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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
235 items
Judson Grand Chelsea Boot (Men)
New
Cole Haan

Judson Grand Chelsea Boot (Men)

$69.96Current Price $69.96
(73% off)73% off.
$260.00Comparable value $260.00
(13)
Only a few left
Muir Waterproof Moc Toe Boot (Men)
New
Cole Haan

Muir Waterproof Moc Toe Boot (Men)

$56.96Current Price $56.96
(74% off)74% off.
$220.00Previous Price $220.00
(1)
Chalet Leather Cap Toe Boot (Men)
Florsheim

Chalet Leather Cap Toe Boot (Men)

$59.98Current Price $59.98
(61% off)61% off.
$155.00Comparable value $155.00
(25)
Sport Rider Cowboy Boot (Men)
New
Ariat

Sport Rider Cowboy Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$199.95Comparable value $199.95
(9)
Boswell Chukka Boot (Men)
Johnston & Murphy

Boswell Chukka Boot (Men)

$49.98Current Price $49.98
(71% off)71% off.
$175.00Comparable value $175.00
(23)
Eddy Waterproof Leather Boot (Men)
Align

Eddy Waterproof Leather Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
Italian Collection Saluzzo Chukka Boot (Men)
New
Nordstrom

Italian Collection Saluzzo Chukka Boot (Men)

$62.96Current Price $62.96
(72% off)72% off.
$229.95Previous Price $229.95
Only a few left
Speed Strike 2 Waterproof Hiking Boot (Men)
New
Merrell

Speed Strike 2 Waterproof Hiking Boot (Men)

Add to Bag or Wish List to see price(19)
Harbin Chukka Boot (Men)
Tommy Hilfiger

Harbin Chukka Boot (Men)

$24.99 – $39.99Current Price $24.99 to $39.99
(Up to 79% off)Up to 79% off.
$119.00Comparable value $119.00
(11)
Beckett Chelsea Boot (Men) (Nordstrom Exclusive)
New
AllSaints

Beckett Chelsea Boot (Men) (Nordstrom Exclusive)

$79.96 – $148.97Current Price $79.96 to $148.97
(Up to 73% off select items)Up to 73% off select items.
$299.00Comparable value $299.00
(1)
Peter Boot (Men)
Steve Madden

Peter Boot (Men)

$44.98Current Price $44.98
(73% off)73% off.
$170.00Comparable value $170.00
(4)
Attleboro Mid Chukka Boot (Men)
Timberland

Attleboro Mid Chukka Boot (Men)

$49.99Current Price $49.99
(61% off)61% off.
$130.00Comparable value $130.00
(5)
Karnak Water Resistant Plain Toe Boot - Wide Width Available (Men)
NUNN BUSH

Karnak Water Resistant Plain Toe Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
Karnak Water Resistant Moc Toe Boot - Wide Width Available (Men)
NUNN BUSH

Karnak Water Resistant Moc Toe Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(Up to 25% off)Up to 25% off.
$110.00 – $120.00Comparable value $110.00 to $120.00
(3)
Terrex Anylander Mid R.RDY Waterproof Hiking Boot (Men)
adidas

Terrex Anylander Mid R.RDY Waterproof Hiking Boot (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
(650)
Gender Inclusive Ultra Mini Crafted Regenerate Genuine Shearling Lined Bootie
New
UGG®

Gender Inclusive Ultra Mini Crafted Regenerate Genuine Shearling Lined Bootie

$97.96Current Price $97.96
(51% off)51% off.
$200.00Comparable value $200.00
(29)
Only a few left
Julio Lugged Suede Chelsea Boot (Men) (Exclusive Retailer)
New
BOSS

Julio Lugged Suede Chelsea Boot (Men) (Exclusive Retailer)

$67.96Current Price $67.96
(72% off)72% off.
$250.00Previous Price $250.00
(1)
Only a few left
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
(6)
Bradley Chelsea Boot (Men)
Stacy Adams

Bradley Chelsea Boot (Men)

$67.47 – $89.97Current Price $67.47 to $89.97
(Up to 57% off select items)Up to 57% off select items.
$160.00Comparable value $160.00
(1)
Taskorn Combat Boot (Men)
MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(52)
Circuit Plain Toe Chukka Boot - Wide Width Available (Men)
NUNN BUSH

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

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(17)
Rilyn Chelsea Boot (Men)
Steve Madden

Rilyn Chelsea Boot (Men)

