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Men's Boots Under $100

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
304 items
Welch Chukka Boot (Men)
JOHNSTON & MURPHY COLLECTION

Welch Chukka Boot (Men)

$76.48Current Price $76.48
(Extra 40% off)Includes extra 40% off.
$127.47Previous Price $127.47
$265.00Comparable value $265.00
Price Drop
(9)
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
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)
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
Hybrid Low Boy Chelsea Boot (Men)
Ariat

Hybrid Low Boy Chelsea Boot (Men)

$89.97Current Price $89.97
(43% off)43% off.
$159.95Comparable value $159.95
(27)
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
High Fidelity Leather Boot (Men)
Eastland

High Fidelity Leather Boot (Men)

$35.97 – $39.58Current Price $35.97 to $39.58
(Extra 40% off)Includes extra 40% off.
$59.96 – $65.98Previous Price $59.96 to $65.98
$135.00Comparable value $135.00
Price Drop
(1)
Delton Plain Toe Chelsea Boot (Men)
NUNN BUSH

Delton Plain Toe Chelsea Boot (Men)

$24.73 – $54.97Current Price $24.73 to $54.97
(Extra 40% off select items)Includes extra 40% off select items.
$41.22Previous Price $41.22
$95.00Comparable value $95.00
Price Drop
Across II Cap Toe Chukka Boot (Men)
La Milano

Across II Cap Toe Chukka Boot (Men)

$79.97Current Price $79.97
(20% off)20% off.
$99.99Comparable value $99.99
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
(1)
Rilyn Chelsea Boot (Men)
Steve Madden

Rilyn Chelsea Boot (Men)

$79.97Current Price $79.97
(50% off)50% off.
$160.00Comparable value $160.00
(16)
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
(1)
Only a few left
Sport Stratten Leather Boot (Men)
New
Ariat

Sport Stratten Leather Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$189.95Comparable value $189.95
(73)
Marshon Vegan Suede Chelsea Boot (Men)
VANCE CO

Marshon Vegan Suede Chelsea Boot (Men)

$59.97Current Price $59.97
(40% off)40% off.
$99.99Comparable value $99.99
Blackwell Lace-Up Boot (Men)
VANCE CO

Blackwell Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Tobias Lug Sole Boot (Men)
Dockers®

Tobias Lug Sole Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(5)
Belgrade Boot (Men)
Eastland

Belgrade Boot (Men)

$29.23 – $29.99Current Price $29.23 to $29.99
(Extra 40% off)Includes extra 40% off.
$48.73 – $49.99Previous Price $48.73 to $49.99
$140.00Comparable value $140.00
Price Drop
Only a few left
Slater Chelsea Boot (Men)
VANCE CO

Slater Chelsea Boot (Men)

$26.98 – $33.73Current Price $26.98 to $33.73
(Extra 40% off)Includes extra 40% off.
$44.98 – $56.22Previous Price $44.98 to $56.22
$109.99Comparable value $109.99
Price Drop
(1)
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)
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
Austin Cap Toe Chukka Boot - Wide Width (Men)
VANCE CO

Austin Cap Toe Chukka Boot - Wide Width (Men)

$11.53 – $39.99Current Price $11.53 to $39.99
(Extra 40% off select items)Includes extra 40% off select items.
$19.23 – $39.99Previous Price $19.23 to $39.99
$89.99Comparable value $89.99
Price Drop
(3)
Blaze Lace Cap Toe Boot (Men)
Tommy Hilfiger

Blaze Lace Cap Toe Boot (Men)

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
Baxter Boot (Men)
Eastland

Baxter Boot (Men)

$29.37 – $29.99Current Price $29.37 to $29.99
(Extra 40% off)Includes extra 40% off.
$48.96 – $49.99Previous Price $48.96 to $49.99
$135.00Comparable value $135.00
Price Drop
Classic Mini Atherson Boot (Men)
UGG®

Classic Mini Atherson Boot (Men)

$74.96Current Price $74.96
(60% off)60% off.
$190.00Comparable value $190.00
New Markdown
(9)
Only a few left
Camden Chelsea Boot (Men)
Dockers®

Camden Chelsea Boot (Men)

$59.99Current Price $59.99
(29% off)29% off.
$85.00Comparable value $85.00
Wesley Chelsea Boot (Men)
Steve Madden

Wesley Chelsea Boot (Men)

$33.13 – $38.23Current Price $33.13 to $38.23
(Extra 40% off)Includes extra 40% off.
$55.23 – $63.72Previous Price $55.23 to $63.72
$150.00Comparable value $150.00
Price Drop
(1)
Peak Waterproof Duck Toe Snow Boot (Men)
POLAR RANGE

