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Men's Boots Under $100

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
349 items
Vaughn Lace-Up Chukka Boot (Men)
VANCE CO

Vaughn Lace-Up Chukka Boot (Men)

$34.97Current Price $34.97
(70% off)70% off.
$119.99Comparable value $119.99
(1)
Only a few left
Anderson Casual Chukka Boot (Men)
VINTAGE FOUNDRY

Anderson Casual Chukka Boot (Men)

$99.97 – $119.97Current Price $99.97 to $119.97
(Up to 42% off)Up to 42% off.
$175.00Comparable value $175.00
x John Deere Segment 2.0 Waterproof Chelsea Boot (Men)
SKECHERS

x John Deere Segment 2.0 Waterproof Chelsea Boot (Men)

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(4)
Finn Plain Toe Boot (Men)
Eastland

Finn Plain Toe Boot (Men)

$44.97Current Price $44.97
(50% off)50% off.
$90.00Comparable value $90.00
(2)
Karnak Water Resistant Plain Toe Boot (Men)
NUNN BUSH

Karnak Water Resistant Plain Toe Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
'Lumber Up' Moc Toe Boot (Men)
Eastland

'Lumber Up' Moc Toe Boot (Men)

$74.97 – $99.97Current Price $74.97 to $99.97
(Up to 50% off select items)Up to 50% off select items.
$135.00 – $150.00Comparable value $135.00 to $150.00
(4)
Neumel Shaggy Suede Chukka Boot (Men)
UGG®

Neumel Shaggy Suede Chukka Boot (Men)

$94.97Current Price $94.97
(36% off)36% off.
$150.00Comparable value $150.00
(2)
Metcalf Lace-Up Boot (Men)
VANCE CO

Metcalf Lace-Up Boot (Men)

$34.99Current Price $34.99
(70% off)70% off.
$119.99Comparable value $119.99
Only a few left
695 Lace-Up Boot (Men)
New!
Under Armour

695 Lace-Up Boot (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(7)
Connor Suede Chelsea Boot (Men)
Frye

Connor Suede Chelsea Boot (Men)

$99.97Current Price $99.97
(49% off)49% off.
$198.00Comparable value $198.00
Clay Chukka Sneaker Boot (Men)
BOSS

Clay Chukka Sneaker Boot (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
Only a few left
Baillar Chelsea Boot (Men)
Call It Spring By Aldo

Baillar Chelsea Boot (Men)

$39.97Current Price $39.97
(50% off)50% off.
$79.99Comparable value $79.99
Zeus Lace-Up Boot (Men)
VANCE CO

Zeus Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Excavate Plain Toe Boot - Wide Width Available (Men)
NUNN BUSH

Excavate Plain Toe Boot - Wide Width Available (Men)

$59.97 – $64.97Current Price $59.97 to $64.97
(Up to 36% off)Up to 36% off.
$90.00 – $95.00Comparable value $90.00 to $95.00
(4)
Venture Daze Ultra Mini Boot (Men)
UGG®

Venture Daze Ultra Mini Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(13)
'Seneca' Moc Toe Boot (Men)
Eastland

'Seneca' Moc Toe Boot (Men)

$74.97Current Price $74.97
(40% off)40% off.
$125.00Comparable value $125.00
Frausen Lace-Up Boot (Men)
Hawker Rye

Frausen Lace-Up Boot (Men)

$39.97Current Price $39.97
(55% off)55% off.
$89.00Comparable value $89.00
Neumal Crafted Regenerate Water Resistant Chukka Boot (Men)
UGG®

Neumal Crafted Regenerate Water Resistant Chukka Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(4)
Landon Side Zip Boot (Men)
Call It Spring By Aldo

Landon Side Zip Boot (Men)

$44.97Current Price $44.97
(50% off)50% off.
$89.99Comparable value $89.99
Ranger Lace-Up Boot (Men)
G.H.BASS

Ranger Lace-Up Boot (Men)

$99.97Current Price $99.97
(59% off)59% off.
$245.00Comparable value $245.00
Newmarket Mid Lace Up Boot (Men)
Timberland

Newmarket Mid Lace Up Boot (Men)

$59.97Current Price $59.97
(60% off)60% off.
$150.00Comparable value $150.00
(4)
Truman Chelsea Boot (Men)
Dockers®

Truman Chelsea Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(1)
Brody Chelsea Boot (Men)
Johnston & Murphy

Brody Chelsea Boot (Men)

$69.97Current Price $69.97
(57% off)57% off.
$165.00Comparable value $165.00
(18)
Emmett Cap Toe Boot (Men)
RESERVE FOOTWEAR

Emmett Cap Toe Boot (Men)