$44.98Current Price $44.98
(71% off)71% off.
$160.00Comparable value $160.00
(17)
Pampa Sport Waterproof Boot (Men)
Palladium

Pampa Sport Waterproof Boot (Men)

$32.48Current Price $32.48
(80% off)80% off.
$170.00Comparable value $170.00
(1)
Metropole Milan Chukka Boot (Men) (Nordstrom Exclusive)
New
ECCO

Metropole Milan Chukka Boot (Men) (Nordstrom Exclusive)

$49.96Current Price $49.96
(74% off)74% off.
$194.95Previous Price $194.95
Only a few left
Tristen Boot (Men)
MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(54)
Lockhart Mini Lug Suede Chelsea Boot (Men)
Nordstrom

Lockhart Mini Lug Suede Chelsea Boot (Men)

$32.48Current Price $32.48
(72% off)72% off.
$119.95Comparable value $119.95
(3)
Sesame Chelsea Boot (Men)
Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97
(53% off)53% off.
$119.00Comparable value $119.00
(43)
P-Ely Wingtip Boot (Men)
Steve Madden

P-Ely Wingtip Boot (Men)

$59.98Current Price $59.98
(64% off)64% off.
$170.00Comparable value $170.00
(1)
Madson II Moc Toe Waterproof Boot (Men)
SOREL

Madson II Moc Toe Waterproof Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(35)
Strathcona Chelsea Boot (Men)
New
Baffin

Strathcona Chelsea Boot (Men)

$59.96Current Price $59.96
(68% off)68% off.
$190.00Previous Price $190.00
Only a few left
Eddy Waterproof Leather Boot (Men)
Align

Eddy Waterproof Leather Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(2)
Metropole London Waterproof Suede Chukka Boot (Men)
New
ECCO

Metropole London Waterproof Suede Chukka Boot (Men)

$62.96Current Price $62.96
(72% off)72% off.
$229.95Previous Price $229.95
(3)
Only a few left
Jerome Suede Lugged Chukka Boot (Men) (Nordstrom Exclusive)
New
Vince

Jerome Suede Lugged Chukka Boot (Men) (Nordstrom Exclusive)

$79.96Current Price $79.96
(72% off)72% off.
$295.00Previous Price $295.00
(1)
Bage Chukka Boot (Men)
Tommy Hilfiger

Bage Chukka Boot (Men)

$44.96Current Price $44.96
(62% off)62% off.
$119.00Comparable value $119.00
(6)
New Tunley Chelsea Boot (Men)
BOSS

New Tunley Chelsea Boot (Men)

$67.47 – $119.97Current Price $67.47 to $119.97
(Up to 66% off select items)Up to 66% off select items.
$199.00Comparable value $199.00
(5)
Gender Inclusive 1460 Pascal Desert Brown Boot
Dr. Martens

Gender Inclusive 1460 Pascal Desert Brown Boot

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
(7)
Shepton Chukka Boot (Men)
Clarks®

Shepton Chukka Boot (Men)

$48.73 – $74.97Current Price $48.73 to $74.97
(Up to 55% off select items)Up to 55% off select items.
$100.00 – $110.00Comparable value $100.00 to $110.00
(6)
Groundbreaker Western Work Boot (Men)
New
Ariat

Groundbreaker Western Work Boot (Men)

$99.97Current Price $99.97
(Up to 44% off)Up to 44% off.
$169.95 – $179.95Comparable value $169.95 to $179.95
Highwood Chelsea Boot (Men)
New
Birkenstock

Highwood Chelsea Boot (Men)

$56.96Current Price $56.96
(72% off)72% off.
$210.00Previous Price $210.00
(3)
Only a few left
Odell II Wingtip Boot - Wide Width Available (Men)
NUNN BUSH

Odell II Wingtip Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(3)
Dixon Chukka Boot (Men)
New
Blake Mckay

Dixon Chukka Boot (Men)

$47.96Current Price $47.96
(72% off)72% off.
$175.00Previous Price $175.00
Only a few left
Skiff Combat Boot (Men)
New
AllSaints

Skiff Combat Boot (Men)

$86.96Current Price $86.96
(72% off)72% off.
$319.00Previous Price $319.00
(2)
Only a few left
Gender Inclusive Chuck Taylor All Star Elements Water Repellent Puffer Boot
New
Converse

Gender Inclusive Chuck Taylor All Star Elements Water Repellent Puffer Boot

$27.96Current Price $27.96
(72% off)72% off.
$100.00Previous Price $100.00
(1)
Joplin Lace Up Boot (Men)
Donald Pliner