Peak Waterproof Duck Toe Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(1)
Only a few left
Azzano Plain Toe Chelsea Boot (Men)
Florsheim

Azzano Plain Toe Chelsea Boot (Men)

$49.48Current Price $49.48
(Extra 40% off)Includes extra 40% off.
$82.47Previous Price $82.47
$145.00Comparable value $145.00
Price Drop
Neumel Shaggy Suede Chukka Boot (Men)
UGG®

Neumel Shaggy Suede Chukka Boot (Men)

$71.22Current Price $71.22
(52% off)52% off.
$150.00Comparable value $150.00
New Markdown
(2)
Steel Toe Work Boot (Men)
AVALANCHE

Steel Toe Work Boot (Men)

$59.97Current Price $59.97
(25% off)25% off.
$79.99Comparable value $79.99
(2)
Only a few left
Barrett Alpine Boot (Men)
Johnston & Murphy

Barrett Alpine Boot (Men)

$44.97Current Price $44.97
(Extra 40% off)Includes extra 40% off.
$74.96Previous Price $74.96
$185.00Comparable value $185.00
Price Drop
(14)
Only a few left
Ryder Pull-On Boot (Men)
RESERVE FOOTWEAR

Ryder Pull-On Boot (Men)

$44.97Current Price $44.97
(54% off)54% off.
$98.00Comparable value $98.00
(3)
Only a few left
Thames Chukka Boot (Men)
Ben Sherman

Thames Chukka Boot (Men)

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
Rogue Lace-Up Boot (Men)
VANCE CO

Rogue Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
Sesame Chelsea Boot (Men)
New
Tommy Hilfiger

Sesame Chelsea Boot (Men)

$54.97Current Price $54.97
(53% off)53% off.
$119.00Comparable value $119.00
(34)
Chase Plain Toe Chukka Boot - Wide Width Available (Men)
NUNN BUSH

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

$19.48 – $54.97Current Price $19.48 to $54.97
(Extra 40% off select items)Includes extra 40% off select items.
$32.48 – $33.72Previous Price $32.48 to $33.72
$95.00Comparable value $95.00
Price Drop
(13)
Hiking Boot (Men)
AVALANCHE

Hiking Boot (Men)

$29.97Current Price $29.97
(25% off)25% off.
$39.99Comparable value $39.99
Only a few left
Hearth II Combat Boot (Men)
La Milano

Hearth II Combat Boot (Men)

$54.97Current Price $54.97
(31% off)31% off.
$79.99Comparable value $79.99
(1)
Only a few left
Nash Chelsea Boot (Men)
Abound

Nash Chelsea Boot (Men)

$59.97Current Price $59.97
(33% off)33% off.
$89.95Comparable value $89.95
Bage Chukka Boot (Men)
Tommy Hilfiger

Bage Chukka Boot (Men)

$59.97Current Price $59.97
(49% off)49% off.
$119.00Comparable value $119.00
(6)
Thorpe Wingtip Chelsea Boot (Men)
VANCE CO

Thorpe Wingtip Chelsea Boot (Men)

$44.97 – $49.97Current Price $44.97 to $49.97
(Up to 59% off)Up to 59% off.
$109.99Comparable value $109.99
(4)
Waylon Lace-Up Boot (Men)
New
Lee

Waylon Lace-Up Boot (Men)

$74.97Current Price $74.97
(25% off)25% off.
$100.00Comparable value $100.00
Derrick Vegan Leather Ankle Boot (Men)
VANCE CO

Derrick Vegan Leather Ankle Boot (Men)

$59.97Current Price $59.97
(45% off)45% off.
$109.99Comparable value $109.99
(2)
Jadon HDW II Platform Boot (Women)
Dr. Martens

Jadon HDW II Platform Boot (Women)

$38.98Current Price $38.98
(Extra 40% off)Includes extra 40% off.
$64.98Previous Price $64.98
$220.00Comparable value $220.00
Price Drop
(7)
Keegan Chukka Boot
Thomas & Vine

Keegan Chukka Boot

$79.97Current Price $79.97
(23% off)23% off.
$104.97Comparable value $104.97
(2)
Roberto Square-Toe Slip-On Boot (Men)
VINTAGE FOUNDRY

Roberto Square-Toe Slip-On 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
(24)
Grotto II Boot (Women)
LUGZ

Grotto II Boot (Women)

$59.97Current Price $59.97
(25% off)25% off.
$80.00Comparable value $80.00
(1)
Josiah Chelsea Boot (Men)
VANCE CO

Josiah Chelsea Boot (Men)

