Shop Legend Chelsea Boots

Sponsored
$160.00
Thursday Boot Company Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10.5
Thursday Boot Company
$160.00
Thursday Boot Company Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10.5
Thursday Boot Company
$168.00
Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday Size 10
Thursday Boot Company
$168.00
Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday Size 10
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Dark Olive Suede - Thursday Boots Size 10
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Dark Olive Suede - Thursday Boots Size 10
Thursday Boot Company
$160.00
Georgia Boots Wedge Men's Waterproof Chelsea Work Boots, Size: 11.5, Brown
Kohl's
318
Free shipping
$160.00
Georgia Boots Wedge Men's Waterproof Chelsea Work Boots, Size: 11.5, Brown
Kohl's
$124.95
Rustic Brown Leather Chelsea Boots Kids' Style 565 , Size 9 Blundstone
Blundstone
3
$124.95
Rustic Brown Leather Chelsea Boots Kids' Style 565 , Size 9 Blundstone
Blundstone
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 13 Blundstone
Blundstone
$199.95
Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 13 Blundstone
Blundstone
$199.00
Thursday Boot Company Men's Legend Chelsea Boot In Black Matte Size 10
Thursday Boot Company
$199.00
Thursday Boot Company Men's Legend Chelsea Boot In Black Matte Size 10
Thursday Boot Company
$199.00
Men's Legend Chelsea Boot In Bourbon Size 8.5 By Thursday Boot Company
Thursday Boot Company
$199.00
Men's Legend Chelsea Boot In Bourbon Size 8.5 By Thursday Boot Company
Thursday Boot Company
$199.00
Men's Legend Chelsea Boot In Falcon Brown Size 10.5 By Thursday Boot Company
Thursday Boot Company
$199.00
Men's Legend Chelsea Boot In Falcon Brown Size 10.5 By Thursday Boot Company
Thursday Boot Company
$167.00
Georgia Boots Eagle One Men's Waterproof Chelsea Work Boots, Size: 8 Wide, Brown
Kohl's
64
Free shipping
$167.00
Georgia Boots Eagle One Men's Waterproof Chelsea Work Boots, Size: 8 Wide, Brown
Kohl's
$133.00
Georgia Boots Georgia Giant High Romeo Men's Waterproof Chelsea Work Boots, Size: 9 Wide, Soggy Brown
Kohl's
2
Free shipping
$133.00
Georgia Boots Georgia Giant High Romeo Men's Waterproof Chelsea Work Boots, Size: 9 Wide, Soggy Brown
Kohl's
$141.00
Georgia Boots Georgia Giant Revamp Men's Waterproof Chelsea Work Boots, Size: 9, Black
Kohl's
18
Free shipping
$141.00
Georgia Boots Georgia Giant Revamp Men's Waterproof Chelsea Work Boots, Size: 9, Black
Kohl's
$160.00
Women's Duchess Chelsea Boot In Black Leather Size 5 Wide By Thursday Boot Company
Thursday Boot Company
$160.00
Women's Duchess Chelsea Boot In Black Leather Size 5 Wide By Thursday Boot Company
Thursday Boot Company
$198.00
Ralph Lauren Bryson Leather Chelsea Boot - Size 12 in Black
Ralph Lauren
$198.00
Ralph Lauren Bryson Leather Chelsea Boot - Size 12 in Black
Ralph Lauren
$209.95
Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 13 Blundstone
Blundstone
$209.95
Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 13 Blundstone
Blundstone
$49.00
$255.00
Michael Kors Outlet Ella Suede Chelsea Boot In Brown - Size 5 By Michael Kors Outlet
Michael Kors
80% off
$49.00
$255.00
Michael Kors Outlet Ella Suede Chelsea Boot In Brown - Size 5 By Michael Kors Outlet
Michael Kors
$199.00
Thursday Boot Company Men's Legend Chelsea Boot In Safari Suede Size 12
Thursday Boot Company
$199.00
Thursday Boot Company Men's Legend Chelsea Boot In Safari Suede Size 12
Thursday Boot Company
$108.00
$180.00
Men's Suede Chelsea Boot Brown Regular Size 9
Banana Republic Factory
40% off
$108.00
$180.00
Men's Suede Chelsea Boot Brown Regular Size 9
Banana Republic Factory
$154.99
