Shop Chelsea Boots Business Casual Men

Sponsored
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 15) - Zero Drop Boots
XeroShoes
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 15) - Zero Drop Boots
XeroShoes
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 7) - Zero Drop Boots
XeroShoes
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 7) - Zero Drop Boots
XeroShoes
$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
$119.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
DSW
In store
Free shipping
$119.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
DSW
$199.95
Black Full Grain Leather Chelsea Boots Men's Style 063, Size 10.5 Blundstone
Blundstone
2K+
$199.95
Black Full Grain Leather Chelsea Boots Men's Style 063, Size 10.5 Blundstone
Blundstone
$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
$38.49
$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
$38.49
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
$58.99
$89.99
Perry Ellis Portfolio Men's Laso Chelsea Casual Boots (Brown) - Size 7.5 m
Famous Footwear
50% Off*
34% off
$58.99
$89.99
Perry Ellis Portfolio Men's Laso Chelsea Casual Boots (Brown) - Size 7.5 m
Famous Footwear
$59.99
MVIOBUY Men's Pointed Toe Slip On Chelsea Boots,Classic Leather Stitching Adjustment Buckle Retro High-Top Dress Shoes Ankle Boots
Amazon.com
Free shipping
$59.99
MVIOBUY Men's Pointed Toe Slip On Chelsea Boots,Classic Leather Stitching Adjustment Buckle Retro High-Top Dress Shoes Ankle Boots
Amazon.com
$114.99
Florsheim Men's Forge Plain Toe Chelsea Boots (Black) - Size 11.5 m
Famous Footwear
50% Off*
Free shipping
$114.99
Florsheim Men's Forge Plain Toe Chelsea Boots (Black) - Size 11.5 m
Famous Footwear
$188.68
Ted Baker Men's Remington Ankle Boot
Amazon.com
Free shipping
$188.68
Ted Baker Men's Remington Ankle Boot
Amazon.com
$209.95
Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 9 Blundstone
Blundstone
$209.95
Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 9 Blundstone
Blundstone
$119.99
Florsheim Chalet Plain Toe Chelsea Boot | Men's | Brown | Size 13 | Boots
DSW
114
Free shipping
$119.99
Florsheim Chalet Plain Toe Chelsea Boot | Men's | Brown | Size 13 | Boots
DSW
$38.49
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
In store
38
Curbside
$38.49
$100.00
J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
$139.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5(EE), Leather/Rubber
L.L.Bean
In store
10% Off*
Free shipping
$139.00
L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5(EE), Leather/Rubber
L.L.Bean
$174.99
Blake Mckay Melbourne Chelsea Boot | Men's | Dark Brown | Size 11.5 | Boots | Lug
DSW
1
Free shipping
$174.99
Blake Mckay Melbourne Chelsea Boot | Men's | Dark Brown | Size 11.5 | Boots | Lug
DSW
$68.66
Nunn Bush Men's, Otis II Plain Toe Chelsea Boot
Amazon.com
Free shipping
$68.66
Nunn Bush Men's, Otis II Plain Toe Chelsea Boot
Amazon.com
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Classic Black 11 M(D), Leather/Rubber
L.L.Bean
In store
10% Off*
Free shipping
$169.00
L.L.Bean | Men's Portland Boots, Chelsea Classic Black 11 M(D), Leather/Rubber
L.L.Bean
$199.95
Men's Wexford Waterproof Chelsea Boots In Dark Brown, Size: 10.5 D / Medium By Ariat
Ariat
304
$199.95
Men's Wexford Waterproof Chelsea Boots In Dark Brown, Size: 10.5 D / Medium By Ariat
Ariat
$159.95
Men's Midtown Rambler Square Toe Chelsea Boots In Stone, Size: 10.5 D / Medium By Ariat
Ariat
5K+
$159.95
Men's Midtown Rambler Square Toe Chelsea Boots In Stone, Size: 10.5 D / Medium By Ariat
Ariat
$28.69
$94.99