$35.97Current Price $35.97
(Extra 40% off)Includes extra 40% off.
$59.96Previous Price $59.96
$109.99Comparable value $109.99
Price Drop
Only a few left
Venture Daze Ultra Mini Genuine Shearling Platform Bootie (Women)
UGG®

Venture Daze Ultra Mini Genuine Shearling Platform Bootie (Women)

$99.99Current Price $99.99
(47% off)47% off.
$190.00Comparable value $190.00
(6)
Louvier Cap Toe Chelsea Boot (Men)
La Milano

Louvier Cap Toe Chelsea Boot (Men)

$79.97Current Price $79.97
(20% off)20% off.
$99.99Comparable value $99.99
(1)
Only a few left
Dryden Waterproof Snow Boot (Men)
POLAR RANGE

Dryden Waterproof Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
Only a few left
Convoy Fleece Boot (Men)
LUGZ

Convoy Fleece Boot (Men)

$49.97Current Price $49.97
(41% off)41% off.
$85.00Comparable value $85.00
(2)
Questo Brogue Combat Boot (Men)
La Milano

Questo Brogue Combat Boot (Men)

$79.97Current Price $79.97
(1)
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)
Heritage Western Boot (Men)
Ariat

Heritage Western Boot (Men)

$67.48Current Price $67.48
(Extra 40% off)Includes extra 40% off.
$112.47Previous Price $112.47
$189.95Comparable value $189.95
Price Drop
(368)
Berton Chelsea Boot (Men)
Tommy Hilfiger

Berton Chelsea 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
Only a few left
Estiban Chelsea Boot (Men)
MADDEN

Estiban Chelsea Boot (Men)

$54.97Current Price $54.97
(35% off)35% off.
$85.00Comparable value $85.00
(5)
Forge Chelsea Boot (Men)
Florsheim

Forge Chelsea Boot (Men)

$42.88 – $49.48Current Price $42.88 to $49.48
(Extra 40% off)Includes extra 40% off.
$71.48 – $82.47Previous Price $71.48 to $82.47
$130.00Comparable value $130.00
Price Drop
(3)
Arctic Waterproof Faux-Fur Lined Duck Toe Snow Boot (Men)
POLAR RANGE

Arctic Waterproof Faux-Fur Lined Duck Toe Snow Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(2)
Only a few left
Bradley Chelsea Boot (Men)
Stacy Adams

Bradley Chelsea Boot (Men)

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
Milford Duck Boot (Men)
JBU

Milford Duck Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(4)
Dominic Brogue Combat Boot (Men)
La Milano

Dominic Brogue Combat Boot (Men)

$79.97Current Price $79.97
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)
Jimmy Plain Toe Vegan Leather Chukka Boot (Men)
VANCE CO

Jimmy Plain Toe Vegan Leather Chukka Boot (Men)

$39.99Current Price $39.99
(63% off)63% off.
$109.99Comparable value $109.99
Only a few left
Cozy Faux Fur Lined Winter Boots (Men)
AVALANCHE

Cozy Faux Fur Lined Winter Boots (Men)

$29.97Current Price $29.97
(40% off)40% off.
$49.99Comparable value $49.99
Prescot Mid Top Sneaker (Men)
Lee

Prescot Mid Top Sneaker (Men)

$69.97Current Price $69.97
(26% off)26% off.
$95.00Comparable value $95.00
Roswel Plain Toe Chelsea Boot (Men)
Steve Madden

Roswel Plain Toe Chelsea Boot (Men)

$40.48Current Price $40.48
(Extra 40% off)Includes extra 40% off.
$67.47Previous Price $67.47
$140.00Comparable value $140.00
Price Drop
Landon Chelsea Boot - Wide Width (Men)
VANCE CO

Landon Chelsea Boot - Wide Width (Men)

$14.83 – $49.97Current Price $14.83 to $49.97
(Extra 40% off select items)Includes extra 40% off select items.
$24.73Previous Price $24.73
$84.99Comparable value $84.99
Price Drop
(11)
Ruvo Chelsea Boot (Men)
Florsheim

Ruvo Chelsea Boot (Men)

$49.48Current Price $49.48
(Extra 40% off)Includes extra 40% off.
$82.47Previous Price $82.47
$150.00Comparable value $150.00
Price Drop
(22)
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)
Wingtip Chelsea Boot (Men)
Gino Vitale

Wingtip Chelsea Boot (Men)

$89.97Current Price $89.97
(43% off)43% off.
$159.99Comparable value $159.99
Crest Cap Toe Chelsea Boot (Men)
La Milano

Crest Cap Toe Chelsea Boot (Men)

$79.97Current Price $79.97
(20% off)20% off.
$99.99Comparable value $99.99
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