Shop Men Chelsea Boots in Summer

Sponsored
$43.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
In store
30
Curbside
$43.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
30
$114.00
$190.00
Fitflop | Men's MARGAN Waterproof Leather Chelsea Boots, Outlet, Chocolate, Size: US 10
FitFlop Official Shop
40% off
$114.00
$190.00
Fitflop | Men's MARGAN Waterproof Leather Chelsea Boots, Outlet, Chocolate, Size: US 10
FitFlop Official Shop
$43.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 9 1/2 | Boots Chelsea Boots | Memory Foam
JCPenney
In store
21
Curbside
$43.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 9 1/2 | Boots Chelsea Boots | Memory Foam
JCPenney
21
$399.95
Men's Booker Chelsea Wide Square Toe Western Boots In Antique Brown Full Quill Ostri Leather, Size: 11 D / Medium By Ariat
Ariat
$399.95
Men's Booker Chelsea Wide Square Toe Western Boots In Antique Brown Full Quill Ostri Leather, Size: 11 D / Medium By Ariat
Ariat
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 8.5 Blundstone
Blundstone
1
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 8.5 Blundstone
Blundstone
1
$468.00
Men's Leather Chelsea Boot In Black
Todd Snyder - 2025
$468.00
Men's Leather Chelsea Boot In Black
Todd Snyder - 2025
$144.99
Stacy Adams Men's Bradley Chelsea Boot
Amazon.com
6
Free shipping
$144.99
Stacy Adams Men's Bradley Chelsea Boot
Amazon.com
6
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$149.95
Men's Booker Chelsea Round Toe Western Boots In Brown Bomber, Size: 12 D / Medium By Ariat
Ariat
122
$149.95
Men's Booker Chelsea Round Toe Western Boots In Brown Bomber, Size: 12 D / Medium By Ariat
Ariat
122
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
Ariat
180
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
Ariat
180
$204.66
$256.00
Danner Bull Run Chelsea 6 Inch Work Boots - Men's Soft Toe Wedge - 15481, 11 / Medium / Brown
Overlook Boots
20% off
$204.66
$256.00
Danner Bull Run Chelsea 6 Inch Work Boots - Men's Soft Toe Wedge - 15481, 11 / Medium / Brown
Overlook Boots
$224.95
Rustic Black Premium Leather Chelsea Boots Men's Style 2055, Size 10.5 Blundstone
Blundstone
23
$224.95
Rustic Black Premium Leather Chelsea Boots Men's Style 2055, Size 10.5 Blundstone
Blundstone
23
$154.95
Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 12
Amazon.com
23
Free shipping
$154.95
Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 12
Amazon.com
23
$199.95
Stout Brown Premium Leather Chelsea Boots Men's Style 062, Size 5 Blundstone
Blundstone
5
$199.95
Stout Brown Premium Leather Chelsea Boots Men's Style 062, Size 5 Blundstone
Blundstone
5
$159.00
L.L.Bean | Men's Bean Boots, 6.5" Chelsea Deep Blue/Black/Toasted Coconut 10.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$159.00
L.L.Bean | Men's Bean Boots, 6.5" Chelsea Deep Blue/Black/Toasted Coconut 10.5 M(D), Leather/Rubber
L.L.Bean
Free shipping
$55.99
$100.00
Frye And Co. Mens Vihn Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Cushioned|Comfort
JCPenney
In store
Curbside
$55.99
$100.00
Frye And Co. Mens Vihn Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Cushioned|Comfort
JCPenney
$112.95
Wolverine Men's Floorhand Romeo Steel Toe Waterproof Chelsea Boot
Amazon.com
90
Free shipping
$112.95
Wolverine Men's Floorhand Romeo Steel Toe Waterproof Chelsea Boot
Amazon.com
90
$64.99
Dockers Novi Chelsea Boot | Men's | Dark Tan | Size 11.5 | Boots
DSW
1
$64.99
Dockers Novi Chelsea Boot | Men's | Dark Tan | Size 11.5 | Boots
DSW
1
$77.46
Sale-Ecco Citytray Full Grain Leather Mens Chelsea Boots - Cognac , UK 10 | US 10-10.5 Men | EU 44 , Medium
Lakerrealty Sports Store
$77.46
Sale-Ecco Citytray Full Grain Leather Mens Chelsea Boots - Cognac , UK 10 | US 10-10.5 Men | EU 44 , Medium
Lakerrealty Sports Store
$89.99
