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  5. Boots Under $100

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Men's Boots Under $100

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
355 items
2976 Leather Chelsea Boot (Men)
Dr. Martens

2976 Leather Chelsea Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(1)
Only a few left
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
Clark Road Hands-Free Slip-On Derby (Men)
Marc Joseph New York

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

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 63% off select items)Up to 63% off select items.
$165.00Comparable value $165.00
(1)
Chappy Faux Fur Lined Combat Boot (Men)
AQUATHERM BY SANTANA CANADA

Chappy Faux Fur Lined Combat Boot (Men)

$94.97Current Price $94.97
(32% off)32% off.
$139.99Comparable value $139.99
Garrett Cap Chelsea Boot - Wide Width (Men)
VANCE CO

Garrett Cap Chelsea Boot - Wide Width (Men)

$44.97Current Price $44.97
(55% off)55% off.
$99.99Comparable value $99.99
Calder Chukka Boot (Men)
Johnston & Murphy

Calder Chukka Boot (Men)

$79.97Current Price $79.97
(51% off)51% off.
$165.00Comparable value $165.00
(21)
Jefry Chukka Boot (Men)
ALDO

Jefry Chukka Boot (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
Taskorn Combat Boot (Men)
MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(40)
Roberto Square-Toe Slip-On Boot (Men)
VINTAGE FOUNDRY

Roberto Square-Toe Slip-On Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(24)
Lisbon Buckle Boot (Men)
Steve Madden

Lisbon Buckle Boot (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
Bage Chukka Boot (Men)
Tommy Hilfiger

Bage Chukka Boot (Men)

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
(6)
Tristen Boot (Men)
MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(39)
Convoy Lace-Up Boot
LUGZ

Convoy Lace-Up Boot

$49.97 – $54.97Current Price $49.97 to $54.97
(Up to 37% off)Up to 37% off.
$80.00Comparable value $80.00
(125)
Hi-Line Waterproof Lace-Up Boot (Men)
SOREL

Hi-Line Waterproof Lace-Up Boot (Men)

$89.97Current Price $89.97
(51% off)51% off.
$185.00Comparable value $185.00
(27)
Zuma II Boot (Men)
Dr. Martens

Zuma II Boot (Men)

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
(10)
Burleigh Chukka (Men)
UGG®

Burleigh Chukka (Men)

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
(17)
Only a few left
Blaise Ankle Boot (Men)
VINTAGE FOUNDRY

Blaise Ankle Boot (Men)

$99.97Current Price $99.97
(62% off)62% off.
$269.00Comparable value $269.00
Gender Inclusive Classic Mini Pumped Molded UGGplush Boot
Clear The Rack
UGG®

Gender Inclusive Classic Mini Pumped Molded UGGplush Boot

$59.98 – $67.48Current Price $59.98 to $67.48
(Extra 25% off)Includes extra 25% off.
$79.98 – $89.98Previous Price $79.98 to $89.98
$200.00Comparable value $200.00
(19)
Only a few left
Euro Spring Mid Hiking Boot (Men)
New!
Timberland

Euro Spring Mid Hiking Boot (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
Moab 3 Mid Waterproof Hiking Shoe (Men)
Merrell

Moab 3 Mid Waterproof Hiking Shoe (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(364)
Blaze Lace Cap Toe Boot (Men)
Tommy Hilfiger

Blaze Lace Cap Toe Boot (Men)

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
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
(1)
Lug Sole Boot (Men)
Reaction Kenneth Cole

Lug Sole Boot (Men)

$64.97Current Price $64.97
(49% off)49% off.
$129.00Comparable value $129.00
Gainsly Chelsea Boot (Men)
New!
Tommy Hilfiger

Gainsly Chelsea Boot (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
Chase Plain Toe Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Chase Plain Toe Chukka Boot - Wide Width Available (Men)

$44.97 – $54.97Current Price $44.97 to $54.97
(Up to 52% off)Up to 52% off.
$90.00 – $95.00Comparable value $90.00 to $95.00
(13)
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)
Seth Chukka Boot (Men)
Børn

Seth Chukka Boot (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
(7)
Parker Wingtip Boot (Men)
VINTAGE FOUNDRY

Parker Wingtip Boot (Men)

$89.97Current Price $89.97
(39% off)39% off.
$149.00Comparable value $149.00
(4)
Lennie Lug Sole Boot (Men)
MADDEN

Lennie Lug Sole Boot (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
(6)
Memille Chelsea Boot (Men)
New!
Steve Madden

Memille Chelsea Boot (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
Citadel Leather Boot (Men)
Clear The Rack
Maison Forte

Citadel Leather Boot (Men)

$61.85Current Price $61.85
(Extra 25% off)Includes extra 25% off.
$82.47Previous Price $82.47
$215.00Comparable value $215.00
(16)
Taskorn Combat Boot (Men)
MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(7)
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)
Only a few left
Hugo Boot
Eastland

Hugo Boot

$44.97 – $59.97Current Price $44.97 to $59.97
(Up to 55% off select items)Up to 55% off select items.
$100.00Comparable value $100.00
Jimara Leather Faux Fur Lined Boot (Men)
VINTAGE FOUNDRY

Jimara Leather Faux Fur Lined Boot (Men)

$89.97Current Price $89.97
(59% off)59% off.
$220.00Comparable value $220.00
(50)
Gonzal Lace-Up Boot (Men)
New!
Tommy Hilfiger

Gonzal Lace-Up Boot (Men)

