Shop Business-Casual Chelsea Boots Men Outfit

Sponsored
$190.00
Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 10.5 Wide By Thursday Boot Company
Thursday Boot Company
$190.00
Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 10.5 Wide By Thursday Boot Company
Thursday Boot Company
$199.00
Men's Legend Chelsea Boot In Black Matte Size 12.5 By Thursday Boot Company
Thursday Boot Company
$199.00
Men's Legend Chelsea Boot In Black Matte Size 12.5 By Thursday Boot Company
Thursday Boot Company
$119.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
DSW
In store
12
Free shipping
$119.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
DSW
12
$225.00
Tecovas Men's The Rugged Chelsea, Light Tobacco, Cowhide, Size 9
Tecovas
1
$225.00
Tecovas Men's The Rugged Chelsea, Light Tobacco, Cowhide, Size 9
Tecovas
1
$59.98
Dockers Men's Ransom Chelsea Boots | Dark Brown | Size 12 | Synthetic/Leather
Shoe Station Feed
$10 Off*
$59.98
Dockers Men's Ransom Chelsea Boots | Dark Brown | Size 12 | Synthetic/Leather
Shoe Station Feed
$10 Off*
$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
$59.98
Deer Stags Men's Rockland Chelsea Boots | Brown/Darkbrown | Size 9 | PU Leather
Shoe Station Feed
$10 Off*
$59.98
Deer Stags Men's Rockland Chelsea Boots | Brown/Darkbrown | Size 9 | PU Leather
Shoe Station Feed
$10 Off*
$89.00
$259.00
Rothy's - Men's Chelsea Boot In Black, Size 11.5
Rothy's.com
65% off
$89.00
$259.00
Rothy's - Men's Chelsea Boot In Black, Size 11.5
Rothy's.com
$84.98
Reserved Footwear Men's Maksim Chelsea Dress Boot | Black | Size 10 | Suede
Shoe Station Feed
$10 Off*
$84.98
Reserved Footwear Men's Maksim Chelsea Dress Boot | Black | Size 10 | Suede
Shoe Station Feed
$10 Off*
$225.00
Tecovas Men's The Rugged Chelsea, Pavement, Roughout, Size 11
Tecovas
1
$225.00
Tecovas Men's The Rugged Chelsea, Pavement, Roughout, Size 11
Tecovas
1
$157.85
OSSTONE Dress Boot For Men Leather Chelsea Boots Calfskin Casual Heel Shoes Zipper-Up OS-JY048-Red-R
Amazon.com
Free shipping
$157.85
OSSTONE Dress Boot For Men Leather Chelsea Boots Calfskin Casual Heel Shoes Zipper-Up OS-JY048-Red-R
Amazon.com
Free shipping
$198.00
POLO RALPH LAUREN Men's Bryson Suede Chelsea Boots
Amazon.com
16
Free shipping
$198.00
POLO RALPH LAUREN Men's Bryson Suede Chelsea Boots
Amazon.com
16
$199.95
Rustic Brown Leather Chelsea Boots Men's Style 1306, Size 9.5 Blundstone
Blundstone
67
$199.95
Rustic Brown Leather Chelsea Boots Men's Style 1306, Size 9.5 Blundstone
Blundstone
67
$189.95
Black Premium Leather Chelsea Boots Men's Style 510, Size 5.5 Blundstone
Blundstone
292
$189.95
Black Premium Leather Chelsea Boots Men's Style 510, Size 5.5 Blundstone
Blundstone
292
$169.00
Ariat Men's Groundbreaker Chelsea Waterproof Steel Toe Work Boot Dark Brown 10.5 Wide
Amazon.com
1K+
Free shipping
$169.00
Ariat Men's Groundbreaker Chelsea Waterproof Steel Toe Work Boot Dark Brown 10.5 Wide
Amazon.com
1K+
$59.99
Mix No. 6 Aleder Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
DSW
$59.99
Mix No. 6 Aleder Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
DSW
$54.00
$90.00
Madden Men Men's Maxxin Mid Height Chelsea Boot - Black - Size 12
Macy's
Special Offer
Free shipping
40% off
$54.00
$90.00
Madden Men Men's Maxxin Mid Height Chelsea Boot - Black - Size 12
Macy's
Special Offer
$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
$119.99
Vintage Foundry Blaise Chelsea Boot | Men's | Dark Brown | Size 9 | Boots | Lug
DSW
Free shipping
$119.99
Vintage Foundry Blaise Chelsea Boot | Men's | Dark Brown | Size 9 | Boots | Lug
