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Leather (Genuine) Boots for Men

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
274 items
Scotch Lug Sole Boot (Men)
Clear The Rack
Steve Madden

Scotch Lug Sole Boot (Men)

$37.48 – $44.97Current Price $37.48 to $44.97
(Extra 25% off)Includes extra 25% off.
$49.98 – $59.96Previous Price $49.98 to $59.96
$130.00Comparable value $130.00
(10)
Torhill Lo Chukka Boot (Men)
New
Clarks®

Torhill Lo Chukka Boot (Men)

$69.97Current Price $69.97
(46% off)46% off.
$130.00Comparable value $130.00
Lisbon Buckle Boot (Men)
Clear The Rack
Steve Madden

Lisbon Buckle Boot (Men)

$20.98 – $44.97Current Price $20.98 to $44.97
(Extra 25% off)Includes extra 25% off.
$27.98 – $59.96Previous Price $27.98 to $59.96
$160.00Comparable value $160.00
(1)
Grand Remix Chukka Boot (Men)
Clear The Rack
Cole Haan

Grand Remix Chukka Boot (Men)

$56.22 – $99.97Current Price $56.22 to $99.97
(Extra 25% off select items)Includes extra 25% off select items.
$74.96Previous Price $74.96
$220.00 – $230.00Comparable value $220.00 to $230.00
(15)
Otto Chukka Boot - Wide Width Available (Men)
Clear The Rack
NUNN BUSH

Otto Chukka Boot - Wide Width Available (Men)

$14.99 – $79.97Current Price $14.99 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$19.99Previous Price $19.99
$95.00 – $110.00Comparable value $95.00 to $110.00
(14)
Grand Atlantic Chelsea Boot (Men)
Clear The Rack
Cole Haan

Grand Atlantic Chelsea Boot (Men)

$33.72 – $56.22Current Price $33.72 to $56.22
(Extra 25% off)Includes extra 25% off.
$44.97 – $74.96Previous Price $44.97 to $74.96
$200.00Comparable value $200.00
(8)
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
(53)
Boswell Chukka Boot (Men)
Clear The Rack
Johnston & Murphy

Boswell Chukka Boot (Men)

$43.86 – $50.60Current Price $43.86 to $50.60
(Extra 25% off)Includes extra 25% off.
$58.48 – $67.47Previous Price $58.48 to $67.47
$175.00Comparable value $175.00
(15)
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
(2)
'Lookout' Moc Toe Boot (Men)
Ariat

'Lookout' Moc Toe Boot (Men)

$79.97Current Price $79.97
(50% off)50% off.
$159.95Comparable value $159.95
(70)
Chalet Chelsea Boot (Men)
Florsheim

Chalet Chelsea Boot (Men)

$99.97Current Price $99.97
(31% off)31% off.
$145.00Comparable value $145.00
(121)
Lite Hybrid Chukka Boot (Men)
ECCO

Lite Hybrid Chukka Boot (Men)

$79.97Current Price $79.97
(42% off)42% off.
$140.00Comparable value $140.00
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)
Peter Boot (Men)
Clear The Rack
Steve Madden

Peter Boot (Men)

$50.60Current Price $50.60
(Extra 25% off)Includes extra 25% off.
$67.47Previous Price $67.47
$170.00Comparable value $170.00
(3)
Newmark Grand Water Resistant Chelsea Boot (Men)
Clear The Rack
Cole Haan

Newmark Grand Water Resistant Chelsea Boot (Men)

$73.10Current Price $73.10
(Extra 25% off)Includes extra 25% off.
$97.47Previous Price $97.47
$360.00Comparable value $360.00
(10)
Only a few left
Chalet Leather Cap Toe Boot (Men)
Clear The Rack
Florsheim

Chalet Leather Cap Toe Boot (Men)

$61.85Current Price $61.85
(Extra 25% off)Includes extra 25% off.
$82.47Previous Price $82.47
$155.00Comparable value $155.00
(22)
Chamberlin Grand Chukka Boot (Men)
Clear The Rack
Cole Haan

Chamberlin Grand Chukka Boot (Men)

$73.10Current Price $73.10
(Extra 25% off)Includes extra 25% off.
$97.47Previous Price $97.47
$290.00Comparable value $290.00
(10)
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
(331)
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
(122)
'Lumber Up' Moc Toe Boot (Men)
Clear The Rack
Eastland

'Lumber Up' Moc Toe Boot (Men)

$26.97 – $99.97Current Price $26.97 to $99.97
(Extra 25% off select items)Includes extra 25% off select items.
$35.97 – $74.96Previous Price $35.97 to $74.96
$135.00 – $150.00Comparable value $135.00 to $150.00
(5)
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
(11)
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
New Tunley Chelsea Boot (Men)
BOSS

New Tunley Chelsea Boot (Men)

$89.97 – $149.97Current Price $89.97 to $149.97
(Up to 54% off)Up to 54% off.
$199.00Comparable value $199.00
(3)
Morse GRANDFØAM Chukka Boot (Men)
Clear The Rack
Cole Haan

Morse GRANDFØAM Chukka Boot (Men)

