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Boots for Men

Men’s dress boots.
Dress Boots
A men’s Chelsea boot.
Chelsea
A men’s lace-up boot.
Combat & Lace-Up
Men’s rain and snow boots.
Rain & Snow
Men’s UGG® boots.
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Men’s boots under $100.
Under $100
  • All Boots
  • Chelsea
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  • Boots Under $100
410 items
Theo Chukka Boot (Men)
Børn

Theo Chukka Boot (Men)

$33.57 – $35.97Current Price $33.57 to $35.97
(Extra 40% off)Includes extra 40% off.
$55.96 – $59.96Previous Price $55.96 to $59.96
$130.00Comparable value $130.00
Price Drop
(9)
Lockhart Mini Lug Suede Chelsea Boot (Men)
New
Nordstrom

Lockhart Mini Lug Suede Chelsea Boot (Men)

$49.97Current Price $49.97
(58% off)58% off.
$119.95Comparable value $119.95
(2)
Madson II Moc Toe Waterproof Boot (Men)
New
SOREL

Madson II Moc Toe Waterproof Boot (Men)

$99.97Current Price $99.97
(50% off)50% off.
$200.00Comparable value $200.00
(35)
Only a few left
Slabtown '62™ Waterproof Moc Toe Boot (Men)
New
SOREL

Slabtown '62™ Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97
(42% off)42% off.
$175.00Comparable value $175.00
(11)
Chamberlin Grand Chukka Boot (Men)
Cole Haan

Chamberlin Grand Chukka Boot (Men)

$58.48 – $129.97Current Price $58.48 to $129.97
(Extra 40% off select items)Includes extra 40% off select items.
$97.47Previous Price $97.47
$290.00Comparable value $290.00
Price Drop
(6)
Henry Chukka Boot (Men)
GREATS

Henry Chukka Boot (Men)

$59.97Current Price $59.97
(73% off)73% off.
$225.00Comparable value $225.00
(2)
Only a few left
Brycee Lug Sole Boot (Men)
MADDEN

Brycee Lug Sole Boot (Men)

$25.33 – $64.97Current Price $25.33 to $64.97
(Extra 40% off select items)Includes extra 40% off select items.
$42.23Previous Price $42.23
$100.00Comparable value $100.00
Price Drop
(2)
CALLSIGN HORIZON™ Mid GTX Gore-Tex® Waterproof Sneaker (Men)
New
SOREL

CALLSIGN HORIZON™ Mid GTX Gore-Tex® Waterproof Sneaker (Men)

$109.97Current Price $109.97
(50% off)50% off.
$220.00Comparable value $220.00
(3)
Boswell Chukka Boot (Men)
Johnston & Murphy

Boswell Chukka Boot (Men)

$40.48 – $89.97Current Price $40.48 to $89.97
(Extra 40% off select items)Includes extra 40% off select items.
$67.47Previous Price $67.47
$175.00Comparable value $175.00
Price Drop
(12)
Nalukai Kala Moc Toe Boot (Men)
OluKai

Nalukai Kala Moc Toe Boot (Men)

$49.99Current Price $49.99
(64% off)64% off.
$140.00Comparable value $140.00
(2)
Only a few left
Avenue Duck Boot (Men)
Sperry

Avenue Duck Boot (Men)

$26.98Current Price $26.98
(Extra 40% off)Includes extra 40% off.
$44.97Previous Price $44.97
$120.00Comparable value $120.00
Price Drop
(20)
Cyprus™ Waterproof Chelsea Boot (Men)
New
SOREL

Cyprus™ Waterproof Chelsea Boot (Men)

$74.99Current Price $74.99
(40% off)40% off.
$125.00Previous Price $125.00
Only a few left
Tempo Sol Waterproof Mid Top Hiking Boot (Men)
New
Merrell

Tempo Sol Waterproof Mid Top Hiking Boot (Men)

$79.97Current Price $79.97
(20% off)20% off.
$100.00Comparable value $100.00
'Lookout' Moc Toe Boot (Men)
New
Ariat

'Lookout' Moc Toe Boot (Men)

$79.97Current Price $79.97
(50% off)50% off.
$159.95Comparable value $159.95
(69)
'Lumber Up' Moc Toe Boot (Men)
Eastland

'Lumber Up' Moc Toe Boot (Men)

