555 items, cheapest first
See all cheapest boots for men
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Super Boot 2-Pack
Zappos · Charcoal
$24.99
Quality: Good
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Lillehammer Nordic Boot Lightweight
Zappos · White
$27
Quality: Good
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Steely Boot Cush w/ Full Cush Toe Box
Zappos · Graphite
$27
Quality: Very good
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Oslo Nordic Boots Lightweight with Cushion
Zappos · Black
$28
Quality: Good
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Circuit DC Plain Toe Chukka
Zappos · Black
$49.97 Real deal
Quality: Good
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527 Slim Boot Cut
Zappos · Comin Round The Mountain
$52.46
Quality: Good
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Chase Plain Toe Chukka Contemporary Fashion Boot
Zappos · Black
$52.95 Not really a sale
Quality: Good
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Otto Plain Toe Chukka Boots
Zappos · Black
$59.97 Real deal
Quality: Good
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Brady Plain Toe Chukka Boots
Zappos · Black
$61.50 Dropped
Quality: Good
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Brady Plain Toe Chelsea Boots
Zappos · Black
$61.55 Not really a sale
Quality: Good
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Excavate Plain Toe Chukka Boots
Zappos · Black
$64.95 Not really a sale
Quality: Good
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Sedona Moccasin Toe Chukka Boots Lightweight Hiker
Zappos · Black
$64.95 Real deal
Quality: Good
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Wascana - Baylan Comp Toe Boots
Zappos · Camel
$66.50
Quality: Good
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Karnak Plain Toe Boots Chukka
Zappos · Brown
$68.99 Not really a sale
Quality: Good
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Wellington
Zappos · Black
$69 Not really a sale
Quality: Good
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Stonington Chelsea Boot Suede
Zappos · Deepest Brown
$69.50 Dropped
Quality: Good
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Astor Chukka
Zappos · Tan
$71.20 Real deal
Quality: Good
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Echo Boots
Zappos · Moonlight/ Z Shield
$71.97 Real deal
Quality: Good
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Trail Mix Plain Toe Chukka Boot
Zappos · Black Crazy Horse
$72 Real deal
Quality: Good
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Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka
Zappos · Black
$72 Not really a sale
Quality: Good
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Odell 2.0 Wingtip Dress Casual Chukka Leather Boots
Zappos · Black
$72.26 Not really a sale
Quality: Good
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Evan Waterproof Boots
Zappos · Dark Brown Multi
$74.98 Real deal
Quality: Good
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August Lace-up Short Boots
Zappos · Dark Brown
$75 Not really a sale
Quality: Good
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Vibe Plain Toe Chukka
Zappos · Black Crazy Horse
$75 Not really a sale
Quality: Good
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THERMOBALL™ Traction Bootie
Zappos · Dark Chestnut/TNF Black
$75
Quality: Good
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Clifton Boot MM
Zappos · Olive
$79.51 Not really a sale
Quality: Good
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Classic Unfurgettable Boots
Zappos · Black
$79.99
Quality: Good
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Chuck Taylor All Star Malden Street Mid Top Boots
Zappos · Black/Black/Black
$80
Quality: Good
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Stonington Boots Moc Toe
Zappos · Black
$85 Real deal
Quality: Good
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Shacre Boots
Zappos · Beeswax Leather
$86.05 Not really a sale
Quality: Good
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4" Lightweight Wedge Boot
Zappos · Brown Oil Tanned Leather
$86.32 Not really a sale
Quality: Good
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Lodge Plain Toe Chukka Boots
Zappos · Black Crazy Horse
$87 Not really a sale
Quality: Good
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M4 Low Rise Boot Cut 13 oz
Zappos · Durango
$89.95
Quality: Good
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M4 Low Rise Boot Cut in Gulch
Zappos
$89.95
Quality: Good
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M4 Low Rise Boot Cut in Scoundrel
Zappos
$89.95
Quality: Good
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Briggs Plain Toe Chelsea Chukka Leather Boots
Zappos · Black
$89.95 Not really a sale
Quality: Good
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Briggs Plain Toe Chukka Leather Boots
Zappos · Black
$89.95 Not really a sale
Quality: Good
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Denali Plain Toe Chukka
Zappos · Black
$89.95 Not really a sale
Quality: Good
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Karnak Moc Toe Boots Lightweight Comfortable Chukka
Zappos · Black
$89.95 Not really a sale
Quality: Good
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Otis 2.0 Chelsea Fashion Leather Boots
Zappos · Black
$89.95 Not really a sale
Quality: Good
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Ozark 2.0 Plain Toe Chukka Leather Boots
Zappos · Black
$89.95 Not really a sale
Quality: Good
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Flint Boots Classic
Zappos · Dark Olive/Multi
$89.99
Quality: Good
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Rugged Bucks Waterproof Boot
Zappos · 2 stores
$89.99 Dropped
Quality: Good
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Allagash Handsewn Chukka Boot
Zappos
$90 Not really a sale
Quality: Good
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Coldbay Chukka MM
Zappos · Black
$90 Not really a sale
Quality: Good
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Launch Plain Toe Chukka Boots
Zappos · Cognac Multi
$90.50 Dropped
Quality: Good
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Forge Plain Toe Chukka
Zappos · Black
$91 Not really a sale
Quality: Good
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Carlsbad Waterproof 6" Work Boot
Zappos · Dark Brown
$94.95 Not really a sale
Quality: Good