Carhartt FW5233 Chelsea Pull-On Wedge Boot - Dark Brown 8 m
Dungarees.com
Free shipping
$154.99
Carhartt FW5233 Chelsea Pull-On Wedge Boot - Dark Brown 8 m
Dungarees.com
$49.00
$255.00
Michael Kors Outlet Ella Contrast-Stitched Chelsea Boot In Black - Size 5 By Michael Kors Outlet
Michael Kors
80% off
$49.00
$255.00
Michael Kors Outlet Ella Contrast-Stitched Chelsea Boot In Black - Size 5 By Michael Kors Outlet
Michael Kors
$198.00
Ralph Lauren Bryson Suede Chelsea Boot - Size 8 in Brown
Ralph Lauren
16
$198.00
Ralph Lauren Bryson Suede Chelsea Boot - Size 8 in Brown
Ralph Lauren
$22.49
$75.00
Arizona Jean Co Womens Masin Block Heel Chelsea Boots | Black | Regular 5 1/2 | Boots Chelsea Boots
JCPenney
70% off
$22.49
$75.00
Arizona Jean Co Womens Masin Block Heel Chelsea Boots | Black | Regular 5 1/2 | Boots Chelsea Boots
JCPenney
$690.00
Ralph Lauren Suede Chelsea Boot - Size 7.5 in Brown
Ralph Lauren
$690.00
Ralph Lauren Suede Chelsea Boot - Size 7.5 in Brown
Ralph Lauren
$28.49
$95.00
Arizona Jean Co Womens Svetta Block Heel Chelsea Boots | Black | Regular 5 1/2 | Boots Chelsea Boots | Memory Foam
JCPenney
70% off
$28.49
$95.00
Arizona Jean Co Womens Svetta Block Heel Chelsea Boots | Black | Regular 5 1/2 | Boots Chelsea Boots | Memory Foam
JCPenney
$35.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam | Valentine's Day
JCPenney
In store
Curbside
$35.99
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 12 | Boots Chelsea Boots | Memory Foam | Valentine's Day
JCPenney
$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
$99.99
VANCE Garrett Men's Chelsea Boots, Size: 12, Brown
Kohl's
14
Free shipping
$99.99
VANCE Garrett Men's Chelsea Boots, Size: 12, Brown
Kohl's
$99.97
Zerogrand Waterproof Chelsea Boot In Black/Dark Pavement At Nordstrom Rack, Size 10.5
Nordstrom Rack
Free shipping
$99.97
Zerogrand Waterproof Chelsea Boot In Black/Dark Pavement At Nordstrom Rack, Size 10.5
Nordstrom Rack
$16.49
$55.00
Thereabouts Little & Big Boys Wesley Flat Heel Chelsea Boots | Brown | Big Kids 11 | Boots Chelsea Boots | Memory Foam
JCPenney
In store
Curbside
$16.49
$55.00
Thereabouts Little & Big Boys Wesley Flat Heel Chelsea Boots | Brown | Big Kids 11 | Boots Chelsea Boots | Memory Foam
JCPenney
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 11.5) - Zero Drop Boots
XeroShoes
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Dark Brown, Men's Size: 11.5) - Zero Drop Boots
XeroShoes
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 6.5) - Zero Drop Boots
XeroShoes
$159.99
Xero Shoes - Barefoot Boots - Ridgeway Chelsea - Men (Style: Black, Men's Size: 6.5) - Zero Drop Boots
XeroShoes
$79.97
Nordstrom Clemens Chelsea Boot - Black - Ankle Boots Size 10
Nordstrom Rack
$79.97
Nordstrom Clemens Chelsea Boot - Black - Ankle Boots Size 10
Nordstrom Rack
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 13
Ugg
826
$140.00
UGG® Men's Neumel Chelsea Suede Classic Boots In Chestnut, Size 13
Ugg
$99.99
$140.00
Flag LTD. Men's Monroe Chelsea Boots, Mens, 8.5, Mahogany
Dillard's
28% off
$99.99
$140.00
Flag LTD. Men's Monroe Chelsea Boots, Mens, 8.5, Mahogany
Dillard's
$49.97
Nordstrom Rack Landon Chelsea Boot - Black - Casual Boots Size 12
Nordstrom Rack
$49.97
Nordstrom Rack Landon Chelsea Boot - Black - Casual Boots Size 12
Nordstrom Rack
$16.49
$55.00
Thereabouts Little & Big Boys Wesley Flat Heel Chelsea Boots | Black | Big Kids 11 | Boots Chelsea Boots | Memory Foam
JCPenney
70% off
$16.49
$55.00
Thereabouts Little & Big Boys Wesley Flat Heel Chelsea Boots | Black | Big Kids 11 | Boots Chelsea Boots | Memory Foam
JCPenney
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    Shop Legend Chelsea Boots