DSW
Free shipping
$54.00
$90.00
Madden Men Men's Maxxin Mid Height Chelsea Boot - Grey Distr - Size 11.5
Macy's
Special Offer
Free shipping
40% off
$54.00
$90.00
Madden Men Men's Maxxin Mid Height Chelsea Boot - Grey Distr - Size 11.5
Macy's
Special Offer
$259.99
Men's Red Wing® Weekender Chelsea Boots | Copper | Size 10 | Leather
Orvis
$259.99
Men's Red Wing® Weekender Chelsea Boots | Copper | Size 10 | Leather
Orvis
$170.00
$220.00
Men's Barbour® Farsley Leather Chelsea Boots | Khaki | Size 9
Orvis
22% off
$170.00
$220.00
Men's Barbour® Farsley Leather Chelsea Boots | Khaki | Size 9
Orvis
$170.00
$220.00
Men's Barbour® Farsley Leather Chelsea Boots | Black | Size 10
Orvis
22% off
$170.00
$220.00
Men's Barbour® Farsley Leather Chelsea Boots | Black | Size 10
Orvis
$54.00
$90.00
Madden Men Men's Maxxin Mid Height Chelsea Boot - Brown Nubuck - Size 9
Macy's
Special Offer
Free shipping
40% off
$54.00
$90.00
Madden Men Men's Maxxin Mid Height Chelsea Boot - Brown Nubuck - Size 9
Macy's
Special Offer
$109.98
$230.00
Cole Haan Men's Zerøgrand Remastered Waterproof Chelsea Boots - Brown - Casual Boots Size Medium 11.5
Cole Haan
52% off
$109.98
$230.00
Cole Haan Men's Zerøgrand Remastered Waterproof Chelsea Boots - Brown - Casual Boots Size Medium 11.5
Cole Haan
$43.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Memory Foam
JCPenney
In store
20
Curbside
$43.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Memory Foam
JCPenney
20
$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
$199.95
Men's Wexford Waterproof Chelsea Boots In Dark Brown, Size: 10.5 D / Medium By Ariat
Ariat
50
$199.95
Men's Wexford Waterproof Chelsea Boots In Dark Brown, Size: 10.5 D / Medium By Ariat
Ariat
50
$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
$53.98
$89.97
Florsheim Ruvo Chelsea Boot In Cognac At Nordstrom Rack, Size 12
Nordstrom Rack
40% off
$53.98
$89.97
Florsheim Ruvo Chelsea Boot In Cognac At Nordstrom Rack, Size 12
Nordstrom Rack
$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
253
$129.00
Giovanni Men's Leather Chelsea Boot - Smooth Finish - Tan - 8 - CCO Menswear
CCO Menswear
15% Off*
$129.00
Giovanni Men's Leather Chelsea Boot - Smooth Finish - Tan - 8 - CCO Menswear
CCO Menswear
15% Off*
$160.00
Allbirds Men's Runner Chelsea Protect, Water-Repellent Boots, Black, Size 14
Allbirds
$160.00
Allbirds Men's Runner Chelsea Protect, Water-Repellent Boots, Black, Size 14
Allbirds
$32.99
$90.00
Dockers Mens Durham Flat Heel Chelsea Boots | Brown | Regular 8 | Boots Chelsea Boots | Comfort
JCPenney
63% off
$32.99
$90.00
Dockers Mens Durham Flat Heel Chelsea Boots | Brown | Regular 8 | Boots Chelsea Boots | Comfort
JCPenney
$179.95
Men's Wexford Chelsea Boots In Caramel Suede, Size: 7.5 D / Medium By Ariat
Ariat
$179.95
Men's Wexford Chelsea Boots In Caramel Suede, Size: 7.5 D / Medium By Ariat
Ariat
$119.97
$180.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 12
Banana Republic Factory
33% off
$119.97
$180.00
Men's Leather Dress Chelsea Shoe Chestnut Regular Size 12
Banana Republic Factory
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    Shop Business-Casual Chelsea Boots Men Outfit

    Sponsored
    $190.00
    Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 10.5 Wide By Thursday Boot Company
    Thursday Boot Company
    $190.00
    Men's Cavalier Chelsea Boot In Sandstone Tan Suede - Thursday Boots Size 10.5 Wide By Thursday Boot Company
    Thursday Boot Company
    $199.00
    Men's Legend Chelsea Boot In Black Matte Size 12.5 By Thursday Boot Company
