Shop Affordable Chelsea Boots Men

Sponsored
$72.00
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
In store
15
Curbside
$72.00
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
15
$43.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
In store
38
Curbside
$43.99
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
38
$119.97
$180.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
Banana Republic Factory
33% off
$119.97
$180.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
Banana Republic Factory
$154.95
Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 11.5 Wide
Amazon.com
83
Free shipping
$154.95
Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 11.5 Wide
Amazon.com
83
$83.99
SUREWAY Men's Slip-On Work Boots For Men,Upgraded Slip/Water Resistant,Static Dissipative,Fire Station Mechanic Romeo Chelsea Work Boots For Men Black
Amazon.com
Free shipping
$83.99
SUREWAY Men's Slip-On Work Boots For Men,Upgraded Slip/Water Resistant,Static Dissipative,Fire Station Mechanic Romeo Chelsea Work Boots For Men Black
Amazon.com
Free shipping
$89.60
Wolverine Men's Floorhand Romeo Steel Toe Waterproof Chelsea Boot
Amazon.com
2
Free shipping
$89.60
Wolverine Men's Floorhand Romeo Steel Toe Waterproof Chelsea Boot
Amazon.com
2
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 8) - Zero Drop Boots
XeroShoes
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 8) - Zero Drop Boots
XeroShoes
$209.95
Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 6 Blundstone
Blundstone
62
$209.95
Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 6 Blundstone
Blundstone
62
$17.98
$59.99
Men's Oliver Chelsea Boots In Brown Size 10 | Fashion Nova
Fashion Nova - New
70% off
$17.98
$59.99
Men's Oliver Chelsea Boots In Brown Size 10 | Fashion Nova
Fashion Nova - New
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 5.5 Blundstone
Blundstone
1
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 5.5 Blundstone
Blundstone
1
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Comfort|Memory Foam|Cushioned
JCPenney
6K+
20% off
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Comfort|Memory Foam|Cushioned
JCPenney
6K+
$69.99
$89.99
Deer Stags Men's Rockland Chelsea Boots (Brown Synthetic) - Size 12.0 m
Famous Footwear
50% Off*
22% off
$69.99
$89.99
Deer Stags Men's Rockland Chelsea Boots (Brown Synthetic) - Size 12.0 m
Famous Footwear
50% Off*
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 11.5) - Zero Drop Boots
XeroShoes
4
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 11.5) - Zero Drop Boots
XeroShoes
4
$214.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 2239, Size 7.5 Blundstone
Blundstone
$214.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 2239, Size 7.5 Blundstone
Blundstone
$104.98
Timberland Redwood Falls Chelsea Boot | Men's | Wheat | Size 11 | Boots
DSW
78
Free shipping
$104.98
Timberland Redwood Falls Chelsea Boot | Men's | Wheat | Size 11 | Boots
DSW
78
$139.99
$160.00
Best Boots For Men, Hands Free, Men's Casual Chukka Boots, Most Comfortable Boots For Men | Orthofeet Slip On Boots, Verno, 9 / Extra Wide / Black
Orthofeet
12% off
$139.99
$160.00
Best Boots For Men, Hands Free, Men's Casual Chukka Boots, Most Comfortable Boots For Men | Orthofeet Slip On Boots, Verno, 9 / Extra Wide / Black
Orthofeet
$69.99
$89.99
Deer Stags Men's Rockland Chelsea Boots (Black/Black) - Size 8.5 m
Famous Footwear
50% Off*
22% off
$69.99
$89.99
Deer Stags Men's Rockland Chelsea Boots (Black/Black) - Size 8.5 m
Famous Footwear
50% Off*
$30.25
$55.00
Men's Spencer Winter Chelsea Boots - Goodfellow & Co Black 10: Pull-On, Non-Marking Sole, Treaded Outsole, Medium Width
Target
Free shipping
45% off
$30.25
$55.00
Men's Spencer Winter Chelsea Boots - Goodfellow & Co Black 10: Pull-On, Non-Marking Sole, Treaded Outsole, Medium Width
Target
Free shipping
$69.99
$89.99
Deer Stags Men's Rockland Chelsea Boots (Redwood/Dark Brown) - Size 10.5 m
Famous Footwear
50% Off*
22% off
$69.99
$89.99
Deer Stags Men's Rockland Chelsea Boots (Redwood/Dark Brown) - Size 10.5 m
Famous Footwear
50% Off*
$35.75
$55.00
