Shop Chelsea Boots with Chinos

Sponsored
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 12 Blundstone
Blundstone
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 12 Blundstone
Blundstone
$219.00
$428.00
Tory Burch Women's T Chelsea Boot In Sierra Tan, Size 9
Tory Burch
48% off
$219.00
$428.00
Tory Burch Women's T Chelsea Boot In Sierra Tan, Size 9
Tory Burch
$189.95
Stout Brown Premium Leather Chelsea Boots Men's Style 500, Size 11 Blundstone
Blundstone
$189.95
Stout Brown Premium Leather Chelsea Boots Men's Style 500, Size 11 Blundstone
Blundstone
$225.00
Tecovas Men's The Rugged Chelsea, Pavement, Roughout, Size 11
Tecovas
$225.00
Tecovas Men's The Rugged Chelsea, Pavement, Roughout, Size 11
Tecovas
$69.98
Thomas & Vine Men's Ventura Chelsea Boots | Cognac | Size 13 | Leather
Shoe Station Feed
$10 Off*
$69.98
Thomas & Vine Men's Ventura Chelsea Boots | Cognac | Size 13 | Leather
Shoe Station Feed
$119.97
$180.00
Men's Suede Chelsea Boot Brown Regular Size 9
Banana Republic Factory
33% off
$119.97
$180.00
Men's Suede Chelsea Boot Brown Regular Size 9
Banana Republic Factory
$43.99
$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
$43.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
$19.99
$49.99
Sonoma Goods For Life® Lottie Women's Chelsea Boots, Size: 5.5, Brown
Kohl's
60% off
$19.99
$49.99
Sonoma Goods For Life® Lottie Women's Chelsea Boots, Size: 5.5, Brown
Kohl's
$160.00
Women's Duchess Chelsea Boot In Black Leather Size 8 By Thursday Boot Company
Thursday Boot Company
Attractive Color · Perfect Fit · Stylish
$160.00
Women's Duchess Chelsea Boot In Black Leather Size 8 By Thursday Boot Company
Thursday Boot Company
$169.00
Men's Portland Boots, Chelsea Dark Russet 12 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$169.00
Men's Portland Boots, Chelsea Dark Russet 12 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
$199.95
Stout Brown Premium Leather Chelsea Boots Men's Style 062, Size 9.5 Blundstone
Blundstone
High-quality Material · Stylish · brown
$199.95
Stout Brown Premium Leather Chelsea Boots Men's Style 062, Size 9.5 Blundstone
Blundstone
$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
$198.00
Ralph Lauren Bryson Suede Chelsea Boot - Size 7 in Brown
Ralph Lauren
$198.00
Ralph Lauren Bryson Suede Chelsea Boot - Size 7 in Brown
Ralph Lauren
$62.99
Dockers Townsend Chelsea Boot | Men's | Black | Size 11.5 | Boots
DSW
$62.99
Dockers Townsend Chelsea Boot | Men's | Black | Size 11.5 | Boots
DSW
$69.98
Thomas & Vine Men's Corbin Chelsea Boots | Brown | Size 12 | Leather
Shoe Station Feed
$10 Off*
$69.98
Thomas & Vine Men's Corbin Chelsea Boots | Brown | Size 12 | Leather
Shoe Station Feed
$690.00
Ralph Lauren Suede Chelsea Boot - Size 10 in Brown
Ralph Lauren
$690.00
Ralph Lauren Suede Chelsea Boot - Size 10 in Brown
Ralph Lauren
$62.99
Dockers Ettrick Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
DSW
2
$62.99
Dockers Ettrick Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
DSW
$62.99
Dockers Tureen Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
DSW
$62.99
Dockers Tureen Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
DSW
$32.99
$90.00
Dockers Mens Durham Flat Heel Chelsea Boots | Brown | Regular 10 1/2 | Boots Chelsea Boots | Comfort
JCPenney
63% off
$32.99
$90.00
Dockers Mens Durham Flat Heel Chelsea Boots | Brown | Regular 10 1/2 | Boots Chelsea Boots | Comfort
JCPenney
$85.00
Dockers® Townsend Men's Chelsea Boots, Size: 9, Black
Kohl's
Free shipping
$85.00
Dockers® Townsend Men's Chelsea Boots, Size: 9, Black