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
Devon Lace-Up Boot (Men)
Clear The Rack
RESERVE FOOTWEAR

Devon Lace-Up Boot (Men)

$33.74Current Price $33.74
(Extra 25% off)Includes extra 25% off.
$44.99Previous Price $44.99
$125.00Comparable value $125.00
(1)
Only a few left
Hutson Plain Toe Boot (Men)
Johnston & Murphy

Hutson Plain Toe Boot (Men)

$74.97 – $99.97Current Price $74.97 to $99.97
(Up to 55% off select items)Up to 55% off select items.
$169.00Comparable value $169.00
(2)
Marlow Laceless Chukka Boot (Men)
JOHNSTON & MURPHY COLLECTION

Marlow Laceless Chukka Boot (Men)

$79.97Current Price $79.97
(69% off)69% off.
$265.00Comparable value $265.00
(2)
Mantra Chelsea Boot (Men)
CARLOS SANTANA

Mantra Chelsea Boot (Men)

$99.97Current Price $99.97
(28% off)28% off.
$138.99Comparable value $138.99
(1)
Allagash Standard Derby Boot (Men)
Eastland

Allagash Standard Derby Boot (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
Estiban Chelsea Boot (Men)
MADDEN

Estiban Chelsea Boot (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(4)
Weltridge Side Zip Boot (Men)
Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97
(26% off)26% off.
$130.00Comparable value $130.00
(2)
Wallaston Low Chukka Boot (Men)
New!
Clarks®

Wallaston Low Chukka Boot (Men)

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Cap Toe Combat Boot (Men)
Rush by Gordon Rush

Cap Toe Combat Boot (Men)

$54.97Current Price $54.97
(56% off)56% off.
$125.00Comparable value $125.00
(6)
Burleigh Chelsea Boot (Men)
UGG®

Burleigh Chelsea Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(11)
Only a few left
Baxter Boot (Men)
Eastland

Baxter Boot (Men)

$69.97Current Price $69.97
(48% off)48% off.
$135.00Comparable value $135.00
Steadwell Dress Boot (Men)
Clarks®

Steadwell Dress Boot (Men)

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Knighton Boot (Men)
New!
ALDO

Knighton Boot (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 53% off)Up to 53% off.
$130.00 – $150.00Comparable value $130.00 to $150.00
Yukkon Lace-Up Boot (Men)
VANCE CO

Yukkon Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Barrett Water Resistant Boot (Men)
Johnston & Murphy

Barrett Water Resistant Boot (Men)

$99.97Current Price $99.97
(45% off)45% off.
$185.00Comparable value $185.00
(60)
Bristoll Ankle Boot (Men)
Clear The Rack
ALDO

Bristoll Ankle Boot (Men)

$12.58 – $52.47Current Price $12.58 to $52.47
(Extra 25% off)Includes extra 25% off.
$16.78Previous Price $16.78
$140.00Comparable value $140.00
(3)
Carden Chelsea Boot (Men)
Dune London

Carden Chelsea Boot (Men)

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
Clifton Waterproof Chelsea Duck Boot (Men)
New!
Sperry

Clifton Waterproof Chelsea Duck Boot (Men)

$49.97Current Price $49.97
(54% off)54% off.
$110.00Comparable value $110.00
Lyle Chelsea Boot (Men)
VINTAGE FOUNDRY

Lyle Chelsea Boot (Men)

$74.97 – $99.97Current Price $74.97 to $99.97
(Up to 62% off select items)Up to 62% off select items.
$200.00Comparable value $200.00
(2)
Rogue Lace-Up Boot (Men)
VANCE CO

Rogue Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
x John Deere Relaxed Fit Terraform Waterproof Boot (Men)
SKECHERS

x John Deere Relaxed Fit Terraform Waterproof Boot (Men)

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
(9)
Blackwell Lace-Up Boot (Men)
VANCE CO

Blackwell Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Park Hiker Shoe (Men)
New!
GREATS

Park Hiker Shoe (Men)

$69.97Current Price $69.97
(72% off)72% off.
$250.00Comparable value $250.00
Cheyanne Metro II Waterproof Boot (Men)
SOREL

Cheyanne Metro II Waterproof Boot (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
(22)
Donovan Side Zip Boot (Men)
Call It Spring By Aldo

Donovan Side Zip Boot (Men)

$39.97Current Price $39.97
(50% off)50% off.
$79.99Comparable value $79.99
Authentic Original Chukka Boot (Men)
SPERRY TOP-SIDER®

Authentic Original Chukka Boot (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
(4)
1460 Lace-Up Boot (Men)
Dr. Martens

1460 Lace-Up Boot (Men)

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
Jack Chukka Boot (Men)
Eastland

Jack Chukka Boot (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
(1)
Convoy Fleece Boot (Men)
LUGZ

Convoy Fleece Boot (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(44)
Charged Valsetz Boot (Men)
New!
Under Armour

Charged Valsetz Boot (Men)

$79.97Current Price $79.97
(40% off)40% off.
$135.00Comparable value $135.00
(156)
Killington Trekker Mid Boot (Men)
New!
Timberland

Killington Trekker Mid Boot (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
Harbin Chukka Boot (Men)
Tommy Hilfiger

Harbin Chukka Boot (Men)

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
(7)
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)
Avenue Duck Boot (Men)
Sperry

Avenue Duck Boot (Men)

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
(16)
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
(8)
Sport Square Toe Cowboy Boot (Men)
Ariat

Sport Square Toe Cowboy Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(34)
Only a few left
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