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$139.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7 M(D), Leather/Rubber
L.L.Bean
Free shipping
$139.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7 M(D), Leather/Rubber
L.L.Bean
Free shipping
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Classic Black 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Classic Black 11 M(D), Leather/Rubber
L.L.Bean
Free shipping
$96.00
$160.00
Men's Leather Dress Chelsea Shoe Black Regular Size 12
Banana Republic Factory
40% off
$96.00
$160.00
Men's Leather Dress Chelsea Shoe Black Regular Size 12
Banana Republic Factory
$119.99
Calvin Klein Donto Chelsea Boot | Men's | Brown | Size 10.5 | Boots
DSW
15% Off*
Free shipping
$119.99
Calvin Klein Donto Chelsea Boot | Men's | Brown | Size 10.5 | Boots
DSW
15% Off*
$80.00
Dockers® Ransom Men's Chelsea Boots, Size: 13, Dark Brown
Kohl's
529
Free shipping
$80.00
Dockers® Ransom Men's Chelsea Boots, Size: 13, Dark Brown
Kohl's
529
$129.99
Timberland Redwood Falls Chelsea Boot | Men's | Cognac | Size 13 | Boots | Lug
DSW
In store
Free shipping
$129.99
Timberland Redwood Falls Chelsea Boot | Men's | Cognac | Size 13 | Boots | Lug
DSW
Free shipping
$199.95
L.L.Bean | Men's Blundstone 550 Chelsea Boots Rustic Brown 10.5 M(D), Leather
L.L.Bean
Free shipping
$199.95
L.L.Bean | Men's Blundstone 550 Chelsea Boots Rustic Brown 10.5 M(D), Leather
L.L.Bean
Free shipping
$59.99
Mix No. 6 Aleder Chelsea Boot | Men's | Dark Brown | Size 12 | Boots
DSW
In store
15% Off*
$59.99
Mix No. 6 Aleder Chelsea Boot | Men's | Dark Brown | Size 12 | Boots
DSW
15% Off*
$96.00
$160.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
Banana Republic Factory
40% off
$96.00
$160.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
Banana Republic Factory
$1,195.00
Christian Louboutin Urbino Chelsea Black - Mens Shoes - Size 42.5
Christian Louboutin
Free shipping
$1,195.00
Christian Louboutin Urbino Chelsea Black - Mens Shoes - Size 42.5
Christian Louboutin
Free shipping
$79.88
Dockorio Mens Chelsea Boots Leather Formal Dress Boots Brown 10.5
Amazon.com
Free shipping
$79.88
Dockorio Mens Chelsea Boots Leather Formal Dress Boots Brown 10.5
Amazon.com
Free shipping
$96.00
$160.00
Men's Suede Chelsea Boot Brown Regular Size 12
Banana Republic Factory
40% off
$96.00
$160.00
Men's Suede Chelsea Boot Brown Regular Size 12
Banana Republic Factory
$199.95
Men's Wexford Waterproof Chelsea Boots In Dark Brown, Size: 10.5 D / Medium By Ariat
Ariat
$199.95
Men's Wexford Waterproof Chelsea Boots In Dark Brown, Size: 10.5 D / Medium By Ariat
Ariat
$160.00
BIRKENSTOCK Bend Chelsea Leather Black Boots - Size 7-7.5
BIRKENSTOCK
$160.00
BIRKENSTOCK Bend Chelsea Leather Black Boots - Size 7-7.5
BIRKENSTOCK
$150.00
UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Brown/, Size 14
Ugg
Comfortable · High-quality Material · Perfect Fit · brown · leather
$150.00
UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Brown/, Size 14
Ugg
Comfortable · High-quality Material · Perfect Fit · brown · leather
$199.00
Men's Legend Chelsea Boot In Black Matte Size 11.5 Wide By Thursday Boot Company
Thursday Boot Company
$199.00
Men's Legend Chelsea Boot In Black Matte Size 11.5 Wide By Thursday Boot Company
Thursday Boot Company
$49.00
Men's Huxley Chelsea Boots - Goodfellow & Co Brown 8
Target
Free shipping
$49.00
Men's Huxley Chelsea Boots - Goodfellow & Co Brown 8
Target
Free shipping
$190.00
Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 7.5 By Thursday Boot Company
Thursday Boot Company
$190.00
Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 7.5 By Thursday Boot Company
Thursday Boot Company
$160.00
BIRKENSTOCK Bend Chelsea Leather Cognac Boots - Size 6-6.5
BIRKENSTOCK
$160.00
BIRKENSTOCK Bend Chelsea Leather Cognac Boots - Size 6-6.5
BIRKENSTOCK
$199.00