    Thursday Boot Company
    $199.00
    Men's Legend Chelsea Boot In Black Matte Size 12.5 By Thursday Boot Company
    Thursday Boot Company
    $119.99
    Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
    DSW
    In store
    12
    Free shipping
    $119.99
    Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 10.5 | Boots
    DSW
    12
    $225.00
    Tecovas Men's The Rugged Chelsea, Light Tobacco, Cowhide, Size 9
    Tecovas
    1
    $225.00
    Tecovas Men's The Rugged Chelsea, Light Tobacco, Cowhide, Size 9
    Tecovas
    1
    $59.98
    Dockers Men's Ransom Chelsea Boots | Dark Brown | Size 12 | Synthetic/Leather
    Shoe Station Feed
    $10 Off*
    $59.98
    Dockers Men's Ransom Chelsea Boots | Dark Brown | Size 12 | Synthetic/Leather
    Shoe Station Feed
    $10 Off*
    $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
    $59.98
    Deer Stags Men's Rockland Chelsea Boots | Brown/Darkbrown | Size 9 | PU Leather
    Shoe Station Feed
    $10 Off*
    $59.98
    Deer Stags Men's Rockland Chelsea Boots | Brown/Darkbrown | Size 9 | PU Leather
    Shoe Station Feed
    $10 Off*
    $89.00
    $259.00
    Rothy's - Men's Chelsea Boot In Black, Size 11.5
    Rothy's.com
    65% off
    $89.00
    $259.00
    Rothy's - Men's Chelsea Boot In Black, Size 11.5
    Rothy's.com
    $84.98
    Reserved Footwear Men's Maksim Chelsea Dress Boot | Black | Size 10 | Suede
    Shoe Station Feed
    $10 Off*
    $84.98
    Reserved Footwear Men's Maksim Chelsea Dress Boot | Black | Size 10 | Suede
    Shoe Station Feed
    $10 Off*
    $225.00
    Tecovas Men's The Rugged Chelsea, Pavement, Roughout, Size 11
    Tecovas
    1
    $225.00
    Tecovas Men's The Rugged Chelsea, Pavement, Roughout, Size 11
    Tecovas
    1
    $157.85
    OSSTONE Dress Boot For Men Leather Chelsea Boots Calfskin Casual Heel Shoes Zipper-Up OS-JY048-Red-R
    Amazon.com
    Free shipping
    $157.85
    OSSTONE Dress Boot For Men Leather Chelsea Boots Calfskin Casual Heel Shoes Zipper-Up OS-JY048-Red-R
    Amazon.com
    Free shipping
    $198.00
    POLO RALPH LAUREN Men's Bryson Suede Chelsea Boots
    Amazon.com
    16
    Free shipping
    $198.00
    POLO RALPH LAUREN Men's Bryson Suede Chelsea Boots
    Amazon.com
    16
    $199.95
    Rustic Brown Leather Chelsea Boots Men's Style 1306, Size 9.5 Blundstone
    Blundstone
    67
    $199.95
    Rustic Brown Leather Chelsea Boots Men's Style 1306, Size 9.5 Blundstone
    Blundstone
    67
    $189.95
    Black Premium Leather Chelsea Boots Men's Style 510, Size 5.5 Blundstone
    Blundstone
    292
    $189.95
    Black Premium Leather Chelsea Boots Men's Style 510, Size 5.5 Blundstone
    Blundstone
    292
    $169.00
    Ariat Men's Groundbreaker Chelsea Waterproof Steel Toe Work Boot Dark Brown 10.5 Wide
    Amazon.com
    1K+
    Free shipping
    $169.00
    Ariat Men's Groundbreaker Chelsea Waterproof Steel Toe Work Boot Dark Brown 10.5 Wide
    Amazon.com
    1K+
    $59.99
    Mix No. 6 Aleder Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
    DSW
    $59.99
    Mix No. 6 Aleder Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
    DSW
    $54.00
    $90.00
    Madden Men Men's Maxxin Mid Height Chelsea Boot - Black - Size 12
    Macy's
    Special Offer
    Free shipping
    40% off
    $54.00
    $90.00
    Madden Men Men's Maxxin Mid Height Chelsea Boot - Black - Size 12
    Macy's
    Special Offer
    $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