$35.97 – $99.97Current Price $35.97 to $99.97
(Extra 40% off select items)Includes extra 40% off select items.
$59.96 – $89.96Previous Price $59.96 to $89.96
$135.00 – $150.00Comparable value $135.00 to $150.00
Price Drop
(4)
Wallaston Chukka Boot (Men)
Clarks®

Wallaston Chukka Boot (Men)

$35.97 – $79.97Current Price $35.97 to $79.97
(Extra 40% off select items)Includes extra 40% off select items.
$59.96Previous Price $59.96
$120.00Comparable value $120.00
Price Drop
(2)
Harbin Chukka Boot (Men)
Tommy Hilfiger

Harbin Chukka Boot (Men)

$23.38 – $59.97Current Price $23.38 to $59.97
(Extra 40% off select items)Includes extra 40% off select items.
$38.98Previous Price $38.98
$119.00Comparable value $119.00
Price Drop
(10)
Knighton Boot (Men)
ALDO

Knighton Boot (Men)

$23.38 – $29.99Current Price $23.38 to $29.99
(Extra 40% off)Includes extra 40% off.
$38.98 – $49.99Previous Price $38.98 to $49.99
$130.00 – $150.00Comparable value $130.00 to $150.00
Price Drop
(2)
Weltridge Side Zip Boot (Men)
Clarks®

Weltridge Side Zip Boot (Men)

$42.73 – $94.97Current Price $42.73 to $94.97
(Extra 40% off select items)Includes extra 40% off select items.
$71.22Previous Price $71.22
$130.00Comparable value $130.00
Price Drop
(2)
Downtown Western Boot (Men)
Ariat

Downtown Western Boot (Men)

$139.97Current Price $139.97
(46% off)46% off.
$259.95Comparable value $259.95
(22)
Morse GRANDFØAM Chukka Boot (Men)
Cole Haan

Morse GRANDFØAM Chukka Boot (Men)

$50.68 – $129.97Current Price $50.68 to $129.97
(Extra 40% off select items)Includes extra 40% off select items.
$84.48 – $97.47Previous Price $84.48 to $97.47
$220.00Comparable value $220.00
Price Drop
(1)
'Seneca' Moc Toe Boot (Men)
Eastland

'Seneca' Moc Toe Boot (Men)

$44.97Current Price $44.97
(Extra 40% off)Includes extra 40% off.
$74.96Previous Price $74.96
$125.00Comparable value $125.00
Price Drop
Claus Chukka Boot (Men)
Dune London

Claus Chukka Boot (Men)

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
Spitfire Leather Chukka Boot (Men)
Ariat

Spitfire Leather Chukka Boot (Men)

$59.97Current Price $59.97
(53% off)53% off.
$129.95Comparable value $129.95
(320)
Cheyanne Metro II Waterproof Duck Boot (Men)
SOREL

Cheyanne Metro II Waterproof Duck Boot (Men)

$59.96Current Price $59.96
(60% off)60% off.
$150.00Comparable value $150.00
(6)
Only a few left
Seth Memory Foam Chukka Boot (Men)
Eastland

Seth Memory Foam Chukka Boot (Men)

$26.97Current Price $26.97
(Extra 40% off)Includes extra 40% off.
$44.96Previous Price $44.96
$90.00Comparable value $90.00
Price Drop
(1)
Kingham Waterproof Boot (Men)
New
Ariat

Kingham Waterproof Boot (Men)

$99.97Current Price $99.97
(45% off)45% off.
$184.95Comparable value $184.95
(22)
Bradley Water Repellent Leather Boot (Men)
Hey Dude

Bradley Water Repellent Leather Boot (Men)

$49.97Current Price $49.97
(47% off)47% off.
$94.99Comparable value $94.99
(25)
Grand Atlantic Chukka Boot - Wide Width Available (Men)
Cole Haan

Grand Atlantic Chukka Boot - Wide Width Available (Men)

$44.97Current Price $44.97
(Extra 40% off)Includes extra 40% off.
$74.96Previous Price $74.96
$200.00Comparable value $200.00
Price Drop
(42)
Scotch Lug Sole Boot (Men)
Steve Madden

Scotch Lug Sole Boot (Men)

$79.97Current Price $79.97
(38% off)38% off.
$130.00Comparable value $130.00
(7)
Donovan Chukka Boot (Men)
Allen Edmonds