Thursday Boot Company Men's Chelsea Duke Boot Chelsea Boot In Brown Leather Size 6.5
Thursday Boot Company
$199.00
Thursday Boot Company Men's Chelsea Duke Boot Chelsea Boot In Brown Leather Size 6.5
Thursday Boot Company
$55.00
Men's Spencer Winter Chelsea Boots - Goodfellow & Co Brown 12
Target
Free shipping
$55.00
Men's Spencer Winter Chelsea Boots - Goodfellow & Co Brown 12
Target
Free shipping
$164.95
Johnston & Murphy Calder Chelsea Boots Men's Boots Brown Oiled Full Grain : 8 m (D), Leather
Zappos
$164.95
Johnston & Murphy Calder Chelsea Boots Men's Boots Brown Oiled Full Grain : 8 m (D), Leather
Zappos
$60.00
Deer Stags Rockland Men's Chelsea Boots, Size: 11.5, Brown Dark Brown
Kohl's
Free shipping
$60.00
Deer Stags Rockland Men's Chelsea Boots, Size: 11.5, Brown Dark Brown
Kohl's
Free shipping
$142.50
$160.00
Georgia Men's TBD 5" Soft Toe WP Chelsea Work Boot -Brown- GB00599, 10.5 / Medium / Brown
Overlook Boots
10% off
$142.50
$160.00
Georgia Men's TBD 5" Soft Toe WP Chelsea Work Boot -Brown- GB00599, 10.5 / Medium / Brown
Overlook Boots
$154.95
Men's Groundbreaker Chelsea Wide Square Toe Waterproof Work Boots In Dark Brown, Size: 11 D / Medium By Ariat
Ariat
138
$154.95
Men's Groundbreaker Chelsea Wide Square Toe Waterproof Work Boots In Dark Brown, Size: 11 D / Medium By Ariat
Ariat
138
$99.95
Steve Madden Men's Highline Chelsea Boot Sand Suede 11.5
Amazon.com
1K+
Free shipping
$99.95
Steve Madden Men's Highline Chelsea Boot Sand Suede 11.5
Amazon.com
1K+
$147.25
$165.00
Georgia Men's Eagle One Soft Toe WP Chelsea Work Boot - Brown - GB00315, 8 / Medium / Brown
Overlook Boots
10% off
$147.25
$165.00
Georgia Men's Eagle One Soft Toe WP Chelsea Work Boot - Brown - GB00315, 8 / Medium / Brown
Overlook Boots
$104.99
$150.00
UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Oak, Size 12
Ugg
30% off
$104.99
$150.00
UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Oak, Size 12
Ugg
$150.00
UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Black/, Size 11.5
Ugg
$150.00
UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Black/, Size 11.5
Ugg
$130.11
Steve Madden Men's Duke Chelsea Boot Cognac Leather 11.5
Amazon.com
13
Free shipping
$130.11
Steve Madden Men's Duke Chelsea Boot Cognac Leather 11.5
Amazon.com
13
$85.00
Dockers® Novi Men's Chelsea Boots, Size: 8, Dark
Kohl's
Free shipping
$85.00
Dockers® Novi Men's Chelsea Boots, Size: 8, Dark
Kohl's
Free shipping
$99.97
Clarks Jaxen Easy Chelsea Boot - Brown - Casual Boots Size 11
Nordstrom Rack
$99.97
Clarks Jaxen Easy Chelsea Boot - Brown - Casual Boots Size 11
Nordstrom Rack
$169.95
Men's Groundbreaker Chelsea Waterproof Steel Toe Work Boots In Dark Brown, Size: 10 EE / Wide By Ariat
Ariat
$169.95
Men's Groundbreaker Chelsea Waterproof Steel Toe Work Boots In Dark Brown, Size: 10 EE / Wide By Ariat
Ariat
$49.97
Nordstrom Chelsea Lace-Up Ankle Boots - Brown - Casual Boots Size 12
Nordstrom Rack
$49.97
Nordstrom Chelsea Lace-Up Ankle Boots - Brown - Casual Boots Size 12
Nordstrom Rack
$159.95
$170.00
Timberland Pro Men's Nashoba ST Chelsea Work Boot -Brown- TB1A2NY3214, 9 / Wide / Brown
Overlook Boots
$159.95
$170.00
Timberland Pro Men's Nashoba ST Chelsea Work Boot -Brown- TB1A2NY3214, 9 / Wide / Brown
Overlook Boots
$43.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 8 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
In store
Curbside
$43.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 8 | Boots Chelsea Boots | Memory Foam | Fall Fashion
JCPenney
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    Shop leather chelsea boots men

    Ads
    $139.00
    L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    365-day returns (most items)
    $139.00
    L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7 M(D), Leather/Rubber
    L.L.Bean
    365-day returns
