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Men's Boots Under $100

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Boots Under $100
235 items
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)
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)
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)
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(20)
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
(659)
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)
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)
Hudson Lace-Up Work Boot (Men)
New
Frye

Hudson Lace-Up Work Boot (Men)

$99.96Current Price $99.96
(72% off)72% off.
$368.00Previous Price $368.00
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
(16)
Only a few left
Apron Toe Boot (Men)
Rush by Gordon Rush

Apron Toe Boot (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(14)
'Targhee II' Waterproof Boot (Men)
New
KEEN

'Targhee II' Waterproof Boot (Men)

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
(9)
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)
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)
Stuart Chukka (Men)
New
Josef Seibel

Stuart Chukka (Men)

$69.97Current Price $69.97
(61% off)61% off.
$180.00Comparable value $180.00
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
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)
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)
Gainsly Chelsea Boot (Men)
Tommy Hilfiger

Gainsly Chelsea Boot (Men)

$41.96 – $59.97Current Price $41.96 to $59.97
(Up to 66% off select items)Up to 66% off select items.
$125.00Comparable value $125.00
(2)
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)
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
Speed Solo Mid Waterproof Hiking Boot (Men)
Merrell

Speed Solo Mid Waterproof Hiking Boot (Men)

$94.97Current Price $94.97
(40% off)40% off.
$160.00Comparable value $160.00
(6)
Only a few left
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)
Bushwick Chukka Boot (Men)
Anthony Veer

Bushwick Chukka Boot (Men)

$74.97Current Price $74.97
(48% off)48% off.
$145.99Comparable value $145.99
(1)
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)
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)
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)
Only a few left
Torhill Lo Chukka Boot (Men)
Clarks®

Torhill Lo Chukka Boot (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
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)
Chamberlin Grand Chukka Boot (Men)
Cole Haan

Chamberlin Grand Chukka Boot (Men)

$77.98Current Price $77.98
(73% off)73% off.
$290.00Comparable value $290.00
(12)
Joel Boot (Men)
XRAY

Joel Boot (Men)

$39.97Current Price $39.97
(50% off)50% off.
$80.00Comparable value $80.00
(3)
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
Metropole Milan Chelsea Boot (Men)
New
ECCO

Metropole Milan Chelsea Boot (Men)

$49.96Current Price $49.96
(74% off)74% off.
$194.95Previous Price $194.95
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
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)
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)
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
Milton Chukka Boot (Men)
VINTAGE FOUNDRY

Milton Chukka Boot (Men)

$59.97Current Price $59.97
(66% off)66% off.
$180.00Comparable value $180.00
(3)
Newford Chukka Boot (Men)
New
Clarks®

Newford Chukka Boot (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
Speed Solo Waterproof Mid Hiking Sneaker (Men)
Merrell

Speed Solo Waterproof Mid Hiking Sneaker (Men)

$94.97Current Price $94.97
(40% off)40% off.
$160.00Comparable value $160.00
(5)
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)
Gender Inclusive Zebzag 4-Eye Lace-Up Boot
Dr. Martens

Gender Inclusive Zebzag 4-Eye Lace-Up Boot

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
(1)
Wexford Chelsea Boot (Men)
Ariat

Wexford Chelsea Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$189.95Comparable value $189.95
(4)
Wallabee Gore-Tex® Waterproof Shoe (Men)
New
Clarks® Originals

Wallabee Gore-Tex® Waterproof Shoe (Men)

$99.97 – $119.97Current Price $99.97 to $119.97
(Up to 60% off)Up to 60% off.
$240.00 – $250.00Comparable value $240.00 to $250.00
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
Conrad Waterproof Hiking Boot (Men)
New
Propét

Conrad Waterproof Hiking Boot (Men)

$59.97Current Price $59.97
(57% off)57% off.
$139.99Comparable value $139.99
Primo High Top Chukka Boot (Men)
Bruno Magli

Primo High Top Chukka Boot (Men)

$99.97Current Price $99.97
(71% off)71% off.
$350.00Comparable value $350.00
(4)
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)
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)
Desert Boot (Men)
New
Clarks® Originals

Desert Boot (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
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)
Only a few left
Derrk Chelsea Boot (Men)
New
BOSS

Derrk Chelsea Boot (Men)

$79.96Current Price $79.96
(73% off)73% off.
$299.00Previous Price $299.00
(3)
Cian Side Zip Boot (Men)
Dune London

Cian Side Zip Boot (Men)

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
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)
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)
Zuma II Boot (Men)
Dr. Martens

Zuma II Boot (Men)

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
(15)
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
Cloud Low Waterproof Winter Boot (Men)
New
Baffin

Cloud Low Waterproof Winter Boot (Men)

$92.99Current Price $92.99
(40% off)40% off.
$155.00Previous Price $155.00
(2)
Only a few left
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)
Only a few left
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)
Only a few left
Native Johnny Treklite Water Repellent Boot (Men)
Native Shoes

Native Johnny Treklite Water Repellent Boot (Men)

$74.97Current Price $74.97
(31% off)31% off.
$110.00Comparable value $110.00
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)
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
(415)
Spitfire Leather Chukka Boot (Men)
Ariat

Spitfire Leather Chukka Boot (Men)

$69.97Current Price $69.97
(50% off)50% off.
$139.95Comparable value $139.95
(58)
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)
Chalet Chelsea Boot (Men)
Florsheim

Chalet Chelsea Boot (Men)

$69.96Current Price $69.96
(51% off)51% off.
$145.00Comparable value $145.00
(124)
Anderson Casual Chukka Boot (Men)
VINTAGE FOUNDRY

Anderson Casual Chukka Boot (Men)

$69.97Current Price $69.97
(60% off)60% off.
$175.00Comparable value $175.00
Walton Lace-Up Boot (Men)
New
ALDO

Walton Lace-Up Boot (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
Grotto II Boot (Women)
LUGZ

Grotto II Boot (Women)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(1)
Bloom Chelsea Boot (Men)
New
AllSaints

Bloom Chelsea Boot (Men)

$86.96Current Price $86.96
(72% off)72% off.
$319.00Previous Price $319.00
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)
Combs Coated Boot (Men)
New
Dr. Martens

Combs Coated Boot (Men)

$89.97Current Price $89.97
(35% off)35% off.
$140.00Comparable value $140.00
Only a few left
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