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Best Chelsea Boot Deals

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24 picks, prices from $69.99, at Thursday Boots - Seconds - Men's Boots, eBay, Tecovas, Vessi. Every price on this page was verified against the merchant before publishing; retired listings drop off automatically.

[S] Knockout | Black
−25%footwear
$126.00$168.00Save $42.00
[S] Knockout | BlackThursday Boots - Seconds - Men's Boots
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Dr. Martens 2976 Womens Size 7 Mens Size 6 Black Classic Outdoor Chelsea Boots
−20%footwear
$69.99$87.64Save $17.65
Dr. Martens 2976 Womens Size 7 Mens Size 6 Black Classic Outdoor Chelsea BootseBay
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Legend | Black Matte
−20%footwear
$160.00$199.00Save $39.00
Legend | Black MatteThursday Boots - Seconds - Men's Boots
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The Rugged Chelsea
footwear
$129.00
The Rugged ChelseaTecovas
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Women's Classic Chelsea - Asphalt Black on Black
footwear
$170.00
Women's Classic Chelsea - Asphalt Black on BlackVessi
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Women's Chelsea Barefoot Boot Waterproof
footwear
$190.00
Women's Chelsea Barefoot Boot WaterproofLems Shoes
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Men's Classic Chelsea - Asphalt Black
footwear
$170.00
Men's Classic Chelsea - Asphalt BlackVessi
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Bolton Chelsea Boots - Men's
−36%footwear
$269.00$420.00Save $151.00
Bolton Chelsea Boots - Men'sBeckett Simonon
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PRADA Brushed Leather Chelsea Boots
footwear
$1,138.00
PRADA Brushed Leather Chelsea BootsLORENZETTI
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GIANVITO ROSSI Chester
footwear
$938.00
GIANVITO ROSSI ChesterLORENZETTI
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PRADA Brushed Leather Chelsea Boots
footwear
$1,138.00
PRADA Brushed Leather Chelsea BootsLORENZETTI
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GIANVITO ROSSI Chester
footwear
$938.00
GIANVITO ROSSI ChesterLORENZETTI
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GIANVITO ROSSI Chester
footwear
$938.00
GIANVITO ROSSI ChesterLORENZETTI
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Clarkson Chelsea Brown Suede Leather Boots
−20%footwear
$239.00$299.00Save $60.00
Clarkson Chelsea Brown Suede Leather BootsThe Jacket Maker
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Clarkson Chelsea Brown Leather Boots
−20%footwear
$239.00$299.00Save $60.00
Clarkson Chelsea Brown Leather BootsThe Jacket Maker
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Clarkson Chelsea Midnight Blue Suede Leather Boots
−20%footwear
$239.00$299.00Save $60.00
Clarkson Chelsea Midnight Blue Suede Leather BootsThe Jacket Maker
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Clarkson Chelsea Black Leather Boots
−20%footwear
$239.00$299.00Save $60.00
Clarkson Chelsea Black Leather BootsThe Jacket Maker
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JIL SANDER Chelsea Boots
−50%footwear
$517.00$1,032.00Save $515.00
JIL SANDER Chelsea BootsLORENZETTI
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Clarkson Chelsea Black Suede Leather Boots
−20%footwear
$239.00$299.00Save $60.00
Clarkson Chelsea Black Suede Leather BootsThe Jacket Maker
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PRADA Chelsea Boots
footwear
$1,138.00
PRADA Chelsea BootsLORENZETTI
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PRADA Brushed Leather Chelsea Boots
footwear
$1,138.00
PRADA Brushed Leather Chelsea BootsLORENZETTI
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PRADA Chelsea Boots
footwear
$1,138.00
PRADA Chelsea BootsLORENZETTI
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IRONSIDE CHELSEA BOOT BIG LUG SOLE
footwear
$288.00
IRONSIDE CHELSEA BOOT BIG LUG SOLEORIGIN
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Men's Chelsea Suede Barefoot Boot
footwear
$165.00
Men's Chelsea Suede Barefoot BootLems Shoes
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