Joplin Lace Up Boot (Men)

$89.98 – $112.47Current Price $89.98 to $112.47
(Up to 72% off)Up to 72% off.
$325.00Comparable value $325.00
(3)
Sawyer Chelsea Boot (Men)
Madden Men's

Sawyer Chelsea Boot (Men)

$24.98 – $34.96Current Price $24.98 to $34.96
(Up to 72% off)Up to 72% off.
$84.99 – $90.00Comparable value $84.99 to $90.00
(17)
Eddy Waterproof Leather Boot (Men)
Align

Eddy Waterproof Leather Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(1)
Zion Chukka Boot (Men)
RESERVE FOOTWEAR

Zion Chukka Boot (Men)

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(3)
Darionn Waterproof Lace-Up Cap Toe Boot (Men)
ALDO

Darionn Waterproof Lace-Up Cap Toe Boot (Men)

$44.98Current Price $44.98
(74% off)74% off.
$175.00Comparable value $175.00
(2)
Waylon Lace-Up Boot (Men)
Lee

Waylon Lace-Up Boot (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Gender Inclusive Rilla Utility Boot
Dr. Martens

Gender Inclusive Rilla Utility Boot

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
(1)
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
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
(11)
Jimara Leather Faux Fur Lined Boot (Men)
VINTAGE FOUNDRY

Jimara Leather Faux Fur Lined Boot (Men)

$59.97Current Price $59.97
(72% off)72% off.
$220.00Comparable value $220.00
(52)
Bloom Chelsea Boot (Men)
New
AllSaints

Bloom Chelsea Boot (Men)

$86.96Current Price $86.96
(72% off)72% off.
$319.00Previous Price $319.00
Only a few left
Tempo Sol Waterproof Hiking Boot (Men)
Merrell

Tempo Sol Waterproof Hiking Boot (Men)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(2)
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)
Wilder Chelsea Boot (Men)
Abound

Wilder Chelsea Boot (Men)

$34.96 – $49.97Current Price $34.96 to $49.97
(Up to 61% off select items)Up to 61% off select items.
$89.95Comparable value $89.95
(7)
Mason High Boot (Men)
New
Forsake

Mason High Boot (Men)

$49.97Current Price $49.97
(64% off)64% off.
$140.00Comparable value $140.00
(1)
Only a few left
Ozark II Chukka Boot - Wide Width Available (Men)
NUNN BUSH

Ozark II Chukka Boot - Wide Width Available (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(3)
Excavate Plain Toe Boot - Wide Width Available (Men)
NUNN BUSH

Excavate Plain Toe Boot - Wide Width Available (Men)

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

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

$49.97Current Price $49.97
(47% off)47% off.
$95.00Comparable value $95.00
(14)
Esmond Plain Toe Chukka Boot (Men)
Dockers®

Esmond Plain Toe Chukka Boot (Men)

$59.97Current Price $59.97
(29% off)29% off.
$85.00Comparable value $85.00
(10)
Chalet Chelsea Boot (Men)
Florsheim

Chalet Chelsea Boot (Men)

$69.96Current Price $69.96
(51% off)51% off.
$145.00Comparable value $145.00
(124)
Stratton Chukka Boot (Men)
VANCE CO

Stratton Chukka Boot (Men)

$74.97Current Price $74.97
(31% off)31% off.
$109.99Comparable value $109.99
(1)
Dylan Chelsea Boot (Men)
Dockers®

Dylan Chelsea Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
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
Headout Waterproof Mid Hiking Shoe (Men)
New
KEEN

Headout Waterproof Mid Hiking Shoe (Men)

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(1)
Harley Chelsea Boot (Men)
AllSaints

Harley Chelsea Boot (Men)

$97.47Current Price $97.47
(67% off)67% off.
$299.00Comparable value $299.00
(25)
Chelsea Lug Boot (Men)
New
UGG®

Chelsea Lug Boot (Men)

$99.97Current Price $99.97
(39% off)39% off.
$165.00Comparable value $165.00
(3)
Wexford Chelsea Boot (Men)
Ariat

Wexford Chelsea Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$189.95Comparable value $189.95
(4)
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
(24)
Only a few left
Julio Lugged Moc Toe Leather Boot (Men) (Exclusive Retailer)
New
BOSS

Julio Lugged Moc Toe Leather Boot (Men) (Exclusive Retailer)

$67.96Current Price $67.96
(72% off)72% off.
$250.00Previous Price $250.00
(4)
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