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Men's Boots Under $100

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
412 items
Maplewalk Rise Boot (Men)
New!
Clarks®

Maplewalk Rise Boot (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
Hayden Boot (Men)
Black Friday Deal
VINTAGE FOUNDRY

Hayden Boot (Men)

$79.99Current Price $79.99
(70% off)70% off.
$269.00Comparable value $269.00
(1)
Suede Lug Chukka Boot (Men)
KARL LAGERFELD PARIS

Suede Lug Chukka Boot (Men)

$69.97Current Price $69.97
(68% off)68% off.
$225.00Comparable value $225.00
(32)
Weltridge Side Zip Boot (Men)
New!
Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97
(26% off)26% off.
$130.00Comparable value $130.00
Walpath Waterproof Chukka Boot (Men)
New!
Clarks®

Walpath Waterproof Chukka Boot (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Lug Sole Boot (Men)
New!
Reaction Kenneth Cole

Lug Sole Boot (Men)

$64.97Current Price $64.97
(49% off)49% off.
$129.00Comparable value $129.00
Scotch Lug Sole Boot (Men)
New!
Steve Madden

Scotch Lug Sole Boot (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
Gerard Lug Sole Boot (Men)
Black Friday Deal
RESERVE FOOTWEAR

Gerard Lug Sole Boot (Men)

$44.99Current Price $44.99
(64% off)64% off.
$125.00Comparable value $125.00
(3)
Addis Brogue Boot (Men)
New!
Steve Madden

Addis Brogue Boot (Men)

$84.97Current Price $84.97
(41% off)41% off.
$145.00Comparable value $145.00
Burleigh Chukka (Men)
Black Friday Deal
UGG®

Burleigh Chukka (Men)

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
(10)
Skyway Waterproof Faux Fur Lined Boot (Men)
AQUATHERM BY SANTANA CANADA

Skyway Waterproof Faux Fur Lined Boot (Men)

$94.97Current Price $94.97
(32% off)32% off.
$139.99Comparable value $139.99
(1)
Scout 87 Pro Plus Waterproof Boot (Men)
SOREL

Scout 87 Pro Plus Waterproof Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
Charles Chelsea Boot (Men)
Black Friday Deal
VINTAGE FOUNDRY

Charles Chelsea Boot (Men)

$69.99Current Price $69.99
(62% off)62% off.
$185.00Comparable value $185.00
(4)
Grand Remix Chukka Boot (Men)
New!
Cole Haan

Grand Remix Chukka Boot (Men)

$99.97Current Price $99.97
(Up to 56% off)Up to 56% off.
$220.00 – $230.00Comparable value $220.00 to $230.00
(12)
Maplewalk Waterproof Boot (Men)
Clarks®

Maplewalk Waterproof Boot (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(4)
Slabtown '62™ Waterproof Moc Toe Boot (Men)
SOREL

Slabtown '62™ Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97
(42% off)42% off.
$175.00Comparable value $175.00
(2)
2976 Wintergrip Water Resistant Chelsea Boot (Men)
Dr. Martens

2976 Wintergrip Water Resistant Chelsea Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(36)
Grand Atlantic Chukka Boot - Wide Width Available (Men)
Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(38)
2.Zerogrand Chukka Boot (Men)
Cole Haan

2.Zerogrand Chukka Boot (Men)

$99.97Current Price $99.97
(70% off)70% off.
$338.00Comparable value $338.00
(386)
Craftwell Lace-Up Boot (Men)
Clarks®

Craftwell Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Chalet Chelsea Boot (Men)
Florsheim

Chalet Chelsea Boot (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(108)
Slabtown 62 Waterproof Chelsea Boot (Men)
SOREL

Slabtown 62 Waterproof Chelsea Boot (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(1)
The UGG Lug Waterproof Chukka Boot (Men)
Black Friday Deal
UGG®

The UGG Lug Waterproof Chukka Boot (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
Maplewalk Moc Toe Boot (Men)
Clarks®

Maplewalk Moc Toe Boot (Men)

