572 items, cheapest first

See all cheapest boots for men

• 

  Super Boot 2-Pack

  Zappos · Charcoal

  $24.99

  Quality: Good

  checked 23h ago

• 

  Lillehammer Nordic Boot Lightweight

  Zappos · White

  $27

  Quality: Good

  checked 2h ago

• 

  Steely Boot Cush w/ Full Cush Toe Box

  Zappos · Graphite

  $27

  Quality: Very good

  checked 2h ago

• 

  Oslo Nordic Boots Lightweight with Cushion

  Zappos · Black

  $28

  Quality: Good

  checked 2h ago

• 

  Circuit DC Plain Toe Chukka

  Zappos · Black

  $49.97 Real deal

  Quality: Good

  checked 56m ago

• 

  527 Slim Boot Cut

  Zappos · Comin Round The Mountain

  $52.46 Not really a sale

  Quality: Good

  checked 25h ago

• 

  527 Slim Boot Cut

  Zappos · Comin Round The Mountain

  $52.46

  Quality: Good

  checked 1h ago

• 

  Chase Plain Toe Chukka Contemporary Fashion Boot

  Zappos · Black

  $52.95 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Otto Plain Toe Chukka Boots

  Zappos · Black

  $59.97 Real deal

  Quality: Good

  checked 53m ago

• 

  Brady Plain Toe Chukka Boots

  Zappos · Black

  $61.50 Dropped

  Quality: Good

  checked 56m ago

• 

  Brady Plain Toe Chelsea Boots

  Zappos · Black

  $61.55 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Excavate Plain Toe Chukka Boots

  Zappos · Black

  $64.95 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Sedona Moccasin Toe Chukka Boots Lightweight Hiker

  Zappos · Black

  $64.95 Real deal

  Quality: Good

  checked 53m ago

• 

  Wascana - Baylan Comp Toe Boots

  Zappos · Camel

  $66.50 Real deal

  Quality: Good

  checked 24h ago

• 

  Wascana - Baylan Comp Toe Boots

  Zappos · Camel

  $66.50

  Quality: Good

  checked 8m ago

• 

  Karnak Plain Toe Boots Chukka

  Zappos · Brown

  $68.99 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Wellington

  Zappos · Black

  $69 Not really a sale

  Quality: Good

  checked 1h ago

• 

  Stonington Chelsea Boot Suede

  Zappos · Deepest Brown

  $69.50 Dropped

  Quality: Good

  checked 1h ago

• 

  Astor Chukka

  Zappos · Tan

  $71.20 Real deal

  Quality: Good

  checked 1h ago

• 

  Echo Boots

  Zappos · Moonlight/ Z Shield

  $71.97 Real deal

  Quality: Good

  checked 20h ago

• 

  Trail Mix Plain Toe Chukka Boot

  Zappos · Black Crazy Horse

  $72 Real deal

  Quality: Good

  checked 1h ago

• 

  Karnak Plain Toe Chelsea Boots Lightweight Comfortable Chukka

  Zappos · Black

  $72 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Odell 2.0 Wingtip Dress Casual Chukka Leather Boots

  Zappos · Black

  $72.26 Not really a sale

  Quality: Good

  checked 53m ago

• 

  Evan Waterproof Boots

  Zappos · Dark Brown Multi

  $74.98 Real deal

  Quality: Good

  checked 32m ago

• 

  August Lace-up Short Boots

  Zappos · Dark Brown

  $75 Not really a sale

  Quality: Good

  checked 2h ago

• 

  Vibe Plain Toe Chukka

  Zappos · Black Crazy Horse

  $75 Not really a sale

  Quality: Good

  checked 1h ago

• 

  THERMOBALL™ Traction Bootie

  Zappos · Dark Chestnut/TNF Black

  $75

  Quality: Good

  checked 14h ago

• 

  Clifton Boot MM

  Zappos · Olive

  $79.51 Not really a sale

  Quality: Good

  checked 2h ago

• 

  Classic Unfurgettable Boots

  Zappos · Black

  $79.99

  Quality: Good

  checked 25m ago

• 

  Chuck Taylor All Star Malden Street Mid Top Boots

  Zappos · Black/Black/Black

  $80

  Quality: Good

  checked 20h ago

• 

  Stonington Boots Moc Toe

  Zappos · Black

  $85 Real deal

  Quality: Good

  checked 1h ago

• 

  Shacre Boots

  Zappos · Beeswax Leather

  $86.05 Not really a sale

  Quality: Good

  checked 2h ago

• 

  4" Lightweight Wedge Boot

  Zappos · Brown Oil Tanned Leather

  $86.32 Not really a sale

  Quality: Good

  checked 4h ago

• 

  Lodge Plain Toe Chukka Boots

  Zappos · Black Crazy Horse

  $87 Not really a sale

  Quality: Good

  checked 1h ago

• 

  M4 Low Rise Boot Cut 13 oz

  Zappos · Durango

  $89.95

  Quality: Good

  checked 5h ago

• 

  M4 Low Rise Boot Cut in Gulch

  Zappos

  $89.95

  Quality: Good

  checked 5h ago

• 

  M4 Low Rise Boot Cut in Scoundrel

  Zappos

  $89.95

  Quality: Good

  checked 5h ago

• 

  Briggs Plain Toe Chelsea Chukka Leather Boots

  Zappos · Black

  $89.95 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Briggs Plain Toe Chukka Leather Boots

  Zappos · Black

  $89.95 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Denali Plain Toe Chukka

  Zappos · Black

  $89.95 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Karnak Moc Toe Boots Lightweight Comfortable Chukka

  Zappos · Black

  $89.95 Not really a sale

  Quality: Good

  checked 56m ago

• 

  Otis 2.0 Chelsea Fashion Leather Boots

  Zappos · Black

  $89.95 Not really a sale

  Quality: Good

  checked 53m ago

• 

  Ozark 2.0 Plain Toe Chukka Leather Boots

  Zappos · Black

  $89.95 Not really a sale

  Quality: Good

  checked 53m ago

• 

  Flint Boots Classic

  Zappos · Dark Olive/Multi

  $89.99

  Quality: Good

  checked 1h ago

• 

  Rugged Bucks Waterproof Boot

  Zappos · 2 stores

  $89.99 Dropped

  Quality: Good

  checked 32m ago

• 

  Allagash Handsewn Chukka Boot

  Zappos

  $90 Not really a sale

  Quality: Good

  checked 1h ago

• 

  Coldbay Chukka MM

  Zappos · Black

  $90 Not really a sale

  Quality: Good

  checked 4m ago

• 

  Launch Plain Toe Chukka Boots

  Zappos · Cognac Multi

  $90.50 Dropped

  Quality: Good

  checked 1h ago