Kohl's
$160.00
Georgia Wedge Chelsea Waterproof Boots, Men's Brown
WorkBoots.com
$160.00
Georgia Wedge Chelsea Waterproof Boots, Men's Brown
WorkBoots.com
$119.97
$250.00
Cole Haan Men's Berkshire Lug Water-Resistant Chelsea Boots - Brown - Casual Boots Size Medium 11.5
Cole Haan
52% off
$119.97
$250.00
Cole Haan Men's Berkshire Lug Water-Resistant Chelsea Boots - Brown - Casual Boots Size Medium 11.5
Cole Haan
$295.00
Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Brandy, Cowhide, 1.25" Heel, 9 D
Tecovas
$295.00
Tecovas Men's The Chance Boots, Round Toe, 6" Shaft, Brandy, Cowhide, 1.25" Heel, 9 D
Tecovas
$49.00
$255.00
Michael Kors Outlet Ella Suede Chelsea Boot In Brown - Size 6.5 By Michael Kors Outlet
Michael Kors
1
80% off
$49.00
$255.00
Michael Kors Outlet Ella Suede Chelsea Boot In Brown - Size 6.5 By Michael Kors Outlet
Michael Kors
$346.50
$495.00
To Boot New York Men's Leon Chelsea Boots - Brown - Size 12
Bloomingdale's
Free shipping
30% off
$346.50
$495.00
To Boot New York Men's Leon Chelsea Boots - Brown - Size 12
Bloomingdale's
$170.00
$220.00
Men's Barbour® Farsley Leather Chelsea Boots | Khaki | Size 11
Orvis
22% off
$170.00
$220.00
Men's Barbour® Farsley Leather Chelsea Boots | Khaki | Size 11
Orvis
$80.00
Dockers® Ransom Men's Chelsea Boots, Size: 12, Dark Brown
Kohl's
Free shipping
$80.00
Dockers® Ransom Men's Chelsea Boots, Size: 12, Dark Brown
Kohl's
$99.98
Vintage Foundry Co Men's Roberto Chelsea Boot | Taupe Brown | Size 10 | Leather
Shoe Station Feed
$99.98
Vintage Foundry Co Men's Roberto Chelsea Boot | Taupe Brown | Size 10 | Leather
Shoe Station Feed
$690.00
Ralph Lauren Hand-Burnished Leather Chelsea Boot - Size 10 in Black
Ralph Lauren
$690.00
Ralph Lauren Hand-Burnished Leather Chelsea Boot - Size 10 in Black
Ralph Lauren
$60.00
$75.00
Deer Stags Mens Ds Brayden Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
7
20% off
$60.00
$75.00
Deer Stags Mens Ds Brayden Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
JCPenney
$49.97
Nordstrom Rack Chelsea Lace-Up Ankle Boots - Brown - Casual Boots Size 12
Nordstrom Rack
$49.97
Nordstrom Rack Chelsea Lace-Up Ankle Boots - Brown - Casual Boots Size 12
Nordstrom Rack
$38.99
$79.99
Men's Skechers Augustino Chelsea Boot
Walmart
Free shipping
51% off
$38.99
$79.99
Men's Skechers Augustino Chelsea Boot
Walmart
$69.99
Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10 - Medium
Blair
Easy to clean · Perfect Fit · Stylish · Value for Money · black
$69.99
Blair Men's Deer Stags Rockland Chelsea Boots - Black - 10 - Medium
Blair
$89.97
Florsheim Chalet Chelsea Boot In Brown Ch At Nordstrom Rack, Size 9
Nordstrom Rack
183
$89.97
Florsheim Chalet Chelsea Boot In Brown Ch At Nordstrom Rack, Size 9
Nordstrom Rack
$129.99
Carhartt Men's Frontier Water Resistant Chelsea | Dark Brown | 11.5 m
Carhartt D2C US
$129.99
Carhartt Men's Frontier Water Resistant Chelsea | Dark Brown | 11.5 m
Carhartt D2C US
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 12.0 D
Allen Edmonds
33% off
$329.00
$495.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 12.0 D
Allen Edmonds
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    Shop Chelsea Boots with Chinos

    Sponsored
    $199.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 12 Blundstone
    Blundstone
    $199.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 12 Blundstone
    Blundstone
    $219.00
    $428.00
    Tory Burch Women's T Chelsea Boot In Sierra Tan, Size 9
    Tory Burch
    48% off
    $219.00
    $428.00