$79.97Current Price $79.97
(33% off)33% off.
$120.00Comparable value $120.00
(6)
Pampa Travel Lite Waterproof Boot (Unisex)
Palladium

Pampa Travel Lite Waterproof Boot (Unisex)

$69.97Current Price $69.97
(56% off)56% off.
$160.00Comparable value $160.00
Fundy Faux Fur Lined Waterproof Boot (Men)
AQUATHERM BY SANTANA CANADA

Fundy Faux Fur Lined Waterproof Boot (Men)

$94.97Current Price $94.97
(32% off)32% off.
$139.99Comparable value $139.99
(1)
Pampa Hi Canvas Boot (Men)
Palladium

Pampa Hi Canvas Boot (Men)

$29.97Current Price $29.97
(Up to 57% off select items)Up to 57% off select items.
$29.97 – $70.00Comparable value $29.97 to $70.00
(11)
Bronnie Combat Boot (Men)
New!
MADDEN

Bronnie Combat Boot (Men)

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Teton Waterproof Faux Fur Lined Commuter Boot (Men)
AQUATHERM BY SANTANA CANADA

Teton Waterproof Faux Fur Lined Commuter Boot (Men)

$94.97Current Price $94.97
(32% off)32% off.
$139.99Comparable value $139.99
Treyton Chukka Boot (Men)
Black Friday Deal
VINTAGE FOUNDRY

Treyton Chukka Boot (Men)

$74.99Current Price $74.99
(62% off)62% off.
$200.00Comparable value $200.00
(4)
Hudson Yards 2.0 Pull-On Boot (Men)
New!
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
Burleigh Chelsea Boot (Men)
UGG®

Burleigh Chelsea Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(11)
Otto Lug Chelsea Boot (Men)
Abound

Otto Lug Chelsea Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$79.95Comparable value $79.95
(12)
Harley Chelsea Boot (Men)
AllSaints

Harley Chelsea Boot (Men)

$64.98 – $129.97Current Price $64.98 to $129.97
(Up to 77% off select items)Up to 77% off select items.
$289.00 – $299.00Comparable value $289.00 to $299.00
(23)
Storm Chelsea Rain Boot (Men)
Barbour

Storm Chelsea Rain Boot (Men)

$69.97Current Price $69.97
(51% off)51% off.
$145.00Comparable value $145.00
(1)
Only a few left
Ranger Chelsea Boot (Men)
New!
G.H.BASS

Ranger Chelsea Boot (Men)

$79.97Current Price $79.97
(64% off)64% off.
$225.00Comparable value $225.00
Only a few left
Wayne Boot
VINTAGE FOUNDRY

Wayne Boot

$69.97Current Price $69.97
(45% off)45% off.
$129.00Comparable value $129.00
(4)
Ozark II Chukka Boot (Men)
New!
NUNN BUSH

Ozark II Chukka Boot (Men)

$94.97Current Price $94.97
(13% off)13% off.
$110.00Comparable value $110.00
(3)
Steadwell Dress Boot (Men)
New!
Clarks®

Steadwell Dress Boot (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Carden Chelsea Boot (Men)
New!
Dune London

Carden Chelsea Boot (Men)

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
Wallaston Chukka Boot (Men)
New!
Clarks®

Wallaston Chukka Boot (Men)

$79.97Current Price $79.97
(33% off)33% off.
$120.00Comparable value $120.00
Devon Lace-Up Boot (Men)
Black Friday Deal
RESERVE FOOTWEAR

Devon Lace-Up Boot (Men)

$44.99Current Price $44.99
(64% off)64% off.
$125.00Comparable value $125.00
Zuma II Boot (Men)
Dr. Martens

Zuma II Boot (Men)

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
(7)
Marlow Chukka Boot (Men)
VINTAGE FOUNDRY

Marlow Chukka Boot (Men)

$89.97Current Price $89.97
(51% off)51% off.
$185.00Comparable value $185.00
Hutson Plain Toe Boot (Men)
Johnston & Murphy