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Classic Black 11 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Classic Black 11 M(D), Leather/Rubber
    L.L.Bean
    Free shipping
    $96.00
    $160.00
    Men's Leather Dress Chelsea Shoe Black Regular Size 12
    Banana Republic Factory
    40% off
    $96.00
    $160.00
    Men's Leather Dress Chelsea Shoe Black Regular Size 12
    Banana Republic Factory
    $119.99
    Calvin Klein Donto Chelsea Boot | Men's | Brown | Size 10.5 | Boots
    DSW
    15% Off*
    Free shipping
    $119.99
    Calvin Klein Donto Chelsea Boot | Men's | Brown | Size 10.5 | Boots
    DSW
    15% Off*
    $80.00
    Dockers® Ransom Men's Chelsea Boots, Size: 13, Dark Brown
    Kohl's
    529
    Free shipping
    $80.00
    Dockers® Ransom Men's Chelsea Boots, Size: 13, Dark Brown
    Kohl's
    529
    $129.99
    Timberland Redwood Falls Chelsea Boot | Men's | Cognac | Size 13 | Boots | Lug
    DSW
    In store
    Free shipping
    $129.99
    Timberland Redwood Falls Chelsea Boot | Men's | Cognac | Size 13 | Boots | Lug
    DSW
    Free shipping
    $199.95
    L.L.Bean | Men's Blundstone 550 Chelsea Boots Rustic Brown 10.5 M(D), Leather
    L.L.Bean
    Free shipping
    $199.95
    L.L.Bean | Men's Blundstone 550 Chelsea Boots Rustic Brown 10.5 M(D), Leather
    L.L.Bean
    Free shipping
    $59.99
    Mix No. 6 Aleder Chelsea Boot | Men's | Dark Brown | Size 12 | Boots
    DSW
    In store
    15% Off*
    $59.99
    Mix No. 6 Aleder Chelsea Boot | Men's | Dark Brown | Size 12 | Boots
    DSW
    15% Off*
    $96.00
    $160.00
    Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
    Banana Republic Factory
    40% off
    $96.00
    $160.00
    Men's Leather Dress Chelsea Shoe Chestnut Regular Size 10 1/2
    Banana Republic Factory
    $1,195.00
    Christian Louboutin Urbino Chelsea Black - Mens Shoes - Size 42.5
    Christian Louboutin
    Free shipping
    $1,195.00
    Christian Louboutin Urbino Chelsea Black - Mens Shoes - Size 42.5
    Christian Louboutin
    Free shipping
    $79.88
    Dockorio Mens Chelsea Boots Leather Formal Dress Boots Brown 10.5
    Amazon.com
    Free shipping
    $79.88
    Dockorio Mens Chelsea Boots Leather Formal Dress Boots Brown 10.5
    Amazon.com
    Free shipping
    $96.00
    $160.00
    Men's Suede Chelsea Boot Brown Regular Size 12
    Banana Republic Factory
    40% off
    $96.00
    $160.00
    Men's Suede Chelsea Boot Brown Regular Size 12
    Banana Republic Factory
    $99.95
    Steve Madden Men's Highline Chelsea Boot Sand Suede 11.5
    Amazon.com
    1K+
    Free shipping
    $99.95
    Steve Madden Men's Highline Chelsea Boot Sand Suede 11.5
    Amazon.com
    1K+
    $199.95
    Men's Wexford Waterproof Chelsea Boots In Dark Brown, Size: 10.5 D / Medium By Ariat
    Ariat
    $199.95
    Men's Wexford Waterproof Chelsea Boots In Dark Brown, Size: 10.5 D / Medium By Ariat
    Ariat
    $160.00
    BIRKENSTOCK Bend Chelsea Leather Black Boots - Size 7-7.5
    BIRKENSTOCK
    $160.00
    BIRKENSTOCK Bend Chelsea Leather Black Boots - Size 7-7.5
    BIRKENSTOCK
    $150.00
    UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Brown/, Size 14
    Ugg
    1K+
    $150.00
    UGG® Men's Biltmore Chelsea Leather Cold Weather Boots In Brown/, Size 14
    Ugg
    1K+
    $147.25
    $165.00
    Georgia Men's Eagle One Soft Toe WP Chelsea Work Boot - Brown - GB00315, 8 / Medium / Brown
    Overlook Boots
    373
    10% off
    $147.25
    $165.00
    Georgia Men's Eagle One Soft Toe WP Chelsea Work Boot - Brown - GB00315, 8 / Medium / Brown
    Overlook Boots
    373
    $199.00
    Men's Legend Chelsea Boot In Black Matte Size 11.5 Wide By Thursday Boot Company
    Thursday Boot Company
    $199.00
    Men's Legend Chelsea Boot In Black Matte Size 11.5 Wide By Thursday Boot Company
    Thursday Boot Company