$49.97Current Price $49.97
(49% off)49% off.
$98.00Comparable value $98.00
(6)
Wayne Boot
VINTAGE FOUNDRY

Wayne Boot

$69.97Current Price $69.97
(45% off)45% off.
$129.00Comparable value $129.00
(4)
Karnak Water Resistant Moc Toe Boot (Men)
NUNN BUSH

Karnak Water Resistant Moc Toe Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(3)
Walpath Waterproof Chukka Boot (Men)
Clarks®

Walpath Waterproof Chukka Boot (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
(1)
Franco Plain Toe Chukka Boot - Wide Width (Men)
VANCE CO

Franco Plain Toe Chukka Boot - Wide Width (Men)

$34.97Current Price $34.97
(58% off)58% off.
$84.99Comparable value $84.99
(2)
Only a few left
Cosy Genuine Shearling Extra Short Bootie (Men)
New!
Australia Luxe Collective

Cosy Genuine Shearling Extra Short Bootie (Men)

$99.97Current Price $99.97
(58% off)58% off.
$240.00Comparable value $240.00
Josiah Chelsea Boot (Men)
VANCE CO

Josiah Chelsea Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Speed Solo Mid Waterproof Hiking Boot (Men)
Merrell

Speed Solo Mid Waterproof Hiking Boot (Men)

$94.97Current Price $94.97
(36% off)36% off.
$150.00Comparable value $150.00
(63)
Only a few left
Faux Shearling Lined Winter Boot (Men)
AVALANCHE

Faux Shearling Lined Winter Boot (Men)

$29.97Current Price $29.97
(40% off)40% off.
$49.99Comparable value $49.99
(1)
Hudson Yards 2.0 Pull-On Boot (Men)
Marc Joseph New York

Hudson Yards 2.0 Pull-On Boot (Men)

$79.97Current Price $79.97
(58% off)58% off.
$195.00Comparable value $195.00
(2)
Ankeny II Plus Waterproof Hiking Boot (Men)
SOREL

Ankeny II Plus Waterproof Hiking Boot (Men)

$99.97Current Price $99.97
(42% off)42% off.
$175.00Comparable value $175.00
(2)
Only a few left
Steel Toe Work Boot (Men)
AVALANCHE

Steel Toe Work Boot (Men)

$59.97Current Price $59.97
(25% off)25% off.
$79.99Comparable value $79.99
(2)
Only a few left
Tobias Lug Sole Boot (Men)
Dockers®

Tobias Lug Sole Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Townsend Chelsea Boot (Men)
Dockers®

Townsend Chelsea Boot (Men)

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
(1)
'Daily Double' Chelsea Boot (Men)
Eastland

'Daily Double' Chelsea Boot (Men)

$74.97Current Price $74.97
(40% off)40% off.
$125.00Comparable value $125.00
(8)
Lucien Vegan Leather Cap Toe Boot (Men)
VANCE CO

Lucien Vegan Leather Cap Toe Boot (Men)

$34.97Current Price $34.97
(65% off)65% off.
$99.99Comparable value $99.99
(1)
Only a few left
1912 Plain Toe Chelsea Boot (Men)
NUNN BUSH

1912 Plain Toe Chelsea Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(2)
Cryus Chelsea Boot (Men)
Eastland

Cryus Chelsea Boot (Men)

$44.97 – $59.97Current Price $44.97 to $59.97
(Up to 50% off select items)Up to 50% off select items.
$90.00Comparable value $90.00
(11)
Moc Toe Boot (Men)
Dockers®

Moc Toe Boot (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(1)
Scout '87™ XT Waterproof Boot (Men)
SOREL

Scout '87™ XT Waterproof Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(3)
Only a few left
Fowler Waterproof Snow Boot (Men)
POLAR RANGE

Fowler Waterproof Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(1)
NSE Chukka Boot (Men)
The North Face

NSE Chukka Boot (Men)

$59.97Current Price $59.97
(44% off)44% off.
$109.00Comparable value $109.00
Thorpe Wingtip Chelsea Boot (Men)
VANCE CO

Thorpe Wingtip Chelsea Boot (Men)

$44.97 – $49.97Current Price $44.97 to $49.97
(Up to 59% off)Up to 59% off.
$109.99Comparable value $109.99
(4)
1912 Plain Toe Boot - Wide Width Available (Men)
NUNN BUSH

1912 Plain Toe Boot - Wide Width Available (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
(6)
Zionic Waterproof Hiking Boot (Men)
KEEN

Zionic Waterproof Hiking Boot (Men)

$94.97Current Price $94.97
(44% off)44% off.
$170.00Comparable value $170.00
(2)
Only a few left
Marshall Chelsea Boot - Wide Width Available (Men)
VANCE CO