Hutson Plain Toe Boot (Men)

$99.97Current Price $99.97
(40% off)40% off.
$169.00Comparable value $169.00
(1)
Slabtown '62™ Waterproof Boot (Men)
SOREL

Slabtown '62™ Waterproof Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(4)
Harbin Chukka Boot (Men)
Tommy Hilfiger

Harbin Chukka Boot (Men)

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
(6)
Brycee Lug Sole Boot (Men)
New!
MADDEN

Brycee Lug Sole Boot (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
Theo Chukka Boot (Men)
New!
Børn

Theo Chukka Boot (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(5)
Combat Boot (Men)
Reaction Kenneth Cole

Combat Boot (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(1)
Attleboro Chelsea Boot (Men)
New!
Timberland

Attleboro Chelsea Boot (Men)

$69.97 – $74.97Current Price $69.97 to $74.97
(46% off)46% off.
$130.00 – $140.00Comparable value $130.00 to $140.00
(3)
Truman Chelsea Boot (Men)
Dockers®

Truman Chelsea Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(1)
Kelvin Boot (Men)
AQUATHERM BY SANTANA CANADA

Kelvin Boot (Men)

$99.97Current Price $99.97
(37% off)37% off.
$159.99Comparable value $159.99
(3)
Roswel Plain Toe Chelsea Boot (Men)
New!
Steve Madden

Roswel Plain Toe Chelsea Boot (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
Clark Road Hands-Free Slip-On Derby (Men)
New!
Marc Joseph New York

Clark Road Hands-Free Slip-On Derby (Men)

$79.97Current Price $79.97
(51% off)51% off.
$165.00Comparable value $165.00
Stone Faux Fur Trim Leather Boot
VINTAGE FOUNDRY

Stone Faux Fur Trim Leather Boot

$99.97Current Price $99.97
(22% off)22% off.
$129.00Comparable value $129.00
(4)
Clark Waterproof Lug Sole Boot (Men)
AQUATHERM BY SANTANA CANADA

Clark Waterproof Lug Sole Boot (Men)

$94.97Current Price $94.97
(32% off)32% off.
$139.99Comparable value $139.99
Boswell Chukka Boot (Men)
Johnston & Murphy

Boswell Chukka Boot (Men)

$89.97Current Price $89.97
(48% off)48% off.
$175.00Comparable value $175.00
(4)
Rugged Track Waterproof Lug Sole Boot (Men)
ECCO

Rugged Track Waterproof Lug Sole Boot (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(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
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)
Jefry Chukka Boot (Men)
New!
ALDO

Jefry Chukka Boot (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
Rockaway Waterproof Boot (Men)
Timberland

Rockaway Waterproof Boot (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
Blaise Ankle Boot (Men)
New!
VINTAGE FOUNDRY

Blaise Ankle Boot (Men)

$99.97Current Price $99.97
(62% off)62% off.
$269.00Comparable value $269.00
Positron Lug Sole Leather Chukka Boot (Men)
RESERVE FOOTWEAR

Positron Lug Sole Leather Chukka Boot (Men)

$84.97Current Price $84.97
(34% off)34% off.
$129.00Comparable value $129.00
(1)
Only a few left
Taskorn Combat Boot (Men)
MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(35)
Suede Chelsea Boot (Men)
KARL LAGERFELD PARIS

Suede Chelsea Boot (Men)

$89.97Current Price $89.97
(64% off)64% off.
$250.00Comparable value $250.00
(5)
Shepton Chukka Boot (Men)
Clarks®

Shepton Chukka Boot (Men)

$74.97Current Price $74.97
(Up to 31% off)Up to 31% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
(1)
Hugo Boot
Eastland

Hugo Boot

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Chimney Pond Chelsea Boot (Men)
New!
Eastland

Chimney Pond Chelsea Boot (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
Steadwell Plain Toe Chukka Boot (Men)
Clarks®

Steadwell Plain Toe Chukka Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Darnell Zip Boot (Men)
VANCE CO

Darnell Zip Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
(1)
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