Donovan Chukka Boot (Men)

$77.98 – $199.97Current Price $77.98 to $199.97
(Extra 40% off select items)Includes extra 40% off select items.
$129.98Previous Price $129.98
$495.00Comparable value $495.00
Price Drop
(2)
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)
Jimara Leather Faux Fur Lined Boot (Men)
VINTAGE FOUNDRY

Jimara Leather Faux Fur Lined Boot (Men)

$89.97Current Price $89.97
(59% off)59% off.
$220.00Comparable value $220.00
(52)
Lite Hybrid Chukka Boot (Men)
New
ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
Gender Inclusive 1460 Pascal Desert Brown Boot
New
Dr. Martens

Gender Inclusive 1460 Pascal Desert Brown Boot

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
Speed Strike 2 Hiking Boot (Men)
New
Merrell

Speed Strike 2 Hiking Boot (Men)

$89.97Current Price $89.97
(25% off)25% off.
$120.00Comparable value $120.00
(18)
Barrett Almond Toe Boot (Men)
New
Ariat

Barrett Almond Toe Boot (Men)

$159.97Current Price $159.97
(38% off)38% off.
$259.95Comparable value $259.95
(4)
Yukon Waterproof Snow Boot (Men)
POLAR RANGE

Yukon Waterproof Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
Arno Waterproof Snow Boot (Men)
POLAR RANGE

Arno Waterproof Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(2)
Slabtown 62 Waterproof Chelsea Boot (Men)
New
SOREL

Slabtown 62 Waterproof Chelsea Boot (Men)

$74.96 – $99.99Current Price $74.96 to $99.99
(Up to 55% off)Up to 55% off.
$170.00Comparable value $170.00
(3)
Only a few left
Ridgeback Round Toe Cowboy Boot (Men)
New
Ariat

Ridgeback Round Toe Cowboy Boot (Men)

$109.97Current Price $109.97
(50% off)50% off.
$219.95Comparable value $219.95
(9)
Chandler Lug Chukka Boot (Men)
Allen Edmonds

Chandler Lug Chukka Boot (Men)

$77.98 – $199.97Current Price $77.98 to $199.97
(Extra 40% off select items)Includes extra 40% off select items.
$129.98Previous Price $129.98
$495.00Comparable value $495.00
Price Drop
(35)
Ankeny II Waterproof Hiking Boot (Men)
SOREL

Ankeny II Waterproof Hiking Boot (Men)

$89.97Current Price $89.97
(45% off)45% off.
$165.00Comparable value $165.00
(9)
Esmond Chukka Boot (Men)
Dockers®

Esmond Chukka Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
June Chukka Boot (Men)
Vince

June Chukka Boot (Men)

$58.48 – $67.48Current Price $58.48 to $67.48
(Extra 40% off)Includes extra 40% off.
$97.48 – $112.47Previous Price $97.48 to $112.47
$375.00Comparable value $375.00
Price Drop
(1)
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
(9)
Gender Inclusive 101 Lace-Up Boot
New
Dr. Martens

Gender Inclusive 101 Lace-Up Boot

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(2)
Shepton Chukka Boot (Men)
Clarks®

Shepton Chukka Boot (Men)

$74.97Current Price $74.97
(Up to 31% off)Up to 31% off.
$100.00 – $110.00Comparable value $100.00 to $110.00
(4)
Arno Waterproof Snow Boot (Men)
POLAR RANGE

Arno Waterproof Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(2)
Delton Plain Toe Chukka Boot (Men)
NUNN BUSH

Delton Plain Toe Chukka Boot (Men)

$54.97Current Price $54.97
(42% off)42% off.
$95.00Comparable value $95.00
Carson Hybrid Chukka Boot (Men)
Allen Edmonds

Carson Hybrid Chukka Boot (Men)

$58.48 – $149.97Current Price $58.48 to $149.97
(Extra 40% off select items)Includes extra 40% off select items.
$97.48 – $99.99Previous Price $97.48 to $99.99
$345.00Comparable value $345.00
Price Drop
(32)
Apron Toe Combat Boot (Men)
New
KARL LAGERFELD PARIS

Apron Toe Combat Boot (Men)

$59.97Current Price $59.97
(76% off)76% off.
$250.00Comparable value $250.00
Gonzal Lace-Up Boot (Men)
Tommy Hilfiger