Vance Co Mens Hogan Flat Heel Chelsea Boots | Brown | Regular 10 1/2 | Boots Chelsea Boots | Comfort
JCPenney
69% off
$28.69
$94.99
Vance Co Mens Hogan Flat Heel Chelsea Boots | Brown | Regular 10 1/2 | Boots Chelsea Boots | Comfort
JCPenney
$170.00
BIRKENSTOCK Bend Chelsea Suede Leather Taupe Boots - Size 12-12.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Suede Leather Taupe Boots - Size 12-12.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Leather Cognac Boots - Size 11-11.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Leather Cognac Boots - Size 11-11.5
BIRKENSTOCK
$139.99
Florsheim Men's Rucci Chelsea Boots (Cognac Leather) - Size 10.5 m
Famous Footwear
50% Off*
Free shipping
$139.99
Florsheim Men's Rucci Chelsea Boots (Cognac Leather) - Size 10.5 m
Famous Footwear
$299.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 10.5 D
Allen Edmonds
39% off
$299.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 10.5 D
Allen Edmonds
$170.00
BIRKENSTOCK Bend Chelsea Leather Black Boots - Size 8-8.5
BIRKENSTOCK
$170.00
BIRKENSTOCK Bend Chelsea Leather Black Boots - Size 8-8.5
BIRKENSTOCK
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
Ariat
253
$199.95
Men's Wexford Waterproof Chelsea Boots In Weathered Brown, Size: 10 D / Medium By Ariat
Ariat
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 7
Ugg
406
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 7
Ugg
$225.00
Tecovas Men's The Rugged Chelsea Boots, Pavement, Roughout, Size 10, D-Average
Tecovas
1
$225.00
Tecovas Men's The Rugged Chelsea Boots, Pavement, Roughout, Size 10, D-Average
Tecovas
$135.00
Born Men's Hemlock Leather Chelsea Boots, Mens, 9, Brown
Dillard's
34
$135.00
Born Men's Hemlock Leather Chelsea Boots, Mens, 9, Brown
Dillard's
$159.00
L.L.Bean | Men's Bean Boots, 6.5" Chelsea Allspice/Bean Boot Brown/Gum 11 M(D), Leather/Rubber
L.L.Bean
In store
10% Off*
Free shipping
$159.00
L.L.Bean | Men's Bean Boots, 6.5" Chelsea Allspice/Bean Boot Brown/Gum 11 M(D), Leather/Rubber
L.L.Bean
$320.00
$400.00
Morjas Men's Chelsea Boots | Brown | Plain Leather | Men's Dress Shoe | Handmade | Compare The MORJAS Chelsea Boots To Allen Edmonds, Beckett Simonon,
MORJAS Merchant Center Bing
20% off
$320.00
$400.00
Morjas Men's Chelsea Boots | Brown | Plain Leather | Men's Dress Shoe | Handmade | Compare The MORJAS Chelsea Boots To Allen Edmonds, Beckett Simonon,
MORJAS Merchant Center Bing
$76.99
Men's Crocodile Low Heel Chelsea Boots Casual Dress Boots - Blue, 5
modernonlinemart.com
$76.99
Men's Crocodile Low Heel Chelsea Boots Casual Dress Boots - Blue, 5
modernonlinemart.com
$399.00
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 11.5 B
Allen Edmonds
19% off
$399.00
$495.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots In Black Leather, Size 11.5 B
Allen Edmonds
$92.28
Sale-Timberland Larchmont Ii Leather Textile Mens Chelsea Boots - Brownie , UK 7.5 | US 8 Men | EU 41.5 , Medium
Lakerrealty Sports Store
$92.28
Sale-Timberland Larchmont Ii Leather Textile Mens Chelsea Boots - Brownie , UK 7.5 | US 8 Men | EU 41.5 , Medium
Lakerrealty Sports Store
$420.00
Morjas Men's Chelsea Boots | Brown | Plain Leather | Men's Dress Shoe | Handmade | Compare The MORJAS Chelsea Boots To Allen Edmonds, Beckett Simonon,
MORJAS Merchant Center Bing
$420.00
Morjas Men's Chelsea Boots | Brown | Plain Leather | Men's Dress Shoe | Handmade | Compare The MORJAS Chelsea Boots To Allen Edmonds, Beckett Simonon,
MORJAS Merchant Center Bing
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    Shop Chelsea Boots Business Casual Men

    Sponsored
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 15) - Zero Drop Boots
