Most Comfortable Chelsea Boots

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L.L.Bean | Men's Portland Boots, Ch…

$169.00

L.L.Bean

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Sam Edelman Laguna Chelsea B…

$150.00

Sam Edelman

Chaco Women's Fields Chelsea Wat…

$113.99

$160.00

Chacos.com

Cole Haan Men's Berkshire Lug Wat…

$139.94

$250.00

Cole Haan

Tecovas Men's The Rugged Chelsea, P…

$225.00

Tecovas

5.0

Men's Stonington Chelsea Boots, Lea…

$139.00

L.L.Bean

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Thursday Boot Company Women'…

$160.00

Thursday Boot Co…

L.L.Bean | Adults' Blundstone 500 Ch…

$189.95

L.L.Bean

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L.L.Bean | Men's Blundstone 550 Ch…

$199.95

L.L.Bean

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Michael Kors Outlet Ella Suede Chelse…

$51.75

$255.00

Michael Kors

Clarks - Mens - Clarkdale Easy Ch…

$160.00

ClarksUSA.com

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Clarks - Mens - Clarkdale Easy Ch…

$160.00

ClarksUSA.com

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Michael Kors Outlet Ella Contrast-Stitc…

$51.75

$255.00

Michael Kors

Women's Legend Chelsea Boot In Bl…

$160.00

Thursday Boot Co…

32 % price drop

Good arch support · High-quality Material · Perfect Fit · brown

Women's Wexford Chelsea Boots In C…

Men's Leather Dress Chelsea Shoe Che…

$90.00

$180.00

Banana Republic F…

L.L.Bean | Women's Camden Hills Chel…

$169.00

L.L.Bean

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Men's Leather Dress Chelsea Shoe Blac…