Gonzal Lace-Up Boot (Men)

$59.97Current Price $59.97
(55% off)55% off.
$135.00Comparable value $135.00
(1)
Futurity Champ Western Boot (Men)
New
Ariat

Futurity Champ Western Boot (Men)

$179.97Current Price $179.97
(37% off)37% off.
$289.95Comparable value $289.95
(16)
Mac Hill™ Lite Waterproof Mid Plus Boot (Men)
SOREL

Mac Hill™ Lite Waterproof Mid Plus Boot (Men)

$59.98Current Price $59.98
(65% off)65% off.
$175.00Comparable value $175.00
(2)
Only a few left
Chamberlin Grand Water Resistant Chelsea Boot (Men)
Cole Haan

Chamberlin Grand Water Resistant Chelsea Boot (Men)

$58.48 – $119.97Current Price $58.48 to $119.97
(Extra 40% off select items)Includes extra 40% off select items.
$97.47Previous Price $97.47
$260.00Comparable value $260.00
Price Drop
(10)
Shepparton Genuine Shearling Boot (Men)
DEARFOAMS

Shepparton Genuine Shearling Boot (Men)

$49.99Current Price $49.99
(61% off)61% off.
$130.00Comparable value $130.00
(15)
Moc Toe Boot (Men)
Dockers®

Moc Toe Boot (Men)

$64.97Current Price $64.97
(31% off)31% off.
$95.00Comparable value $95.00
(4)
Hi-Line Waterproof Lace-Up Boot (Men)
SOREL

Hi-Line Waterproof Lace-Up Boot (Men)

$62.96Current Price $62.96
(65% off)65% off.
$185.00Comparable value $185.00
(27)
Tristen Boot (Men)
MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(45)
Marlow Chukka Boot (Men)
VINTAGE FOUNDRY

Marlow Chukka Boot (Men)

$54.97Current Price $54.97
(70% off)70% off.
$185.00Comparable value $185.00
Only a few left
Dustin Boot (Men)
Dockers®

Dustin Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(2)
Peter Boot (Men)
Steve Madden

Peter Boot (Men)

$89.97Current Price $89.97
(47% off)47% off.
$170.00Comparable value $170.00
(3)
Marrow Lug Sole Boot (Men)
Dune London

Marrow Lug Sole Boot (Men)

$104.97Current Price $104.97
(52% off)52% off.
$220.00Comparable value $220.00
Grand Atlantic Chelsea Boot (Men)
Cole Haan

Grand Atlantic Chelsea Boot (Men)

$44.97Current Price $44.97
(Extra 40% off)Includes extra 40% off.
$74.96Previous Price $74.96
$200.00Comparable value $200.00
Price Drop
(4)
Karnak Water Resistant Plain Toe Boot (Men)
NUNN BUSH

Karnak Water Resistant Plain Toe Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
Speed Solo Waterproof Mid Hiking Sneaker (Men)
New
Merrell

Speed Solo Waterproof Mid Hiking Sneaker (Men)

$94.97Current Price $94.97
(40% off)40% off.
$160.00Comparable value $160.00
(3)
Gender Inclusive Rilla Utility Boot
New
Dr. Martens

Gender Inclusive Rilla Utility Boot

$74.97Current Price $74.97
(42% off)42% off.
$130.00Comparable value $130.00
'Seneca' Moc Toe Boot (Men)
Eastland

'Seneca' Moc Toe Boot (Men)

$44.97Current Price $44.97
(Extra 40% off)Includes extra 40% off.
$74.96Previous Price $74.96
$125.00Comparable value $125.00
Price Drop
Hustler Western Boot (Men)
New
Ariat

Hustler Western Boot (Men)

$129.97Current Price $129.97
(48% off)48% off.
$249.95Comparable value $249.95
(12)
Dallas Western Boot (Men)
Allen Edmonds

Dallas Western Boot (Men)

$199.97Current Price $199.97
(66% off)66% off.
$595.00Comparable value $595.00
(62)
Sawyer Chelsea Boot (Men)
Steve Madden

Sawyer Chelsea Boot (Men)

$20.97 – $49.97Current Price $20.97 to $49.97
(Extra 40% off select items)Includes extra 40% off select items.
$34.96Previous Price $34.96
$90.00Comparable value $90.00
Price Drop
(12)
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