    Sponsored
    $160.00
    Thursday Boot Company Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10.5
    Thursday Boot Company
    $160.00
    Thursday Boot Company Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10.5
    Thursday Boot Company
    $168.00
    Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday Size 10
    Thursday Boot Company
    $168.00
    Thursday Boot Company Women's Legend Platform Chelsea Boot In Black Leather - Thursday Size 10
    Thursday Boot Company
    $160.00
    Thursday Boot Company Women's Duchess Chelsea Boot In Dark Olive Suede - Thursday Boots Size 10
    Thursday Boot Company
    $160.00
    Thursday Boot Company Women's Duchess Chelsea Boot In Dark Olive Suede - Thursday Boots Size 10
    Thursday Boot Company
    $160.00
    Georgia Boots Wedge Men's Waterproof Chelsea Work Boots, Size: 11.5, Brown
    Kohl's
    318
    Free shipping
    $160.00
    Georgia Boots Wedge Men's Waterproof Chelsea Work Boots, Size: 11.5, Brown
    Kohl's
    $124.95
    Rustic Brown Leather Chelsea Boots Kids' Style 565 , Size 9 Blundstone
    Blundstone
    3
    $124.95
    Rustic Brown Leather Chelsea Boots Kids' Style 565 , Size 9 Blundstone
    Blundstone
    $199.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 13 Blundstone
    Blundstone
    $199.95
    Rustic Brown Premium Leather Chelsea Boots Men's Style 585, Size 13 Blundstone
    Blundstone
    $199.00
    Thursday Boot Company Men's Legend Chelsea Boot In Black Matte Size 10
    Thursday Boot Company
    $199.00
    Thursday Boot Company Men's Legend Chelsea Boot In Black Matte Size 10
    Thursday Boot Company
    $199.00
    Men's Legend Chelsea Boot In Bourbon Size 8.5 By Thursday Boot Company
    Thursday Boot Company
    $199.00
    Men's Legend Chelsea Boot In Bourbon Size 8.5 By Thursday Boot Company
    Thursday Boot Company
    $199.00
    Men's Legend Chelsea Boot In Falcon Brown Size 10.5 By Thursday Boot Company
    Thursday Boot Company
    $199.00
    Men's Legend Chelsea Boot In Falcon Brown Size 10.5 By Thursday Boot Company
    Thursday Boot Company
    $167.00
    Georgia Boots Eagle One Men's Waterproof Chelsea Work Boots, Size: 8 Wide, Brown
    Kohl's
    64
    Free shipping
    $167.00
    Georgia Boots Eagle One Men's Waterproof Chelsea Work Boots, Size: 8 Wide, Brown
    Kohl's
    $133.00
    Georgia Boots Georgia Giant High Romeo Men's Waterproof Chelsea Work Boots, Size: 9 Wide, Soggy Brown
    Kohl's
    2
    Free shipping
    $133.00
    Georgia Boots Georgia Giant High Romeo Men's Waterproof Chelsea Work Boots, Size: 9 Wide, Soggy Brown
    Kohl's
    $141.00
    Georgia Boots Georgia Giant Revamp Men's Waterproof Chelsea Work Boots, Size: 9, Black
    Kohl's
    18
    Free shipping
    $141.00
    Georgia Boots Georgia Giant Revamp Men's Waterproof Chelsea Work Boots, Size: 9, Black
    Kohl's
    $160.00
    Women's Duchess Chelsea Boot In Black Leather Size 5 Wide By Thursday Boot Company
    Thursday Boot Company
    $160.00
    Women's Duchess Chelsea Boot In Black Leather Size 5 Wide By Thursday Boot Company
    Thursday Boot Company
    $198.00
    Ralph Lauren Bryson Leather Chelsea Boot - Size 12 in Black
    Ralph Lauren
    $198.00
    Ralph Lauren Bryson Leather Chelsea Boot - Size 12 in Black
    Ralph Lauren
    $209.95
    Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 13 Blundstone
    Blundstone
    $209.95
    Rustic Brown / Mustard-Black Premium Leather Chelsea Boots Men's Style 1944 , Size 13 Blundstone
    Blundstone
    $49.00
    $255.00
    Michael Kors Outlet Ella Suede Chelsea Boot In Brown - Size 5 By Michael Kors Outlet
    Michael Kors
    80% off
    $49.00
    $255.00
    Michael Kors Outlet Ella Suede Chelsea Boot In Brown - Size 5 By Michael Kors Outlet
    Michael Kors
    $199.00
    Thursday Boot Company Men's Legend Chelsea Boot In Safari Suede Size 12
    Thursday Boot Company
    $199.00
    Thursday Boot Company Men's Legend Chelsea Boot In Safari Suede Size 12
    Thursday Boot Company
    $108.00
    $180.00
    Men's Suede Chelsea Boot Brown Regular Size 9
    Banana Republic Factory
    40% off
    $108.00
    $180.00
    Men's Suede Chelsea Boot Brown Regular Size 9
    Banana Republic Factory

    • The Best Chelsea Boots of 2024, According to Editors

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      SponsoredThe Best Chelsea Boots Of 2025 For Any Budget. We Lab Tested The Top Chelsea Boots. Reviews & Rankings.
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      Local Delivery Available · Best Sellers · Best For Any Budget · January 2025 Rankings

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