$90.00

$180.00

Banana Republic F…

Ralph Lauren Bryson Suede Chelsea Bo…

$198.00

Ralph Lauren

4.5

Men's Red Wing® Weekender Chelse…

$259.99

Orvis

Men's Leather Dress Chelsea Shoe Che…

$90.00

$180.00

Banana Republic F…

L.L.Bean | Women's Camden Hills Chel…

$169.00

L.L.Bean

Free shipping

Men's Leather Dress Chelsea Shoe Blac…

$90.00

$180.00

Banana Republic F…

Ralph Lauren Bryson Suede Chelsea Bo…

Women's Camden Hills Chelsea Boot…

Men's Red Wing® Weekender Chelse…

$259.99

Orvis

16 % price drop

Women's Wexford Lug Chelsea Boot…

Men's Suede Chelsea Boot Brow…

Women's Wexford Lug Chelsea Boot…

Waterproof · brown · leather

Men's Wexford Waterproof Chelse…

LABEL Go-To Chelsea Women's …

Women's Wexford Chelsea Boots In N…

$169.95

Ariat

5.0

Attractive Color · High-quality Material · True to size · leather

Women's Blundstone 9500 …

$199.95

L.L.Bean

5.0

Comfortable · High-quality Material · Perfect Fit · Stylish · brown

Men's Wexford Waterproof Chelse…

Clarks Womens Caroline Park Flat …

Showing 1 - 36 out of 163 results for "most comfortable chelsea boots"
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  Barbour Men's Patton Chelsea Boot …
  $240.00
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  Mens Phil Chelsea Boots
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  Vance Co. Men's Landon Chelsea Bo…
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  Deer Stags Men's Rockland Chelsea …
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  SOREL Women's Hi-Line Chelsea Boo…
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  $174.95
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  Steep & Cheap
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  Chelsea Boots
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  Alfani Men's Luka 2 Pull-On Chelsea …
  $29.74
  $69.99
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  Best Chelsea Boot In Black Leather A…
  $119.90
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  Nordstrom
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  Dr. Scholl's Northbound Women's Ch…
  $100.00
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  Vance Co. Men's Marshall Chelsea B…
  $69.99
  $99.99
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  Vance Co. Men's Alex Chelsea Boots …
  $55.99
  $79.99
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  Ralph Lauren Bryson Leather Chelse…
  $198.00
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  Ralph Lauren
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  Calvin Klein Men's Fenwick Pull On C…
  $73.93
  $185.00
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  Blundstone 585 Chelsea Boots Rusti…
  $199.94
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  Walmart
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  Dockers® Tureen Men's Chelsea Boo…
  $85.00
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  Kohl's
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  Madden Men Men's Maxxin Mid Heig…
  $29.74
  $90.00
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  Dockers® Novi Men's Chelsea Boots…
  $85.00
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  Kohl's
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  Florsheim Chalet Chelsea Boot In Br…
  $89.97
  N
  Nordstrom Rack
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  Sonoma Goods For Life® Vorsey Me…
  $35.97
  $59.99
  K
  Kohl's
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  Dockers® Ransom Men's Chelsea Bo…
  $80.00
  K
  Kohl's
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  Nordstrom Bradley Chelsea Boot In B…
  $96.99
  $129.95
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  Nordstrom
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  Johnston Murphy Collection Jenson …
  $199.99
  $325.00
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  Dillard's
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  The Men's Store At Bloomingdale's …
  $199.00
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  Bloomingdale's
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  GENTLE SOULS BY KENNETH COLE …
  $119.90
  $179.00
  N
  Nordstrom
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  Calvin Klein Men's Fenwick Pull On C…
  $73.93
  $185.00
  M
  Macy's
  SALE
  Free shipping
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  L.L. Bean Men's Portland Leather Ch…
  $169.00
  D
  Dillard's
  Free shipping
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  Nordstrom Bradley Chelsea Boot In B…
  $96.99
  $129.95
  N
  Nordstrom
  SALE
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  Chelsea Boots, Male, Black, Size: 11 …
  $243.00
  M
  Miinto
  Free shipping
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  Nordstrom Lawrence Chelsea Boot I…
  $99.00
  $129.95
  N
  Nordstrom
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  Women's Suede Chelsea Boot In Blac…
  $99.90
  Q
  Quince
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  Blundstone Classic Chelsea Boots Bl…
  $199.95
  R
  REI
  Free shipping
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  Dr. Martens Embury Chelsea Boot - B…
  $129.99
  6%cash back
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  Journeys
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  Farsley Chelsea Boot In Choco Leath…
  $220.00
  N
  Nordstrom
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  (477)
  Mia Jody Chelsea Boot | Women's | B…
  $59.99
  D
  DSW
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  (341)
  Sam Edelman Laguna Chelsea Boot …
  $150.00
  5.6%cash back
  ✕
  Cash back from Microsoft
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  S
  Sam Edelman
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Arizona Jean Co Womens Svetta Bl…
$23.99

$95.00
JCPenney
17 % price drop
Women's Wexford Lug Waterproof Ch…
$149.99

$189.95
Ariat
4.5
·
47
Georgia Boot Men's Carbo-Tec Lt Chels…
$154.00
Amazon.com
4.5
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147
Clarks Supple Leather Chelsea B…
$99.97
Nordstrom Rack
Caslon® Miller Water Resistant Lu…
$49.99

$59.97
Nordstrom Rack
Women's Celina Chelsea Boots Wit…
$39.99
Target
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21 % price drop
Women's Wexford Waterproof Chelse…
$149.99

$189.95
Ariat
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Ralph Lauren Bryson Leather Chelsea B…
$198.00
Ralph Lauren
4.5
·
20
Tory Burch Leather Chelsea Ankle Boo…
$257.25

$458.00
Neiman Marcus
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Good arch support · High-quality Material · Stylish · brown
Men's Groundbreaker Ch…
$169.95
Ariat
4.5
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Clarks Womens Zylah Rose Wedge …
$90.99

$130.00
JCPenney
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Women's Wexford Lug Chelsea Boot…
$134.99

$179.95
Ariat
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No break-in period · brown · leather
Georgia Boot Men's Brown Amp Lt We…
$140.25
Amazon.com
4.0
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St. John's Bay Mens Rutland Flat Heel C…
$35.99

$90.00
JCPenney
MIA Ribbed Lug Sole Chelsea Boot…
$49.97
Nordstrom Rack
Attractive Color · High-quality Material · Keeps feet dry · Perfect Fit · Stylish
Women's Wexford Waterproof Chelse…
$189.95
Ariat
4.5
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1K+
BIRKENSTOCK Bend Chelsea Suede Lea…
$170.00
BIRKENSTOCK
30 % price drop
Loft Lug Chelsea Booties Size 8 Che…
$37.95

$138.00
LOFT
Cole Haan Hawthorne Chelse…
$129.97

$145.00
Zappos
4.0
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WHITE MOUNTAIN Glassie Sand Sued…
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$99.00
White Mountain Sh…
- 10 Best Chelsea Boots - Our #1 Pick Will Surprise You
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10 Best Chelsea Boots - Our #1 Pick Will Surprise You

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