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Men's Boots Under $100

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
410 items
Maksim Chelsea Boot (Men)
RESERVE FOOTWEAR

Maksim Chelsea Boot (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
(3)
Blacktail Waterproof Hiking Boot (Men)
Spyder

Blacktail Waterproof Hiking Boot (Men)

$79.97Current Price $79.97
(55% off)55% off.
$180.00Comparable value $180.00
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
(1)
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
939 Lace-Up Boot (Men)
Dr. Martens

939 Lace-Up Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(1)
Treeline Lace-Up Waterproof Boot (Men)
Timberland

Treeline Lace-Up Waterproof Boot (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
(18)
Emmett Chelsea Boot (Men)
Clarks®

Emmett Chelsea Boot (Men)

$79.97 – $89.97Current Price $79.97 to $89.97
(Up to 27% off)Up to 27% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
Authentic Original Chukka Boot (Men)
New!
SPERRY TOP-SIDER®

Authentic Original Chukka Boot (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
(4)
Attleboro Mid Lace-Up Boot (Men)
New!
Timberland

Attleboro Mid Lace-Up Boot (Men)

$74.97Current Price $74.97
(46% off)46% off.
$140.00Comparable value $140.00
(6)
Dominic Brogue Combat Boot (Men)
La Milano

Dominic Brogue Combat Boot (Men)

$79.97Current Price $79.97
Back To Berkeley IV Waterproof Hiking Boot (Men)
The North Face

Back To Berkeley IV Waterproof Hiking Boot (Men)

$77.97Current Price $77.97
(47% off)47% off.
$149.00Comparable value $149.00
(57)
Field GoreTex® Waterproof Boot (Men)
Timberland

Field GoreTex® Waterproof Boot (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
(2)
Taskorn Combat Boot (Men)
MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(7)
Apron Toe Boot (Men)
Rush by Gordon Rush

Apron Toe Boot (Men)

$54.97Current Price $54.97
(56% off)56% off.
$125.00Comparable value $125.00
(7)
Classic Mini Atherson Boot (Men)
UGG®

Classic Mini Atherson Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(1)
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)
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
Pallabrousse Legion Boot (Men)
Palladium

Pallabrousse Legion Boot (Men)

$34.97Current Price $34.97
(56% off)56% off.
$80.00Comparable value $80.00
(5)
Gibson Waterproof Winter Boot (Men)
New!
ALDO

Gibson Waterproof Winter Boot (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
Trekker Mid Sneaker (Men)
NUNN BUSH

Trekker Mid Sneaker (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(2)
Baxter Boot (Men)
New!
Eastland

Baxter Boot (Men)

$69.97Current Price $69.97
(48% off)48% off.
$135.00Comparable value $135.00
Gender Inclusive 1460 Chelsea Boot
Dr. Martens

Gender Inclusive 1460 Chelsea Boot

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
(1)
Fielder Gore-Tex® Waterproof Boot (Men)
ara

Fielder Gore-Tex® Waterproof Boot (Men)

$99.97Current Price $99.97
(54% off)54% off.
$220.00Comparable value $220.00
Lazlo Boot (Men)
Black Friday Deal
XRAY

Lazlo Boot (Men)

$24.99Current Price $24.99
(61% off)61% off.
$65.00Comparable value $65.00
(1)
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
Koen Chukka Boot (Men)
New!
Mykos

Koen Chukka Boot (Men)

$74.97Current Price $74.97
(21% off)21% off.
$94.99Comparable value $94.99
Camden Chelsea Boot (Men)
New!
Dockers®

Camden Chelsea Boot (Men)

$59.99Current Price $59.99
(29% off)29% off.
$85.00Comparable value $85.00
Delton Plain Toe Chelsea Boot (Men)
NUNN BUSH

Delton Plain Toe Chelsea Boot (Men)

$54.97Current Price $54.97
(42% off)42% off.
$95.00Comparable value $95.00
Fairbanks Rover Chelsea Boot (Men)
Columbia

Fairbanks Rover Chelsea Boot (Men)

$64.97Current Price $64.97
(45% off)45% off.
$120.00Comparable value $120.00
(13)
Only a few left
Odell II Wingtip Boot (Men)
NUNN BUSH

Odell II Wingtip Boot (Men)

$94.97Current Price $94.97
(13% off)13% off.
$110.00Comparable value $110.00
(1)
Lewis Side Zip Boot (Men)
Johnston & Murphy

Lewis Side Zip Boot (Men)

$69.97Current Price $69.97
(45% off)45% off.
$129.00Comparable value $129.00
(39)
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)
Deegan Leather Chukka Boot (Men)
RESERVE FOOTWEAR

Deegan Leather Chukka Boot (Men)

$89.97Current Price $89.97
(33% off)33% off.
$135.00Comparable value $135.00
(3)
Tread Snow Boot (Men)
Black Friday Deal
POLAR RANGE

Tread Snow Boot (Men)

$44.99 – $49.97Current Price $44.99 to $49.97
(Up to 43% off select items)Up to 43% off select items.
$80.00Comparable value $80.00
(2)
Oakridge Lug Sole Boot (Men)
WINTHROP

Oakridge Lug Sole Boot (Men)

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
(3)
TRVL LITE Slip-On Loafer (Men)
TOMS

TRVL LITE Slip-On Loafer (Men)

$39.97Current Price $39.97
(55% off)55% off.
$90.00Comparable value $90.00
Flint Herringbone Boot (Men)
VINTAGE FOUNDRY

Flint Herringbone Boot (Men)

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
(2)
Moc Toe Boot (Men)
Dockers®

Moc Toe Boot (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(1)
Cooper Plain Toe Chelsea Boot (Men)
Stacy Adams

