exclusive

Tricker'sStephen Chelsea Boot - Exclusive

$675
  • Made in the USA
Weekender Chelsea Boots

Red Wing HeritageWeekender Chelsea Boots

$250
Jackson Chelsea Boot

Rhodes FootwearJackson Chelsea Boot

$250
Jackson Chelsea Boot

Rhodes FootwearJackson Chelsea Boot

$250
  • Bestseller
  • Exclusive
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$215
  • Exclusive
Blake Chelsea Boot

Rhodes FootwearBlake Chelsea Boot

$198
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$182 $215
#587 Chelsea Boots

Blundstone#587 Chelsea Boots

$186.96 $219.95
  • Bestseller
  • Exclusive
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$215
  • Exclusive
Huckberry x Xtratuf Mossy Oak Deck Boot

XTRATUFHuckberry x Xtratuf Mossy Oak Deck Boot

$120
Mendoza Chelsea Boot - Standard

AdelanteMendoza Chelsea Boot - Standard

$265
#510 Chelsea Boots

Blundstone#510 Chelsea Boots

$178.46 $209.95
Comfort Craftsman

R.M. WilliamsComfort Craftsman

$495
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$215
  • Exclusive
Huckberry x Xtratuf Deck Boot

XTRATUFHuckberry x Xtratuf Deck Boot

$120
  • Bestseller
Deck Boot

XTRATUFDeck Boot

$84 $115
  • Bestseller
Deck Boot

XTRATUFDeck Boot

$84 $115
Deck Boot

XTRATUFDeck Boot

$84 $115
Mendoza Chelsea Boot - Standard

AdelanteMendoza Chelsea Boot - Standard

$265
  • Bestseller
  • Exclusive
Blake Chelsea Boot

Rhodes FootwearBlake Chelsea Boot

$198
558 Women's Classics Chelsea Boots

Blundstone558 Women's Classics Chelsea Boots

$186.96 $219.95
Blake Chelsea Boot

Rhodes FootwearBlake Chelsea Boot

$138 $198
  • Exclusive
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$182 $215
Bitflex Chelsea Boot

AstorflexBitflex Chelsea Boot

$215
Jackson Chelsea Boot w/ Lug Sole

Rhodes FootwearJackson Chelsea Boot w/ Lug Sole

$298
Mendoza Chelsea Boot - Slight Wide

AdelanteMendoza Chelsea Boot - Slight Wide

$265
Mendoza Chelsea Boot - Very Wide

AdelanteMendoza Chelsea Boot - Very Wide

$265
Mendoza Chelsea Boot - Slight Wide

AdelanteMendoza Chelsea Boot - Slight Wide

$265
Mendoza Chelsea Boot - Very Wide

AdelanteMendoza Chelsea Boot - Very Wide

$265
#585 Chelsea Boots

Blundstone#585 Chelsea Boots

$186.96 $219.95
#500 Chelsea Boots

Blundstone#500 Chelsea Boots

$178.46 $209.95
1351 Women's Originals High Top Boots

Blundstone1351 Women's Originals High Top Boots

$186.96 $219.95
Stephen Chelsea Boot - Exclusive

Tricker'sStephen Chelsea Boot - Exclusive

$675
  • Made in the USA
Weekender Chelsea Boots

Red Wing HeritageWeekender Chelsea Boots

$250