    XeroShoes
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 15) - Zero Drop Boots
    XeroShoes
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 7) - Zero Drop Boots
    XeroShoes
    $159.99
    Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 7) - Zero Drop Boots
    XeroShoes
    $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
    $119.99
    Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
    DSW
    In store
    Free shipping
    $119.99
    Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
    DSW
    $199.95
    Black Full Grain Leather Chelsea Boots Men's Style 063, Size 10.5 Blundstone
    Blundstone
    2K+
    $199.95
    Black Full Grain Leather Chelsea Boots Men's Style 063, Size 10.5 Blundstone
    Blundstone
    $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
    $38.49
    $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
    $38.49
    $90.00
    St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    $58.99
    $89.99
    Perry Ellis Portfolio Men's Laso Chelsea Casual Boots (Brown) - Size 7.5 m
    Famous Footwear
    50% Off*
    34% off
    $58.99
    $89.99
    Perry Ellis Portfolio Men's Laso Chelsea Casual Boots (Brown) - Size 7.5 m
    Famous Footwear
    $59.99
    MVIOBUY Men's Pointed Toe Slip On Chelsea Boots,Classic Leather Stitching Adjustment Buckle Retro High-Top Dress Shoes Ankle Boots
    Amazon.com
    Free shipping
    $59.99
    MVIOBUY Men's Pointed Toe Slip On Chelsea Boots,Classic Leather Stitching Adjustment Buckle Retro High-Top Dress Shoes Ankle Boots
    Amazon.com
    $114.99
    Florsheim Men's Forge Plain Toe Chelsea Boots (Black) - Size 11.5 m
    Famous Footwear
    50% Off*
    Free shipping
    $114.99
    Florsheim Men's Forge Plain Toe Chelsea Boots (Black) - Size 11.5 m
    Famous Footwear
    $188.68
    Ted Baker Men's Remington Ankle Boot
    Amazon.com
    Free shipping
    $188.68
    Ted Baker Men's Remington Ankle Boot
    Amazon.com
    $209.95
    Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 9 Blundstone
    Blundstone
    $209.95
    Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 9 Blundstone
    Blundstone
    $119.99
    Florsheim Chalet Plain Toe Chelsea Boot | Men's | Brown | Size 13 | Boots
    DSW
    114
    Free shipping
    $119.99
    Florsheim Chalet Plain Toe Chelsea Boot | Men's | Brown | Size 13 | Boots
    DSW
    $38.49
    $100.00
    J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    In store
    38
    Curbside
    $38.49
    $100.00
    J. Ferrar Mens Blake Flat Heel Chelsea Boots | Black | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    $139.00
    L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5(EE), Leather/Rubber
    L.L.Bean
    In store
    10% Off*
    Free shipping
    $139.00
    L.L.Bean | Men's Stonington Chelsea Boots, Leather Dark Oakwood 7.5(EE), Leather/Rubber
    L.L.Bean
    $174.99
    Blake Mckay Melbourne Chelsea Boot | Men's | Dark Brown | Size 11.5 | Boots | Lug
    DSW
    1
    Free shipping
    $174.99
    Blake Mckay Melbourne Chelsea Boot | Men's | Dark Brown | Size 11.5 | Boots | Lug
    DSW
    $68.66
    Nunn Bush Men's, Otis II Plain Toe Chelsea Boot
    Amazon.com
    Free shipping
    $68.66
    Nunn Bush Men's, Otis II Plain Toe Chelsea Boot
    Amazon.com
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Classic Black 11 M(D), Leather/Rubber
    L.L.Bean
    In store
    10% Off*
    Free shipping
    $169.00
    L.L.Bean | Men's Portland Boots, Chelsea Classic Black 11 M(D), Leather/Rubber
    L.L.Bean