$150.00
TEVA Men's Tusayan Chelsea Boot In Black, Size 7.5
Teva
40% off
$89.99
$150.00
TEVA Men's Tusayan Chelsea Boot In Black, Size 7.5
Teva
$79.99
Crown Vintage Lanbart Chelsea Boot | Men's | Taupe | Size 10.5 | Boots
DSW
In store
Free shipping
$79.99
Crown Vintage Lanbart Chelsea Boot | Men's | Taupe | Size 10.5 | Boots
DSW
Free shipping
$104.98
Timberland Redwood Falls Chelsea Boot | Men's | Wheat | Size 12 | Boots
DSW
Free shipping
$104.98
Timberland Redwood Falls Chelsea Boot | Men's | Wheat | Size 12 | Boots
DSW
Free shipping
$204.66
$256.00
Danner Men's Bull Run 6" Plain Toe Chelsea Work Boot -Black- 15483, 14 / Medium / Black
Overlook Boots
89
20% off
$204.66
$256.00
Danner Men's Bull Run 6" Plain Toe Chelsea Work Boot -Black- 15483, 14 / Medium / Black
Overlook Boots
89
$119.99
$160.00
Merrell Men's Moab Adventure 3 Chelsea Waterproof Boots Crisp 10.5
REI
Free shipping
25% off
$119.99
$160.00
Merrell Men's Moab Adventure 3 Chelsea Waterproof Boots Crisp 10.5
REI
Free shipping
$172.39
$229.95
Danner Men's Bull Run Chelsea Boots Brown 10.5
REI
127
Free shipping
25% off
$172.39
$229.95
Danner Men's Bull Run Chelsea Boots Brown 10.5
REI
127
$130.00
Timberland Men's Redwood Falls Chelsea Boots Saddle 13
REI
20% Off*
Free shipping
$130.00
Timberland Men's Redwood Falls Chelsea Boots Saddle 13
REI
20% Off*
$139.00
Men's Stonington Chelsea Boots, Leather Dark Oakwood 14(EE), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$139.00
Men's Stonington Chelsea Boots, Leather Dark Oakwood 14(EE), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$170.00
BIRKENSTOCK Bend Chelsea Leather Cognac Boots - Size 12-12.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Leather Cognac Boots - Size 12-12.5
BIRKENSTOCK
$83.58
$199.00
The Men's Store At Bloomingdale's Men's Chelsea Boots - Exclusive - Brown - Size 11.5 - Brandy Leather
Bloomingdale's
58% off
$83.58
$199.00
The Men's Store At Bloomingdale's Men's Chelsea Boots - Exclusive - Brown - Size 11.5 - Brandy Leather
Bloomingdale's
$163.99
Handmade Men Brown Chelsea Boots, Men Ankle Boots Men Casual Ankle
eBay
$163.99
Handmade Men Brown Chelsea Boots, Men Ankle Boots Men Casual Ankle
eBay
$170.00
BIRKENSTOCK Bend Chelsea Suede Leather Taupe Boots - Size 11-11.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Suede Leather Taupe Boots - Size 11-11.5
BIRKENSTOCK
$92.40
$220.00
The Men's Store At Bloomingdale's Men's Pull On Chelsea Boots - Exclusive - Brown - Size 8
Bloomingdale's
58% off
$92.40
$220.00
The Men's Store At Bloomingdale's Men's Pull On Chelsea Boots - Exclusive - Brown - Size 8
Bloomingdale's
$69.99
$99.99
Vance Co. Men's Marshon Chelsea Boots (Tan) - Size 10.5 m
Famous Footwear
30% off
$69.99
$99.99
Vance Co. Men's Marshon Chelsea Boots (Tan) - Size 10.5 m
Famous Footwear
$79.97
Johnston & Murphy Lewis Chelsea Boot In Tan Full Grain At Nordstrom Rack, Size 13
Nordstrom Rack
$79.97
Johnston & Murphy Lewis Chelsea Boot In Tan Full Grain At Nordstrom Rack, Size 13
Nordstrom Rack
$118.00
$295.00
COACH Outlet Dalton Chelsea Boot - Men's Boots - White, Size: 13
Coach Outlet
Free shipping
60% off
$118.00
$295.00
COACH Outlet Dalton Chelsea Boot - Men's Boots - White, Size: 13
Coach Outlet
Free shipping
$135.00
Born Men's Hemlock Leather Chelsea Boots, Mens, 10, Brown
Dillard's
34
$135.00
Born Men's Hemlock Leather Chelsea Boots, Mens, 10, Brown
Dillard's
34
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    Shop Men Chelsea Boots in Summer

    Sponsored
    $43.99
    $100.00
    J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    In store
    30
    Curbside
    $43.99
    $100.00
    J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    30
    $114.00
    $190.00
    Fitflop | Men's MARGAN Waterproof Leather Chelsea Boots, Outlet, Chocolate, Size: US 10
