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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
  • Boots Under $100
202 items
Bodie Cowboy Boot
Ariat

Bodie Cowboy Boot

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(21)
Only a few left
Storm Chelsea Rain Boot
Barbour

Storm Chelsea Rain Boot

$69.97Current Price $69.97
(30% off)30% off.
$100.00Comparable value $100.00
(3)
Wallabee Scout Chukka Boot
Clarks® Originals

Wallabee Scout Chukka Boot

$99.99 – $139.97Current Price $99.99 to $139.97
(Up to 65% off select items)Up to 65% off select items.
$270.00 – $290.00Comparable value $270.00 to $290.00
New Markdown
(1)
'Lookout' Moc Toe Boot
Ariat

'Lookout' Moc Toe Boot

$79.97Current Price $79.97
(50% off)50% off.
$159.95Comparable value $159.95
(71)
Wallabee Chukka Boot
Clarks® Originals

Wallabee Chukka Boot

$79.97Current Price $79.97
(52% off)52% off.
$170.00Comparable value $170.00
Avenue Duck Boot
Sperry

Avenue Duck Boot

$49.97Current Price $49.97
(58% off)58% off.
$120.00Comparable value $120.00
(27)
Chelsea Boot
Rush by Gordon Rush

Chelsea Boot

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(38)
Grand Remix Chukka Boot
Cole Haan

Grand Remix Chukka Boot

$74.96Current Price $74.96
(65% off)65% off.
$220.00Comparable value $220.00
(15)
Only a few left
Eddy Waterproof Leather Boot
Align

Eddy Waterproof Leather Boot

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
Speed Solo Mid Waterproof Hiking Boot
Merrell

Speed Solo Mid Waterproof Hiking Boot

$94.97Current Price $94.97
(40% off)40% off.
$160.00Comparable value $160.00
(6)
Circuit Plain Toe Chukka Boot - Wide Width Available
NUNN BUSH

Circuit Plain Toe Chukka Boot - Wide Width Available

$54.97Current Price $54.97
(Up to 45% off)Up to 45% off.
$90.00 – $100.00Comparable value $90.00 to $100.00
(17)
Chelsea Lug Boot
UGG®

Chelsea Lug Boot

$99.97Current Price $99.97
(39% off)39% off.
$165.00Comparable value $165.00
(4)
Esmond Chukka Boot
Dockers®

Esmond Chukka Boot

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Orme Boot
VINTAGE FOUNDRY

Orme Boot

$79.97Current Price $79.97
(70% off)70% off.
$269.00Comparable value $269.00
Sawyer Chelsea Boot
Madden Men's

Sawyer Chelsea Boot

$14.99 – $49.97Current Price $14.99 to $49.97
(Up to 83% off select items)Up to 83% off select items.
$84.99 – $90.00Comparable value $84.99 to $90.00
(17)
City Boot
New
Jordan

City Boot

$59.97Current Price $59.97
(66% off)66% off.
$180.00Comparable value $180.00
(3)
Only a few left
Vesto Chukka Boot
Kenneth Cole Reaction

Vesto Chukka Boot

$69.97Current Price $69.97
(41% off)41% off.
$119.00Comparable value $119.00
(1)
Pampa Sport Waterproof Boot
Palladium

Pampa Sport Waterproof Boot

$22.48Current Price $22.48
(86% off)86% off.
$170.00Comparable value $170.00
(1)
Marshall Chelsea Boot - Wide Width Available
VANCE CO

Marshall Chelsea Boot - Wide Width Available

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
(9)
Nova Hydroknit Sneaker
Native Shoes

Nova Hydroknit Sneaker

$74.97Current Price $74.97
(31% off)31% off.
$110.00Comparable value $110.00
Wallaston Chukka Boot
Clarks®

Wallaston Chukka Boot

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(9)
Delton Plain Toe Chukka Boot
NUNN BUSH

Delton Plain Toe Chukka Boot

$54.97Current Price $54.97
(42% off)42% off.
$95.00Comparable value $95.00
Karnak Water Resistant Moc Toe Boot - Wide Width Available
NUNN BUSH

