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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 Suede Chelsea Boot Brow…

$108.00

$180.00

Banana Republic F…

Men's Leather Dress Chelsea Shoe Che…

$90.00

$180.00

Banana Republic F…

Men's Stonington Chelsea Boots, Lea…

$139.00

L.L.Bean

Free shipping

L.L.Bean | Men's Bean Boots, 6.5" C…

$159.00

L.L.Bean

Free shipping

Tecovas Men's The Rugged Chelsea, P…

$225.00

Tecovas

5.0

Men's Blundstone 550 Chelsea Boot…

$199.95

L.L.Bean

Free shipping

Men's Storm Chaser 5 Chelsea Boots O…

$149.00

L.L.Bean

Free shipping

Waterproof · brown · leather

Men's Wexford Waterproof Chelse…

$199.95

Ariat

5.0

L.L.Bean | Men's Blundstone 550 Ch…

$199.95

L.L.Bean

Free shipping

Cole Haan Men's Mcintyre Chelsea …

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

$31.49

$90.00

JCPenney

Men's Blundstone 550 Chelsea Boot…

$199.95

L.L.Bean

Free shipping

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

Men's Wexford Waterproof Chelse…

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

Men's Wexford Waterproof Chelse…

High-quality Material · Stylish · brown · leather

Men's Groundbreaker Ch…

Georgia Boot Men's Carbo-Tec Lt Chels…

Johnston & Murphy Full-Grain Leather …

$79.97

Nordstrom Rack

Florsheim Rucci Chelsea Boot | Me…

$119.99

DSW

5.0

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

Men's Wexford Waterproof Chelse…

High-quality Material · Stylish · brown · leather

Men's Groundbreaker Ch…

Georgia Boot Men's Carbo-Tec Lt Chels…

Johnston & Murphy Full-Grain Leather …

$79.97

Nordstrom Rack

Florsheim Rucci Chelsea Boot | Me…

$119.99

DSW

5.0

Men's Turbo Chelsea Waterpro…

$164.95

Ariat

Free shipping

Men's Spencer Winter Chelsea Bo…

$55.00

Target

Free shipping

Johnston & Murphy Copeland Chelsea …

$89.97

Nordstrom Rack

Timberland Pro Men's Nashoba S…

Wolverine Men's Floorhand Romeo …

$107.17

Amazon.com

5.0

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

Men's Wexford Waterproof Chelse…

Danner Men's Bull Run Chelsea 6" Lea…

$230.00

Danner

5.0

Steve Madden Men's Aben Chelse…

$125.20

Amazon.com

5.0

Franco Fortini Ron - Men's Real Leathe…

$69.99

Amazon.com

4.0

Clarks Mens Burchill Up Flat Heel Chels…

$74.99

$130.00

JCPenney

Showing 1 - 36 out of 172 results for "best men's chelsea boots"
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  Vance Co. Men's Landon Chelsea Bo…
  $58.99
  $84.99
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  Famous Footwear
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  Florsheim Men's Rucci Chelsea Boot…
  $139.99
  F
  Famous Footwear
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  Stuart Weitzman Men's Medium Bro…
  $975.00
  B
  Bergdorf Goodman
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  Vance Co. Men's Hartwell Chelsea B…
  $55.99
  $119.99
  1%cash back
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  F
  Famous Footwear
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  Deer Stags Men's Rockland Chelsea …
  $59.99
  $89.99
  F
  Famous Footwear
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  Florsheim Rucci Chelsea Boot | Men'…
  $119.99
  D
  DSW
  Free shipping
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  Vance Co. Men's Marshall Chelsea B…
  $69.99
  $99.99
  F
  Famous Footwear
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  Thomas & Vine Men's Corbin Chelse…
  $84.99
  $159.99
  F
  Famous Footwear
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  Calvin Klein Donto Chelsea Boot | Me…
  $119.99
  D
  DSW
  Free shipping
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  Steve Madden Men's Highline Chelse…
  $92.95
  A
  Amazon.com
  Free shipping
11. Saved
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  Men's Huxley Chelsea Boots - Goodf…
  $49.00
  T
  Target
  Free shipping
12. Saved
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  Steve Madden Duke Chelsea Boot | …
  $139.96
  D
  DSW
  Free shipping
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  Florsheim Men's Renegade Chelsea …
  $149.99
  F
  Famous Footwear
  Free shipping
14. Saved
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  Steve Madden Aben Chelsea Boot | …
  $149.99
  D
  DSW
  Free shipping
15. Saved
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  The Men's Store At Bloomingdale's …
  $199.00
  B
  Bloomingdale's
  Free shipping
16. Saved
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  Brioni Men's Coffee Leather Chelsea …
  $1,950.00
  B
  Bergdorf Goodman
  Free shipping
17. Saved
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  Deer Stags Men's Rockland Chelsea …
