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Men's Suede Chelsea Boot Brow…

$108.00

$180.00

Banana Republic F…

L.L.Bean | Men's Portland Boots, Ch…

$169.00

L.L.Bean

Free shipping

Men's Leather Dress Chelsea Shoe Blac…

$90.00

$180.00

Banana Republic F…

Men's Leather Dress Chelsea Shoe Che…

$90.00

$180.00

Banana Republic F…

L.L.Bean | Men's Blundstone 550 Ch…

$199.95

L.L.Bean

Free shipping

L.L.Bean | Men's Blundstone 550 Ch…

$199.95

L.L.Bean

Free shipping

L.L.Bean | Men's Stonington Chelse…

$139.00

L.L.Bean

Free shipping

L.L.Bean | Men's Blundstone 550 Ch…

$199.95

L.L.Bean

Free shipping

Tecovas Men's The Rugged Chelsea, P…

$225.00

Tecovas

5.0

L.L.Bean | Men's Storm Chaser 5 Ch…

$149.00

L.L.Bean

Free shipping

L.L.Bean | Adults' Blundstone 500 Ch…

$189.95

L.L.Bean

Free shipping

Attractive Color · Comfortable · High-quality Material · Perfect Fit · Stylish

UGG Men's Neumel Boot Chestnut 10

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

Men's Wexford Waterproof Chelse…

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

Men's Wexford Waterproof Chelse…

Men's Wexford Waterproof Chelse…

Men's Groundbreaker Ch…

$159.95

Ariat

4.5

Ralph Lauren Bryson Suede Chelsea Bo…

$198.00

Ralph Lauren

4.5

Clarks - Mens - Clarkdale Easy Ch…

$160.00

ClarksUSA.com

Free shipping

Men's Red Wing® Weekender Chelse…

$259.99

Orvis

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

Men's Wexford Waterproof Chelse…

Men's Groundbreaker Ch…

$159.95

Ariat

4.5

Ralph Lauren Bryson Suede Chelsea Bo…

$198.00

Ralph Lauren

4.5

Clarks - Mens - Clarkdale Easy Ch…

$160.00

ClarksUSA.com

Free shipping

Men's Red Wing® Weekender Chelse…

$259.99

Orvis

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

Men's Wexford Waterproof Chelse…

High-quality Material · Stylish · Waterproof · brown

Men's Groundbreaker Ch…

Clarks - Mens - Clarkdale Easy Ch…

$160.00

ClarksUSA.com

Free shipping

Perfect Fit · Stylish · Waterproof · suede

UGG® Men's Biltmore Chelsea S…

No break-in period · brown · leather

Georgia Boot Men's Brown Amp Lt We…

Ralph Lauren Bryson Leather Chelsea B…

$198.00

Ralph Lauren

4.5

Attractive Color · High-quality Material · Perfect Fit · Stylish · suede

UGG® Men's Neumel Chelsea S…

Danner 15484-10D Chelsea Boot, D, 1…

$206.99

Zoro.com

4.5

High-quality Material · Stylish · brown

Men's Booker Chelsea Round To…

St. John's Bay Mens Rutland Flat Heel C…

$35.99

$90.00

JCPenney

Men's Booker Chelsea Round To…

$149.95

Ariat

Free shipping

Showing 1 - 36 out of 175 results for "best chelsea boots men"
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  Chelsea Boots Men Brand Comforta…
  $85.00
  M
  MartLion
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  Allen Edmonds Men's Tanner Suede …
  $495.00
  N
  Neiman Marcus
  Free shipping
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  Santoni Men's Black Leather Chelse…
  $1,250.00
  D
  delupe.com
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  Santoni Men's Black Leather Chelse…
  $820.00
  D
  delupe.com
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  Barbour Men's Farsley Chelsea Boot…
  $220.00
  B
  Bloomingdale's
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  Frye Men's Dylan Leather Chelsea Bo…
  $398.00
  N
  Neiman Marcus
  Free shipping
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  Men's Leather Chelsea Boots
  $89.99
  M
  Marshalls
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  Santoni Men's Dark Brown Leather C…
  $1,250.00
  D
  delupe.com
  Free shipping
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  Comfortable Men's Chelsea Boot | C…
  $199.00
  A
  Amberjack
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  Special Offer
  Alfani Men's Luka 2 Pull-On Chelsea …
  $29.74
  $69.99
  M
  Macy's
  SALE
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  Santoni Men's Black Leather Chelse…
  $820.00
  D
  delupe.com
  Free shipping
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  Santoni Men's Dark Brown Leather C…
  $1,250.00
  D
  delupe.com
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13. Saved
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  Comfortable Men's Chelsea Boot | H…
  $199.00
  A
  Amberjack
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  Special Offer
  Calvin Klein Men's Fenwick Pull On C…
  $73.93
  $185.00
  M
  Macy's
  SALE
  Free shipping
15. Saved
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  Comfortable Men's Chelsea Boot | C…
  $199.00
  A
  Amberjack
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  Chelsea Boots Men's Brand Leather …
  $85.00
  M
  MartLion
17. Saved
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  Special Offer
  Johnston & Murphy Men's Stockton …
  $106.25
  $125.00
  M
  Macy's
  SALE
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  Special Offer
  Madden Men Men's Maxxin Mid Heig…
  $29.74
  $90.00
  M
  Macy's