Karnak Water Resistant Moc Toe Boot - Wide Width Available

$89.97Current Price $89.97
(Up to 25% off)Up to 25% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
(3)
Moab 3 Mid Waterproof Hiking Shoe
Merrell

Moab 3 Mid Waterproof Hiking Shoe

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
(422)
Only a few left
Dustin Boot
Dockers®

Dustin Boot

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Groundbreaker Western Work Boot
Ariat

Groundbreaker Western Work Boot

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
Only a few left
Gender Inclusive 2976 Valor Water Resistant Chelsea Boot
Dr. Martens

Gender Inclusive 2976 Valor Water Resistant Chelsea Boot

$82.47Current Price $82.47
(54% off)54% off.
$180.00Comparable value $180.00
(12)
Zeus Trail Running Shoe
HOLO Footwear

Zeus Trail Running Shoe

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Martin Chelsea Boot
VINTAGE FOUNDRY

Martin Chelsea Boot

$49.97Current Price $49.97
(71% off)71% off.
$175.00Comparable value $175.00
(11)
Osmond Chelsea Boot
VANCE CO

Osmond Chelsea Boot

$79.97 – $84.97Current Price $79.97 to $84.97
(Up to 27% off)Up to 27% off.
$109.99Comparable value $109.99
(2)
Davis Lace-Up Boot
New
Dockers®

Davis Lace-Up Boot

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(6)
Shepton Easy Chelsea Boot
Clarks®

Shepton Easy Chelsea Boot

$99.97Current Price $99.97
(23% off)23% off.
$130.00Comparable value $130.00
Only a few left
Sesame Chelsea Boot
Tommy Hilfiger

Sesame Chelsea Boot

$54.97Current Price $54.97
(53% off)53% off.
$119.00Comparable value $119.00
(44)
Norwich Chelsea Boot
Ted Baker London

Norwich Chelsea Boot

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
(2)
Fero 2.0 Waterproof Ankle Boot
Pajar

Fero 2.0 Waterproof Ankle Boot

$37.47Current Price $37.47
(80% off)80% off.
$195.00Previous Price $195.00
Only a few left
Colton III Leather Boot
ROAN

Colton III Leather Boot

$84.97Current Price $84.97
(22% off)22% off.
$109.95Comparable value $109.95
(1)
Only a few left
Slater Chelsea Boot
VANCE CO

Slater Chelsea Boot

$74.97Current Price $74.97
(31% off)31% off.
$109.99Comparable value $109.99
(1)
Wallabee Chukka
Clarks®

Wallabee Chukka

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
Milton Chukka Boot
VINTAGE FOUNDRY

Milton Chukka Boot

$49.97Current Price $49.97
(72% off)72% off.
$180.00Comparable value $180.00
(3)
True Grit Cowboy Boot
New
Dingo

True Grit Cowboy Boot

$99.97Current Price $99.97
(44% off)44% off.
$179.00Comparable value $179.00
Chase Plain Toe Chukka Boot - Wide Width Available
NUNN BUSH

Chase Plain Toe Chukka Boot - Wide Width Available

$49.97Current Price $49.97
(47% off)47% off.
$95.00Comparable value $95.00
(14)
Desert Boot
Clarks® Originals

Desert Boot

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(1)
Only a few left
Eddy Waterproof Leather Boot
Align

Eddy Waterproof Leather Boot

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(2)
Telford Lace-Up Boot
Dockers®

Telford Lace-Up Boot

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Excavate Plain Toe Boot - Wide Width Available
NUNN BUSH

Excavate Plain Toe Boot - Wide Width Available

$64.97Current Price $64.97
(Up to 31% off)Up to 31% off.
$90.00 – $95.00Comparable value $90.00 to $95.00
(4)
Karnak Plain Toe Chelsea Boot - Wide Width Available
NUNN BUSH

Karnak Plain Toe Chelsea Boot - Wide Width Available

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
Wallaston Low Chukka Sneaker
Clarks®