Men's Spencer Winter Chelsea Boots - Goodfellow & Co Brown 8: Pull-On, Non-Marking Sole, Treaded Outsole, Medium Width
Target
Free shipping
35% off
$35.75
$55.00
Men's Spencer Winter Chelsea Boots - Goodfellow & Co Brown 8: Pull-On, Non-Marking Sole, Treaded Outsole, Medium Width
Target
Free shipping
$119.99
Calvin Klein Donto Chelsea Boot | Men's | Black | Size 11.5 | Boots
DSW
6
Free shipping
$119.99
Calvin Klein Donto Chelsea Boot | Men's | Black | Size 11.5 | Boots
DSW
6
$149.95
Men's Booker Chelsea Round Toe Western Boots In Distressed Brown, Size: 12 EE / Wide By Ariat
Ariat
128
$149.95
Men's Booker Chelsea Round Toe Western Boots In Distressed Brown, Size: 12 EE / Wide By Ariat
Ariat
128
$169.95
Men's Groundbreaker Chelsea Wide Square Toe Waterproof Steel Work Boots In Dark Brown, Size: 14 D / Medium By Ariat
Ariat
52
$169.95
Men's Groundbreaker Chelsea Wide Square Toe Waterproof Steel Work Boots In Dark Brown, Size: 14 D / Medium By Ariat
Ariat
52
$118.00
$295.00
COACH Outlet Dalton Chelsea Boot - Men's Boots - White, Size: 10
Coach Outlet
Free shipping
60% off
$118.00
$295.00
COACH Outlet Dalton Chelsea Boot - Men's Boots - White, Size: 10
Coach Outlet
Free shipping
$199.95
Men's Wexford Waterproof Chelsea Boots In Black, Size: 11 D / Medium By Ariat
Ariat
$199.95
Men's Wexford Waterproof Chelsea Boots In Black, Size: 11 D / Medium By Ariat
Ariat
$97.76
Sale-Timberland Larchmont Ii Leather Textile Mens Chelsea Boots - Saddle , UK 11.5 | US 12 Men | EU 46 , Medium
Lakerrealty Sports Store
$97.76
Sale-Timberland Larchmont Ii Leather Textile Mens Chelsea Boots - Saddle , UK 11.5 | US 12 Men | EU 46 , Medium
Lakerrealty Sports Store
$114.00
$190.00
Fitflop | Men's MARGAN Waterproof Leather Chelsea Boots, Outlet, Chocolate, Size: US 12
FitFlop Official Shop
40% off
$114.00
$190.00
Fitflop | Men's MARGAN Waterproof Leather Chelsea Boots, Outlet, Chocolate, Size: US 12
FitFlop Official Shop
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 13
Ugg
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 13
Ugg
$22.50
$22.50
Totes Men's Cirrus Chelsea Rainboots - Black 8
Target
In store
Free shipping
Curbside
$22.50
$22.50
Totes Men's Cirrus Chelsea Rainboots - Black 8
Target
Free shipping
$59.99
Mix No. 6 Aleder Chelsea Boot | Men's | Black | Size 12 | Boots
DSW
$59.99
Mix No. 6 Aleder Chelsea Boot | Men's | Black | Size 12 | Boots
DSW
$69.99
$119.99
Wide Width Men's Deer Stags® Rockland Chelsea Boots By Deer Stags In Brown (Size 13 W)
King Size
30% Off*
41% off
$69.99
$119.99
Wide Width Men's Deer Stags® Rockland Chelsea Boots By Deer Stags In Brown (Size 13 W)
King Size
30% Off*
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Black, Size 9
Ugg
534
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Black, Size 9
Ugg
534
$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
$69.99
$90.99
Wide Width Men's Deer Stags® Rockland Chelsea Boots By Deer Stags In Black (Size 12 W)
fullbeauty
5K+
23% off
$69.99
$90.99
Wide Width Men's Deer Stags® Rockland Chelsea Boots By Deer Stags In Black (Size 12 W)
fullbeauty
5K+
$69.99
$90.99
Wide Width Men's Deer Stags® Rockland Chelsea Boots By Deer Stags In Black (Size 15 W)
King Size
30% Off*
23% off
$69.99
$90.99
Wide Width Men's Deer Stags® Rockland Chelsea Boots By Deer Stags In Black (Size 15 W)
King Size
30% Off*
$133.95
$151.00
Georgia Men's Giant 6" Waterproof Slip Resistant Chelsea Work Boot -Black- GB00376, 10.5 / Medium / Black
Overlook Boots
21
11% off
$133.95
$151.00
Georgia Men's Giant 6" Waterproof Slip Resistant Chelsea Work Boot -Black- GB00376, 10.5 / Medium / Black
Overlook Boots
21
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    Shop Affordable Chelsea Boots Men

    Sponsored
    $72.00
    $90.00
    St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    In store
    15
    Curbside
    $72.00
    $90.00
    St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    15
    $43.99
    $100.00
    J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    In store
    38
    Curbside
    $43.99
    $100.00
    J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    38
    $119.97
    $180.00
    Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
    Banana Republic Factory
    33% off
    $119.97
    $180.00
    Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
    Banana Republic Factory
    $154.95
    Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 11.5 Wide
    Amazon.com
    83
    Free shipping
    $154.95
    Ariat Men's Turbo Chelsea Waterproof Work Boot Aged Bark 11.5 Wide
    Amazon.com
    83
    $83.99
    SUREWAY Men's Slip-On Work Boots For Men,Upgraded Slip/Water Resistant,Static Dissipative,Fire Station Mechanic Romeo Chelsea Work Boots For Men Black
    Amazon.com
    Free shipping
    $83.99
    SUREWAY Men's Slip-On Work Boots For Men,Upgraded Slip/Water Resistant,Static Dissipative,Fire Station Mechanic Romeo Chelsea Work Boots For Men Black
    Amazon.com
    Free shipping
    $89.60
    Wolverine Men's Floorhand Romeo Steel Toe Waterproof Chelsea Boot
    Amazon.com
    2
    Free shipping
    $89.60
    Wolverine Men's Floorhand Romeo Steel Toe Waterproof Chelsea Boot
    Amazon.com
    2
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 8) - Zero Drop Boots
    XeroShoes
    4
    100-day returns (most items)
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 8) - Zero Drop Boots
    XeroShoes
    4
    $209.95
    Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 6 Blundstone
    Blundstone
    62
    $209.95
    Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 6 Blundstone
    Blundstone
    62
    $17.98
    $59.99
    Men's Oliver Chelsea Boots In Brown Size 10 | Fashion Nova
    Fashion Nova - New
    70% off
    $17.98
    $59.99
    Men's Oliver Chelsea Boots In Brown Size 10 | Fashion Nova
    Fashion Nova - New
    $199.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 5.5 Blundstone
    Blundstone
    1
    $199.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 5.5 Blundstone
    Blundstone
    1
    $60.00
    $75.00
    Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Comfort|Memory Foam|Cushioned
    JCPenney
    6K+
    20% off
    $60.00
    $75.00
    Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 | Boots Chelsea Boots | Comfort|Memory Foam|Cushioned
    JCPenney
    6K+
    $69.99
    $89.99
    Deer Stags Men's Rockland Chelsea Boots (Brown Synthetic) - Size 12.0 m
    Famous Footwear
    50% Off*
    22% off
    $69.99
    $89.99
    Deer Stags Men's Rockland Chelsea Boots (Brown Synthetic) - Size 12.0 m
    Famous Footwear
    50% Off*
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 11.5) - Zero Drop Boots
    XeroShoes
    4
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 11.5) - Zero Drop Boots
    XeroShoes
    4
    $214.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 2239, Size 7.5 Blundstone
    Blundstone
    $214.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 2239, Size 7.5 Blundstone
    Blundstone
    $104.98
    Timberland Redwood Falls Chelsea Boot | Men's | Wheat | Size 11 | Boots
    DSW
    78
    Free shipping
    $104.98
    Timberland Redwood Falls Chelsea Boot | Men's | Wheat | Size 11 | Boots
    DSW
    78
    $139.99
    $160.00
    Best Boots For Men, Hands Free, Men's Casual Chukka Boots, Most Comfortable Boots For Men | Orthofeet Slip On Boots, Verno, 9 / Extra Wide / Black
    Orthofeet
    12% off
    $139.99
    $160.00
    Best Boots For Men, Hands Free, Men's Casual Chukka Boots, Most Comfortable Boots For Men | Orthofeet Slip On Boots, Verno, 9 / Extra Wide / Black
    Orthofeet
    $69.99
    $89.99
    Deer Stags Men's Rockland Chelsea Boots (Black/Black) - Size 8.5 m
    Famous Footwear
    50% Off*
    22% off
    $69.99
    $89.99
    Deer Stags Men's Rockland Chelsea Boots (Black/Black) - Size 8.5 m
    Famous Footwear
    50% Off*
    $30.25
    $55.00
    Men's Spencer Winter Chelsea Boots - Goodfellow & Co Black 10: Pull-On, Non-Marking Sole, Treaded Outsole, Medium Width
    Target
    Free shipping
    45% off
    $30.25
    $55.00
    Men's Spencer Winter Chelsea Boots - Goodfellow & Co Black 10: Pull-On, Non-Marking Sole, Treaded Outsole, Medium Width
    Target
    Free shipping