  SALE
19. Saved
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  Used
  Dockers Genuine Leather Chelsea Bo…
  $39.00
  E
  eBay
20. Saved
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  Special Offer
  Calvin Klein Men's Fenwick Pull On C…
  $73.93
  $185.00
  M
  Macy's
  SALE
  Free shipping
21. Saved
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  Vintage Foundry Co. | Men's Parker C…
  $121.00
  $220.00
  V
  Vintage Foundry
  SALE
22. Saved
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  Born Men's Hemlock Leather Chelse…
  $135.00
  D
  Dillard's
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  Johnston Murphy Collection Men's H…
  $199.99
  $325.00
  D
  Dillard's
  SALE
  Free shipping
24. Saved
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  Santoni Men's Polished Black Leathe…
  $1,050.00
  D
  delupe.com
  Free shipping
25. Saved
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  Dockers® Ransom Men's Chelsea Bo…
  $80.00
  K
  Kohl's
  Free shipping
26. Saved
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  Allen Edmonds Men's Tanner Chelse…
  $495.00
  B
  Bloomingdale's
  Free shipping
27. Saved
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  Giorgio Armani Men's Calfskin Chels…
  $1,195.00
  N
  Neiman Marcus
  Free shipping
28. Saved
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  UGG® Men's Burleigh Chelsea Sued…
  $170.00
  U
  Ugg
  Free shipping
29. Saved
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  Magnanni Men's Java Leather Chels…
  $525.00
  N
  Neiman Marcus
  Free shipping
30. Saved
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  Chelsea Boots, Male, Brown, Size: 1…
  $161.00
  M
  Miinto
  Free shipping
31. Saved
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  Dockers® Novi Men's Chelsea Boots…
  $85.00
  K
  Kohl's
  Free shipping
32. Saved
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  Men's Portland Boots, Chelsea Classi…
  $169.00
  L
  Llbean.com
  Free shipping
33. Saved
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  John Varvatos Men's Walker Buckle …
  $1,198.00
  N
  Neiman Marcus
  Free shipping
34. Saved
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  Men's Colby Leather Chelsea Slip On …
  $99.50
  M
  Macy's
35. Saved
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  Comfortable Men's Chelsea Boot | H…
  $199.00
  A
  Amberjack
36. Saved
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  Special Offer
  Madden Men Men's Maxxin Mid Heig…
  $29.74
  $90.00
  M
  Macy's
  SALE
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Timberland Pro Men's Nashoba S…
$159.95

$170.00
Overlook Boots
5.0
·
2
Georgia Boot Men's Carbo-Tec Lt Chels…
$154.00
Amazon.com
4.5
·
147
High-quality Material · No break-in needed · Stylish · Wide toe box · black
Black Premium Leather Chelsea B…
$189.95
Blundstone
4.5
·
1K+
Attractive Color · Good traction · High-quality Material · Perfect Fit · Stylish
Rustic Brown Premium Leather …
$199.95
Blundstone
Ralph Lauren Logan Leather Chelsea B…
$248.00
Ralph Lauren
Men's Booker Chelsea Round To…
$149.95
Ariat
5.0
·
1
Clarks Mens Burchill Up Flat Heel Chels…
$74.99

$130.00
JCPenney
Clarks Mens Burchill Up Flat Heel Chels…
$74.99

$130.00
JCPenney
Men's Spencer Winter Chelsea Bo…
$55.00
Target
Free shipping
Thursday Boot Company Men's C…
$199.00
Thursday Boot Co…
4.5
·
801
Sonoma Goods For Life® Vorsey Men'…
$35.97

$59.99
Kohl's
Special Offer
Cole Haan Men's Hawthorne Leathe…
$270.00

$300.00
Macy's
Thursday Boot Company Men's C…
$199.00
Thursday Boot Co…
4.5
·
869
Vance Co Mens Landon Stacked H…
$59.99

$74.99
JCPenney
3.5
·
19
Curbside
Dockers Mens Durham Flat Heel …
$59.99

$90.00
JCPenney
4.5
·
6
Curbside
J. Ferrar Mens Blake Flat Heel Chelsea …
$35.99

$100.00
JCPenney
Thursday Boot Company Men's C…
$199.00
Thursday Boot Co…
High-quality Material · Keeps feet warm · Perfect Fit · Stylish · brown
Men's Daily Double Chelsea Boots By …
$125.00
King Size
4.0
·
193
Men's Barbour® Farsley Leather Ch…
$176.00

$220.00
Orvis
High-quality Material · Keeps feet warm · Perfect Fit · Stylish · brown
Men's Daily Double Chelsea Boots By …
$125.00
King Size
4.0
·
193
- Best Chelsea Men's Boots 2025 | The Winner is Clear
  https://buyersguide.org › Top-10-Guide
  SponsoredFind and Compare the Best Chelsea Men's Boots Based on Price, Features, Ratings & Reviews. Looking for the Best Chelsea Men's Boots? Compare Before You Buy.
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- Best Chelsea Boots Men - Our #1 Pick Will Surprise You
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- Esquire Chelsea - 10 Best Chelsea Boots for Men
  https://www.esquire.com
  SponsoredReviews & Advice From Esquire Editor's. Esquire's Top Rated & Reviewed 2024
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Best Chelsea Men's Boots 2025 | The Winner is Clear

Best Chelsea Boots Men - Our #1 Pick Will Surprise You

Esquire Chelsea - 10 Best Chelsea Boots for Men