    FitFlop Official Shop
    40% off
    $114.00
    $190.00
    Fitflop | Men's MARGAN Waterproof Leather Chelsea Boots, Outlet, Chocolate, Size: US 10
    FitFlop Official Shop
    $43.99
    $90.00
    St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 9 1/2 | Boots Chelsea Boots | Memory Foam
    JCPenney
    In store
    21
    Curbside
    $43.99
    $90.00
    St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 9 1/2 | Boots Chelsea Boots | Memory Foam
    JCPenney
    21
    $399.95
    Men's Booker Chelsea Wide Square Toe Western Boots In Antique Brown Full Quill Ostri Leather, Size: 11 D / Medium By Ariat
    Ariat
    $399.95
    Men's Booker Chelsea Wide Square Toe Western Boots In Antique Brown Full Quill Ostri Leather, Size: 11 D / Medium By Ariat
    Ariat
    $199.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 8.5 Blundstone
    Blundstone
    1
    $199.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 8.5 Blundstone
    Blundstone
    1
    $468.00
    Men's Leather Chelsea Boot In Black
    Todd Snyder - 2025
    $468.00
    Men's Leather Chelsea Boot In Black
    Todd Snyder - 2025
    $144.99
    Stacy Adams Men's Bradley Chelsea Boot
    Amazon.com
    6
    Free shipping
    $144.99
    Stacy Adams Men's Bradley Chelsea Boot
    Amazon.com
    6
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $149.95
    Men's Booker Chelsea Round Toe Western Boots In Brown Bomber, Size: 12 D / Medium By Ariat
    Ariat
    122
    $149.95
    Men's Booker Chelsea Round Toe Western Boots In Brown Bomber, Size: 12 D / Medium By Ariat
    Ariat
    122
    $199.95
    Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
    Ariat
    180
    $199.95
    Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
    Ariat
    180
    $204.66
    $256.00
    Danner Bull Run Chelsea 6 Inch Work Boots - Men's Soft Toe Wedge - 15481, 11 / Medium / Brown
    Overlook Boots
    20% off
    $204.66
    $256.00
    Danner Bull Run Chelsea 6 Inch Work Boots - Men's Soft Toe Wedge - 15481, 11 / Medium / Brown
    Overlook Boots
    $224.95
    Rustic Black Premium Leather Chelsea Boots Men's Style 2055, Size 10.5 Blundstone
    Blundstone
    23
    $224.95
    Rustic Black Premium Leather Chelsea Boots Men's Style 2055, Size 10.5 Blundstone
    Blundstone
    23
    $154.95
    Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 12
    Amazon.com
    23
    Free shipping
    $154.95
    Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 12
    Amazon.com
    23
    $199.95
    Stout Brown Premium Leather Chelsea Boots Men's Style 062, Size 5 Blundstone
    Blundstone
    5
    $199.95
    Stout Brown Premium Leather Chelsea Boots Men's Style 062, Size 5 Blundstone
    Blundstone
    5
    $159.00
    L.L.Bean | Men's Bean Boots, 6.5" Chelsea Deep Blue/Black/Toasted Coconut 10.5 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $159.00
    L.L.Bean | Men's Bean Boots, 6.5" Chelsea Deep Blue/Black/Toasted Coconut 10.5 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $55.99
    $100.00
    Frye And Co. Mens Vihn Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Cushioned|Comfort
    JCPenney
    In store
    Curbside
    $55.99
    $100.00
    Frye And Co. Mens Vihn Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Cushioned|Comfort
    JCPenney
    $112.95
    Wolverine Men's Floorhand Romeo Steel Toe Waterproof Chelsea Boot
    Amazon.com
    90
    Free shipping
    $112.95
    Wolverine Men's Floorhand Romeo Steel Toe Waterproof Chelsea Boot
    Amazon.com
    90
    $64.99
    Dockers Novi Chelsea Boot | Men's | Dark Tan | Size 11.5 | Boots
    DSW
    1
    $64.99
    Dockers Novi Chelsea Boot | Men's | Dark Tan | Size 11.5 | Boots
    DSW
    1