Wallaston Low Chukka Sneaker

$84.97Current Price $84.97
(22% off)22% off.
$110.00Comparable value $110.00
Ice Chukka Boot
Sperry

Ice Chukka Boot

$59.97Current Price $59.97
(60% off)60% off.
$150.00Comparable value $150.00
Ozark II Chukka Boot - Wide Width Available
NUNN BUSH

Ozark II Chukka Boot - Wide Width Available

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(3)
Drell Boot
New
ROAN

Drell Boot

$84.97Current Price $84.97
(22% off)22% off.
$109.95Comparable value $109.95
Only a few left
Thorpe Wingtip Chelsea Boot
VANCE CO

Thorpe Wingtip Chelsea Boot

$69.97Current Price $69.97
(36% off)36% off.
$109.99Comparable value $109.99
(4)
Primo High Top Chukka Boot
Bruno Magli

Primo High Top Chukka Boot

$99.97Current Price $99.97
(71% off)71% off.
$350.00Comparable value $350.00
(4)
Skiff Chukka Boot
AllSaints

Skiff Chukka Boot

$99.99Current Price $99.99
(65% off)65% off.
$289.00Comparable value $289.00
(1)
Glenn Sneaker
ROAN

Glenn Sneaker

$79.97Current Price $79.97
(26% off)26% off.
$109.00Comparable value $109.00
Timothy Suede Chukka Boot
ROAN

Timothy Suede Chukka Boot

$74.97Current Price $74.97
(24% off)24% off.
$99.95Comparable value $99.95
(2)
Zeus Lace-Up Boot
VANCE CO

Zeus Lace-Up Boot

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Moab 3 Mid Waterproof Hiking Shoe
New
Merrell

Moab 3 Mid Waterproof Hiking Shoe

$99.97Current Price $99.97
(42% off)42% off.
$175.00Comparable value $175.00
Darwin Plain Toe Chelsea Boot
VINTAGE FOUNDRY

Darwin Plain Toe Chelsea Boot

$65.98Current Price $65.98
(70% off)70% off.
$220.00Comparable value $220.00
(4)
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
(2)
Waylon Lace-Up Boot
New
Lee

Waylon Lace-Up Boot

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Otis II Chelsea Boot - Wide Width Available
NUNN BUSH

Otis II Chelsea Boot - Wide Width Available

$89.97Current Price $89.97
(Up to 25% off)Up to 25% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
(2)
Truman Chelsea Boot
Dockers®

Truman Chelsea Boot

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Dominic Brogue Combat Boot
La Milano

Dominic Brogue Combat Boot

$79.97Current Price $79.97
(1)
Parker Wingtip Boot
VINTAGE FOUNDRY

Parker Wingtip Boot

$54.97Current Price $54.97
(63% off)63% off.
$149.00Comparable value $149.00
(4)
Josiah Chelsea Boot
VANCE CO

Josiah Chelsea Boot

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Barnyard Twin Gore II Waterproof Boot
Ariat

Barnyard Twin Gore II Waterproof Boot

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(49)
Only a few left
Koen Chukka Boot
Mykos

Koen Chukka Boot

$74.97Current Price $74.97
(21% off)21% off.
$94.99Comparable value $94.99
Fifteen Mid Hiking Shoe
New
Forsake

Fifteen Mid Hiking Shoe

$49.97Current Price $49.97
(62% off)62% off.
$135.00Comparable value $135.00
Only a few left
Zion Chukka Boot
RESERVE FOOTWEAR

Zion Chukka Boot

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(3)
x John Deere Segment 2.0 Waterproof Chelsea Boot
SKECHERS

x John Deere Segment 2.0 Waterproof Chelsea Boot

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(1)
Only a few left
Speed Strike 2 Waterproof Hiking Boot
Merrell

Speed Strike 2 Waterproof Hiking Boot

Add to Bag or Wish List to see price(23)
Only a few left
Rogue Lace-Up Boot
VANCE CO

Rogue Lace-Up Boot

$79.97 – $84.97Current Price $79.97 to $84.97
(Up to 27% off)Up to 27% off.
$109.99Comparable value $109.99
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