Cooper Plain Toe Chelsea Boot (Men)

$49.97Current Price $49.97
(50% off)50% off.
$100.00Comparable value $100.00
(3)
Joss Water Resistant Boot (Men)
Pajar

Joss Water Resistant Boot (Men)

$79.97Current Price $79.97
(63% off)63% off.
$220.00Comparable value $220.00
Only a few left
Nalukai Kala Moc Toe Boot (Men)
OluKai

Nalukai Kala Moc Toe Boot (Men)

$69.97Current Price $69.97
(50% off)50% off.
$140.00Comparable value $140.00
(1)
Seth Memory Foam Chukka Boot (Men)
Eastland

Seth Memory Foam Chukka Boot (Men)

$59.97Current Price $59.97
(33% off)33% off.
$90.00Comparable value $90.00
(1)
Lyle Chelsea Boot (Men)
Black Friday Deal
VINTAGE FOUNDRY

Lyle Chelsea Boot (Men)

$74.99Current Price $74.99
(62% off)62% off.
$200.00Comparable value $200.00
(2)
Hayden Chukka Boot (Men)
Black Friday Deal
UGG®

Hayden Chukka Boot (Men)

$79.99Current Price $79.99
(46% off)46% off.
$150.00Comparable value $150.00
(5)
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
Lisbon Buckle Boot (Men)
New!
Steve Madden

Lisbon Buckle Boot (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
Avenue Waterproof Duck Boot (Men)
New!
Sperry

Avenue Waterproof Duck Boot (Men)

$39.97Current Price $39.97
(66% off)66% off.
$120.00Comparable value $120.00
(1)
Stratton Chukka Boot (Men)
VANCE CO

Stratton Chukka Boot (Men)

$74.97Current Price $74.97
(31% off)31% off.
$109.99Comparable value $109.99
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)
Only a few left
Riker Lace-Up Boot (Men)
Black Friday Deal
Lee

Riker Lace-Up Boot (Men)

$74.99Current Price $74.99
(31% off)31% off.
$110.00Comparable value $110.00
Spitfire All Terrain Waterproof Chukka Boot (Men)
New!
Ariat

Spitfire All Terrain Waterproof Chukka Boot (Men)

$89.97Current Price $89.97
(47% off)47% off.
$169.95Comparable value $169.95
(2)
Only a few left
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
(60)
1460 Lace-Up Boot (Men)
Dr. Martens

1460 Lace-Up Boot (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(2)
Only a few left
Ivan Boot (Men)
Black Friday Deal
XRAY

Ivan Boot (Men)

$29.99Current Price $29.99
(60% off)60% off.
$75.00Comparable value $75.00
(1)
Vals II Mid Leather Waterproof Hiking Boot (Men)
The North Face

Vals II Mid Leather Waterproof Hiking Boot (Men)

$74.97Current Price $74.97
(49% off)49% off.
$149.00Comparable value $149.00
(50)
Slater Chelsea Boot (Men)
VANCE CO

Slater Chelsea Boot (Men)

$74.97Current Price $74.97
(31% off)31% off.
$109.99Comparable value $109.99
Garrett Cap Chelsea Boot - Wide Width (Men)
New!
VANCE CO

Garrett Cap Chelsea Boot - Wide Width (Men)

$44.97Current Price $44.97
(55% off)55% off.
$99.99Comparable value $99.99
Sport Stratten Leather Boot (Men)
Ariat

Sport Stratten Leather Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$189.95Comparable value $189.95
(50)
Joel Boot (Men)
XRAY

Joel Boot (Men)

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(3)
Suede Work Boot (Men)
Black Friday Deal
KARL LAGERFELD PARIS

Suede Work Boot (Men)

$79.99Current Price $79.99
(68% off)68% off.
$250.00Comparable value $250.00
(14)
Calder Chukka Boot (Men)
Johnston & Murphy

Calder Chukka Boot (Men)

$79.97Current Price $79.97
(51% off)51% off.
$165.00Comparable value $165.00
(18)
'Lumber Up' Moc Toe Boot (Men)
Eastland

'Lumber Up' Moc Toe Boot (Men)

$79.97 – $99.97Current Price $79.97 to $99.97
(Up to 40% off)Up to 40% off.
$135.00 – $150.00Comparable value $135.00 to $150.00
(4)
Dooley Chukka Boot
NEW YORK AND COMPANY

Dooley Chukka Boot

$29.97Current Price $29.97
(49% off)49% off.
$59.00Comparable value $59.00
(3)
Only a few left
Tempo Sol Mid Top Hiking Boot (Men)
Merrell

Tempo Sol Mid Top Hiking Boot (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(10)
High Fidelity Leather Boot (Men)
New!
Eastland

High Fidelity Leather Boot (Men)

$79.97 – $119.97Current Price $79.97 to $119.97
(Up to 40% off)Up to 40% off.
$135.00Comparable value $135.00
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
(10)
Wingtip Chelsea Boot (Men)
Gino Vitale

Wingtip Chelsea Boot (Men)

$89.97Current Price $89.97
(43% off)43% off.
$159.99Comparable value $159.99
Zion Chukka Boot (Men)
RESERVE FOOTWEAR

Zion Chukka Boot (Men)

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(2)
Hugo Boot
Eastland

Hugo Boot

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Suede Harness Boot (Men)
KARL LAGERFELD PARIS

Suede Harness Boot (Men)

$69.97Current Price $69.97
(68% off)68% off.
$225.00Comparable value $225.00
(8)
Thomas Lace-Up Boot (Men)
Dockers®

Thomas Lace-Up Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Belgrade Boot (Men)
New!
Eastland

Belgrade Boot (Men)

$74.97Current Price $74.97
(46% off)46% off.
$140.00Comparable value $140.00
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