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Men's Boots Under $100

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
339 items
Carden Chelsea Boot (Men)
Dune London

Carden Chelsea Boot (Men)

$89.97Current Price $89.97
(50% off)50% off.
$180.00Comparable value $180.00
Chelsea Boot (Men)
Rush by Gordon Rush

Chelsea Boot (Men)

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
(36)
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)
Cheyanne Metro II Waterproof Duck Boot (Men)
SOREL

Cheyanne Metro II Waterproof Duck Boot (Men)

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(3)
Rowan Lug Sole Boot (Men)
Lee

Rowan Lug Sole Boot (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
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)
Lennon Mid Boot (Men)
New!
LAMO

Lennon Mid Boot (Men)

$59.97Current Price $59.97
(20% off)20% off.
$74.99Comparable value $74.99
Baxter Boot (Men)
Eastland

Baxter Boot (Men)

$69.97Current Price $69.97
(48% off)48% off.
$135.00Comparable value $135.00
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
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)
Only a few left
Payton Mini Lug Pebbled Leather Chukka Boot (Men)
Nordstrom

Payton Mini Lug Pebbled Leather Chukka Boot (Men)

$69.97Current Price $69.97
(46% off)46% off.
$129.95Comparable value $129.95
(12)
Only a few left
Neumel High Weather Hybrid Waterproof Boot (Men)
UGG®

Neumel High Weather Hybrid Waterproof Boot (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(7)
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
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
Coldbay Waterproof 3-Eye Duck Shoe (Men)
New!
Sperry

Coldbay Waterproof 3-Eye Duck Shoe (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
Only a few left
Otis II Chelsea Boot (Men)
NUNN BUSH

Otis II Chelsea Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(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
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)
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)
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
Maplewalk Rise Boot (Men)
Clarks®

Maplewalk Rise Boot (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
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)
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)
Convoy Fleece Boot (Men)
LUGZ

Convoy Fleece Boot (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(44)
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
(51)
Only a few left
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)
Belgrade Boot (Men)
Eastland

Belgrade Boot (Men)

$74.97Current Price $74.97
(46% off)46% off.
$140.00Comparable value $140.00
Avenue Waterproof Duck Boot (Men)
Sperry

Avenue Waterproof Duck Boot (Men)

$39.97Current Price $39.97
(66% off)66% off.
$120.00Comparable value $120.00
(1)
'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
Wingtip Chelsea Boot (Men)
Gino Vitale

Wingtip Chelsea Boot (Men)

$89.97Current Price $89.97
(43% off)43% off.
$159.99Comparable value $159.99
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
Graveldiver Waterproof Boot (Men)
ALDO

Graveldiver Waterproof Boot (Men)

$79.97Current Price $79.97
(51% off)51% off.
$165.00Comparable value $165.00
Park Hiker Shoe (Men)
New!
GREATS

Park Hiker Shoe (Men)

$69.97Current Price $69.97
(72% off)72% off.
$250.00Comparable value $250.00
Only a few left
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
Grand Atlantic Chelsea Boot (Men)
Cole Haan

Grand Atlantic 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)
Herman Water Resistant Chelsea Boot (Men)
Eastland

Herman Water Resistant Chelsea Boot (Men)

$59.97 – $79.97Current Price $59.97 to $79.97
(Up to 55% off select items)Up to 55% off select items.
$135.00Comparable value $135.00
(2)
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)
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)
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)
Premium Waterproof Lace-Up Chukka Boot (Men)
New!
Timberland

Premium Waterproof Lace-Up Chukka Boot (Men)

$59.97Current Price $59.97
(60% off)60% off.
$150.00Comparable value $150.00
(41)
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
Attleboro Mid Chukka Boot (Men)
Timberland

Attleboro Mid Chukka Boot (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
(5)
Eli Suede Chukka Boot (Men)
Børn

Eli Suede Chukka Boot (Men)

$89.97Current Price $89.97
(30% off)30% off.
$130.00Comparable value $130.00
(2)
Cold Bay Duck Boot (Men)
Sperry

Cold Bay Duck Boot (Men)

$49.97Current Price $49.97
(61% off)61% off.
$130.00Comparable value $130.00
(22)
Moc Toe Boot (Men)
Dockers®

Moc Toe Boot (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(1)
Avenue Duck Boot (Men)
Sperry

Avenue Duck Boot (Men)

$59.97Current Price $59.97
(50% off)50% off.
$120.00Comparable value $120.00
(16)
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
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
Grand Chelsea Boot (Men)
Clear The Rack
Cole Haan

Grand Chelsea Boot (Men)

$41.23Current Price $41.23
(Extra 25% off)Includes extra 25% off.
$54.98Previous Price $54.98
$150.00Comparable value $150.00
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)
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
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)
Otto Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Otto Chukka Boot - Wide Width Available (Men)

$44.97 – $79.97Current Price $44.97 to $79.97
(Up to 52% off)Up to 52% off.
$95.00 – $110.00Comparable value $95.00 to $110.00
(13)
Jack Chukka Boot (Men)
Eastland

Jack Chukka Boot (Men)

$89.97Current Price $89.97
(28% off)28% off.
$125.00Comparable value $125.00
(1)
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)
Thames Chukka Boot (Men)
Ben Sherman

Thames Chukka Boot (Men)

$74.97Current Price $74.97
(34% off)34% off.
$115.00Comparable value $115.00
Fegan Cap Toe Boot (Men)
VANCE CO

Fegan Cap Toe Boot (Men)

$59.97Current Price $59.97
(45% off)45% off.
$109.99Comparable value $109.99
(1)
Graveldiver Waterproof Combat Boot (Men)
ALDO

Graveldiver Waterproof Combat Boot (Men)

$79.97Current Price $79.97
(54% off)54% off.
$175.00Comparable value $175.00
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)
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)
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)
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)
Lewis Chelsea Boot (Men)
Johnston & Murphy

Lewis Chelsea Boot (Men)

$69.97Current Price $69.97
(45% off)45% off.
$129.00Comparable value $129.00
(5)
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)
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)
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)
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
The Duke Lizard Embossed Cowboy Boot (Men)
Dingo

The Duke Lizard Embossed Cowboy Boot (Men)

$99.97Current Price $99.97
(23% off)23% off.
$129.99Comparable value $129.99
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
Dylan Chelsea Boot (Men)
Dockers®

Dylan Chelsea Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
Lace-Up Mid Boot
RESERVE FOOTWEAR

Lace-Up Mid Boot

$84.97Current Price $84.97
(22% off)22% off.
$109.00Comparable value $109.00
(3)
Davos High Waterproof Hiking Boot (Men)
Forsake

Davos High Waterproof Hiking Boot (Men)

$74.97Current Price $74.97
(53% off)53% off.
$160.00Comparable value $160.00
(4)
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