    Tory Burch Women's T Chelsea Boot In Sierra Tan, Size 9
    Tory Burch
    $189.95
    Stout Brown Premium Leather Chelsea Boots Men's Style 500, Size 11 Blundstone
    Blundstone
    $189.95
    Stout Brown Premium Leather Chelsea Boots Men's Style 500, Size 11 Blundstone
    Blundstone
    $225.00
    Tecovas Men's The Rugged Chelsea, Pavement, Roughout, Size 11
    Tecovas
    $225.00
    Tecovas Men's The Rugged Chelsea, Pavement, Roughout, Size 11
    Tecovas
    $69.98
    Thomas & Vine Men's Ventura Chelsea Boots | Cognac | Size 13 | Leather
    Shoe Station Feed
    $10 Off*
    $69.98
    Thomas & Vine Men's Ventura Chelsea Boots | Cognac | Size 13 | Leather
    Shoe Station Feed
    $119.97
    $180.00
    Men's Suede Chelsea Boot Brown Regular Size 9
    Banana Republic Factory
    33% off
    $119.97
    $180.00
    Men's Suede Chelsea Boot Brown Regular Size 9
    Banana Republic Factory
    $160.00
    Women's Duchess Chelsea Boot In Black Leather Size 8 By Thursday Boot Company
    Thursday Boot Company
    1K+
    Attractive Color · Perfect Fit · Stylish
    $160.00
    Women's Duchess Chelsea Boot In Black Leather Size 8 By Thursday Boot Company
    Thursday Boot Company
    $43.99
    $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
    $43.99
    $90.00
    St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam
    JCPenney
    $19.99
    $49.99
    Sonoma Goods For Life® Lottie Women's Chelsea Boots, Size: 5.5, Brown
    Kohl's
    60% off
    $19.99
    $49.99
    Sonoma Goods For Life® Lottie Women's Chelsea Boots, Size: 5.5, Brown
    Kohl's
    $169.00
    Men's Portland Boots, Chelsea Dark Russet 12 M(D), Leather/Rubber | L.L.Bean
    L.L.Bean
    Free shipping
    $169.00
    Men's Portland Boots, Chelsea Dark Russet 12 M(D), Leather/Rubber | L.L.Bean
    L.L.Bean
    $199.95
    Stout Brown Premium Leather Chelsea Boots Men's Style 062, Size 9.5 Blundstone
    Blundstone
    High-quality Material · Stylish · brown
    $199.95
    Stout Brown Premium Leather Chelsea Boots Men's Style 062, Size 9.5 Blundstone
    Blundstone
    $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
    $198.00
    Ralph Lauren Bryson Suede Chelsea Boot - Size 7 in Brown
    Ralph Lauren
    $198.00
    Ralph Lauren Bryson Suede Chelsea Boot - Size 7 in Brown
    Ralph Lauren
    $62.99
    Dockers Townsend Chelsea Boot | Men's | Black | Size 11.5 | Boots
    DSW
    $62.99
    Dockers Townsend Chelsea Boot | Men's | Black | Size 11.5 | Boots
    DSW
    $69.98
    Thomas & Vine Men's Corbin Chelsea Boots | Brown | Size 12 | Leather
    Shoe Station Feed
    $10 Off*
    $69.98
    Thomas & Vine Men's Corbin Chelsea Boots | Brown | Size 12 | Leather
    Shoe Station Feed
    $690.00
    Ralph Lauren Suede Chelsea Boot - Size 10 in Brown
    Ralph Lauren
    $690.00
    Ralph Lauren Suede Chelsea Boot - Size 10 in Brown
    Ralph Lauren
    $62.99
    Dockers Ettrick Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
    DSW
    2
    $62.99
    Dockers Ettrick Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
    DSW
    $62.99
    Dockers Tureen Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
    DSW
    $62.99
    Dockers Tureen Chelsea Boot | Men's | Dark Brown | Size 13 | Boots
    DSW

    • The 19 Best Chelsea Boots of 2025

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      SponsoredThe Best Chelsea Boots Of 2025 For Any Budget. Our Experts Tested And Ranked Chelsea Boots By Category, Quality And Price.
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