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Buying guides

Best Chelsea Boot Deals Under $100

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15 picks, prices from $33.99, at eBay, POPSY CLOTHING, Lems Shoes, Thursday Boots - Seconds - Men's Boots, all under $100.00. Every price on this page was verified against the merchant before publishing; retired listings drop off automatically.

Timberland Women's Brimfield Mid Chelsea Boot Full-Grain (New without box)
−51%footwear
$73.99$150.00Save $76.01
Timberland Women's Brimfield Mid Chelsea Boot Full-Grain (New without box)eBay
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Metallic Green Chelsea Boot
footwear
$63.00
Metallic Green Chelsea BootPOPSY CLOTHING
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Metallic Wine Chelsea Boot
footwear
$63.00
Metallic Wine Chelsea BootPOPSY CLOTHING
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Black Chelsea Boot
footwear
$63.00
Black Chelsea BootPOPSY CLOTHING
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Men's Chelsea Boot Tuff
−50%footwear
$97.50$195.00Save $97.50
Men's Chelsea Boot TuffLems Shoes
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Dr Martens Embury Chelsea Boot 9 mens, 10 womens Womens Republic Waterproof NEW
−10%footwear
$89.99$99.99Save $10.00
Dr Martens Embury Chelsea Boot 9 mens, 10 womens Womens Republic Waterproof NEWeBay
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CUSHIONAIRE Parade Pull-On Womens Boots Lightweight Lug Sole Chelsea Style (New without box)
−58%footwear
$33.99$79.99Save $46.00
CUSHIONAIRE Parade Pull-On Womens Boots Lightweight Lug Sole Chelsea Style (New without box)eBay
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Sam Edelman Laguna Women's Boots NW/OB (New without box)
footwear
$59.99
Price checked 15 days agoSam Edelman Laguna Women's Boots NW/OB (New without box)eBay
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[W] Soho | White
footwear
$99.00
Price checked 18 days ago[W] Soho | WhiteThursday Boots - Seconds - Men's Boots
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[W] Duchess Bootie | Dusty
footwear
$99.00
Price checked 18 days ago[W] Duchess Bootie | DustyThursday Boots - Seconds - Men's Boots
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[W] Knockout | Dark Olive Suede
footwear
$99.00
Price checked 18 days ago[W] Knockout | Dark Olive SuedeThursday Boots - Seconds - Men's Boots
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Dr. Martens 2976 Womens Size 7 Mens Size 6 Black Classic Outdoor Chelsea Boots
footwear
$69.99
Price checked 18 days agoDr. Martens 2976 Womens Size 7 Mens Size 6 Black Classic Outdoor Chelsea BootseBay
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Britain Chelsea Boot
footwear
$49.99
Price checked 18 days agoBritain Chelsea BootCushionaire
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HUNTER ORIGINALS CHELSEA TRI COLOUR LOGO BOOT BLACK WOMEN'S
footwear
$95.00
Price checked 18 days agoHUNTER ORIGINALS CHELSEA TRI COLOUR LOGO BOOT BLACK WOMEN'SThe Vault UK
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Men's Faux Leather Chelsea Boots
footwear
$46.95
Price checked 18 days agoMen's Faux Leather Chelsea BootsJustFab
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