Marshall Chelsea Boot - Wide Width Available (Men)

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
(9)
Skyline Boot (Men)
AQUATHERM BY SANTANA CANADA

Skyline Boot (Men)

$89.97Current Price $89.97
(35% off)35% off.
$139.99Comparable value $139.99
Hearth II Combat Boot (Men)
La Milano

Hearth II Combat Boot (Men)

$54.97Current Price $54.97
(31% off)31% off.
$79.99Comparable value $79.99
(1)
Hartwell Chelsea Boot (Men)
VANCE CO

Hartwell Chelsea Boot (Men)

$34.97 – $59.97Current Price $34.97 to $59.97
(Up to 70% off)Up to 70% off.
$119.99Comparable value $119.99
(1)
Jimmy Plain Toe Vegan Leather Chukka Boot (Men)
VANCE CO

Jimmy Plain Toe Vegan Leather Chukka Boot (Men)

$39.99Current Price $39.99
(63% off)63% off.
$109.99Comparable value $109.99
Davis Lace-Up Boot (Men)
Dockers®

Davis Lace-Up Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(6)
Photon Chelsea Boot (Men)
RESERVE FOOTWEAR

Photon Chelsea Boot (Men)

$69.97Current Price $69.97
(30% off)30% off.
$99.97Comparable value $99.97
Only a few left
Osmond Chelsea Boot (Men)
VANCE CO

Osmond Chelsea Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
(1)
Dee Chukka Boot (Men)
Dockers®

Dee Chukka Boot (Men)

$39.97Current Price $39.97
(57% off)57% off.
$95.00Comparable value $95.00
Mac Hill™ Lite Waterproof Mid Plus Boot (Men)
SOREL

Mac Hill™ Lite Waterproof Mid Plus Boot (Men)

$99.97Current Price $99.97
(42% off)42% off.
$175.00Comparable value $175.00
(2)
Only a few left
Darionn Waterproof Lace-Up Cap Toe Boot (Men)
ALDO

Darionn Waterproof Lace-Up Cap Toe Boot (Men)

$89.97Current Price $89.97
(48% off)48% off.
$175.00Comparable value $175.00
Talon Leather Lace-Up Boot
VINTAGE FOUNDRY

Talon Leather Lace-Up Boot

$99.97Current Price $99.97
(22% off)22% off.
$129.00Comparable value $129.00
(8)
Esmond Plain Toe Chukka Boot (Men)
Dockers®

Esmond Plain Toe Chukka Boot (Men)

$69.97Current Price $69.97
(17% off)17% off.
$85.00Comparable value $85.00
(5)
Denver Lug Sole Boot (Men)
VANCE CO

Denver Lug Sole Boot (Men)

$34.97 – $59.97Current Price $34.97 to $59.97
(Up to 68% off)Up to 68% off.
$109.99Comparable value $109.99
(1)
Marshon Vegan Suede Chelsea Boot (Men)
VANCE CO

Marshon Vegan Suede Chelsea Boot (Men)

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
Delton Plain Toe Chukka Boot (Men)
NUNN BUSH

Delton Plain Toe Chukka Boot (Men)

$54.97Current Price $54.97
(42% off)42% off.
$95.00Comparable value $95.00
Whitby Chukka Boot (Men)
Ben Sherman

Whitby Chukka Boot (Men)

$54.97Current Price $54.97
(Up to 42% off)Up to 42% off.
$85.00 – $95.00Comparable value $85.00 to $95.00
(3)
Arctic Waterproof Faux-Fur Lined Duck Toe Snow Boot (Men)
POLAR RANGE

Arctic Waterproof Faux-Fur Lined Duck Toe Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
Lance Faux Fur Slipper (Men)
TAFT

Lance Faux Fur Slipper (Men)

$29.97Current Price $29.97
(25% off)25% off.
$39.99Comparable value $39.99
Telford Lace-Up Boot (Men)
Dockers®

Telford Lace-Up Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Redlodge Mid Hiking Sneaker (Men)
Eddie Bauer

Redlodge Mid Hiking Sneaker (Men)

$52.97Current Price $52.97
(33% off)33% off.
$79.99Comparable value $79.99
(1)
Decker Faux Fur Lined Snow Boot (Men)
POLAR RANGE

Decker Faux Fur Lined Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(1)
Camden Chelsea Boot (Men)
Dockers®

Camden Chelsea Boot (Men)

$59.99Current Price $59.99
(29% off)29% off.
$85.00Comparable value $85.00
Denali Waterproof Plain Toe Boot - Wide Width Available
NUNN BUSH

Denali Waterproof Plain Toe Boot - Wide Width Available

$99.97Current Price $99.97
(16% off)16% off.
$120.00Comparable value $120.00
(1)
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