  $59.99
  $89.99
  1%cash back
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  This is an offer from Microsoft. You'll get 1% cash back on this item from Microsoft Cashback. Learn more | Terms & conditions
  F
  Famous Footwear
  SALE
18. Saved
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  Sorel Men's Carson Chelsea Waterpr…
  $99.98
  $154.99
  F
  Famous Footwear
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19. Saved
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  Dockers Tureen Chelsea Boot | Men'…
  $69.99
  D
  DSW
20. Saved
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  Johnston & Murphy Men's Stockton …
  $125.00
  M
  Macy's
  Free shipping
21. Saved
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  Calvin Klein Men's Fenwick Pull On C…
  $73.93
  $185.00
  M
  Macy's
  SALE
  Free shipping
22. Saved
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  Sonoma Goods For Life® Vorsey Me…
  $35.99
  K
  Kohl's
23. Saved
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  Timberland Redwood Falls Chelsea …
  $104.98
  D
  DSW
  20% DROP
  Free shipping
24. Saved
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  Mix No. 6 Aleder Chelsea Boot | Men'…
  $59.99
  D
  DSW
25. Saved
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  Madden Men Men's Maxxin Mid Heig…
  $90.00
  M
  Macy's
  Free shipping
26. Saved
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  Johnston & Murphy Men's Grady Che…
  $179.00
  M
  Macy's
  Free shipping
27. Saved
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  Forsake Men's Phil Chelsea Boots To…
  $145.00
  R
  REI
  Free shipping
28. Saved
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  Dockers Novi Chelsea Boot | Men's | …
  $64.99
  D
  DSW
29. Saved
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  Nautica Men's Wuzer Chelsea Boots …
  $79.99
  M
  Macy's
30. Saved
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  Sorel Men's Carson Waterproof Pull …
  $155.00
  B
  Bloomingdale's
  Free shipping
31. Saved
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  Sonoma Goods For Life® Vorsey Me…
  $35.97
  $59.99
  K
  Kohl's
  SALE
32. Saved
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  Men's Stewart Dress Chelsea Boots …
  $165.00
  M
  Macy's
  Free shipping
33. Saved
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  Mens Leather Chelsea Boots
  $1,490.00
  B
  Bergdorf Goodman
  Free shipping
34. Saved
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  Dockers® Tureen Men's Chelsea Boo…
  $85.00
  K
  Kohl's
  Free shipping
35. Saved
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  Men's HEYDUDE Branson Chelsea Bo…
  $59.98
  $99.99
  S
  Shoe Carnival
  SALE
36. Saved
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  Men's Alexander Chelsea Boots
  $107.10
  M
  Macy's
  Free shipping
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Cole Haan Men's Berkshire Suede C…
$167.50

$250.00
Dillard's
4.0
·
32
Attractive Color · High-quality Material · Perfect Fit · Stylish · Value for Money
Rustic Brown Premium Leather …
$199.95
Blundstone
5.0
·
1
Johnston & Murphy Calder Chelsea Bo…
$164.95
Zappos
5.0
·
2
Cole Haan Men's Hawthorne Leathe…
$300.00
Macy's
4.0
·
34
19 % price drop
Timberland Redwood Falls Ch…
$104.98
DSW
4.5
·
271
UGG Men's Biltmore Waterproof Cold W…
$150.00
Dillard's
4.5
·
186
High-quality Material · Perfect Fit · Stylish · black
Born Men's Hemlock Leather Chelsea B…
$135.00
Dillard's
4.5
·
34
24 % price drop
J. Ferrar Mens Blake Flat Heel Chelsea …
$35.99

$100.00
JCPenney
Nunn Bush Mens Otis Ii Plain Flat He…
$110.00
JCPenney
3.5
·
5
Johnston & Murphy Braydon Chelsea B…
$99.99

$149.00
Zappos
Free shipping
Nordstrom Rack Landon Chelsea B…
$49.97
Nordstrom Rack
Danner Tramline Chelsea 917 GTX …
$209.95
WorkBoots.com
The Men's Store At Bloomingdale's Me…
$199.00
Bloomingdale's
Free shipping
Clarks Mens Burchill Up Flat Heel Chels…
$74.99

$130.00
JCPenney
High-quality Material · No break-in needed · Stylish · Wide toe box · black
Black Premium Leather Chelsea B…
$189.95
Blundstone
4.5
·
1K+
Totes Men's Cirrus Chelsea Rainboot…
$30.00
Target
Free shipping
Men's Huxley Chelsea Boots - Go…
$49.00
Target
Free shipping
Men's Huxley Chelsea Boots - Go…
$49.00
Target
Free shipping
SOREL Men's Carson Chelsea Bo…
$154.99
DICK'S Sporting Go…
3.5
·
40
Cole Haan Hawthorne Chelse…
$145.00
Zappos
4.0
·
39
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Best Chelsea Men's Boots 2025 | The Winner is Clear

Best Men Chelsea Boots - Top Picks for Quality and Style

Best Men Chelsea Boots in the US - Compare Top 10 Picks for 2024