$73.10Current Price $73.10
(Extra 25% off)Includes extra 25% off.
$97.47Previous Price $97.47
$220.00Comparable value $220.00
(8)
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
Slabtown 62 Waterproof Moc Toe Boot (Men)
New
SOREL

Slabtown 62 Waterproof Moc Toe Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
Lockhart Mini Lug Suede Chelsea Boot (Men)
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)
Wade Boot (Men)
Clear The Rack
VITTORIO RUSSO

Wade Boot (Men)

$73.10Current Price $73.10
(Extra 25% off)Includes extra 25% off.
$97.47Previous Price $97.47
$225.00Comparable value $225.00
(2)
Gender Inclusive 101 Lace-Up Boot
Dr. Martens

Gender Inclusive 101 Lace-Up Boot

$79.97Current Price $79.97
(46% off)46% off.
$150.00Comparable value $150.00
(3)
Double Zip Boot (Men)
KARL LAGERFELD PARIS

Double Zip Boot (Men)

$119.97Current Price $119.97
(40% off)40% off.
$200.00Comparable value $200.00
'Daily Double' Chelsea Boot (Men)
Clear The Rack
Eastland

'Daily Double' Chelsea Boot (Men)

$29.98 – $33.72Current Price $29.98 to $33.72
(Extra 25% off)Includes extra 25% off.
$39.98 – $44.97Previous Price $39.98 to $44.97
$125.00Comparable value $125.00
(8)
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)
Downtown Western Boot (Men)
Ariat

Downtown Western Boot (Men)

$129.97Current Price $129.97
(50% off)50% off.
$259.95Comparable value $259.95
(25)
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
Weltridge Side Zip Boot (Men)
Clarks®

Weltridge Side Zip Boot (Men)

$94.97Current Price $94.97
(26% off)26% off.
$130.00Comparable value $130.00
(3)
Craftwell Lace-Up Boot (Men)
Clarks®

Craftwell Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$110.00Comparable value $110.00
Braise Combat Boot (Men)
Roberto Cavalli

Braise Combat Boot (Men)

$159.97Current Price $159.97
(71% off)71% off.
$570.00Comparable value $570.00
(6)
Barrett Almond Toe Boot (Men)
Ariat

Barrett Almond Toe Boot (Men)

$159.97Current Price $159.97
(38% off)38% off.
$259.95Comparable value $259.95
(4)
Hills Chelsea Boot (Men)
Anthony Veer

Hills Chelsea Boot (Men)

$74.97 – $79.97Current Price $74.97 to $79.97
(Up to 48% off)Up to 48% off.
$145.95 – $145.99Comparable value $145.95 to $145.99
Slingshot Cowboy Boot (Men)
Ariat

Slingshot Cowboy Boot (Men)

$119.97Current Price $119.97
(50% off)50% off.
$239.95Comparable value $239.95
(119)
Wallabee Scout Chukka Boot (Men)
New
Clarks® Originals

Wallabee Scout Chukka Boot (Men)

$139.97Current Price $139.97
(Up to 51% off)Up to 51% off.
$270.00 – $290.00Comparable value $270.00 to $290.00
Noog Fly Boot (Men)
Fly London

Noog Fly Boot (Men)

$154.97Current Price $154.97
(42% off)42% off.
$270.00Comparable value $270.00
Bend Chelsea Boot (Men)
New
Birkenstock

Bend Chelsea Boot (Men)

$99.97Current Price $99.97
(41% off)41% off.
$170.00Comparable value $170.00
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)
Eddy Waterproof Leather Boot (Men)
New
Align

Eddy Waterproof Leather Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
2976 Lo Rogue Chelsea Boot (Men)
New
Dr. Martens

2976 Lo Rogue Chelsea Boot (Men)

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
Crip Chelsea Boot (Men)
Roberto Cavalli

Crip Chelsea Boot (Men)

$159.97Current Price $159.97
(71% off)71% off.
$570.00Comparable value $570.00
(3)
Claus Chukka Boot (Men)
Dune London

Claus Chukka Boot (Men)

$89.97Current Price $89.97
(52% off)52% off.
$190.00Comparable value $190.00
Dain Combat Boot (Men)
Clear The Rack
Allen Edmonds

Dain Combat Boot (Men)

$101.22 – $179.97Current Price $101.22 to $179.97
(Extra 25% off select items)Includes extra 25% off select items.
$134.96Previous Price $134.96
$495.00Comparable value $495.00
(19)
2976 Wintergrip Water Resistant Chelsea Boot (Men)
Dr. Martens

2976 Wintergrip Water Resistant Chelsea Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$190.00Comparable value $190.00
(54)
Premium 6-Inch Waterproof Patent Boot (Men)
New
Timberland

Premium 6-Inch Waterproof Patent Boot (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(2724)
Wallaston Chukka Boot (Men)
Clear The Rack
Clarks®

Wallaston Chukka Boot (Men)

$44.97 – $79.97Current Price $44.97 to $79.97
(Extra 25% off select items)Includes extra 25% off select items.
$59.96Previous Price $59.96
$120.00Comparable value $120.00
(5)
'Seneca' Moc Toe Boot (Men)
Clear The Rack
Eastland

'Seneca' Moc Toe Boot (Men)

$56.22Current Price $56.22
(Extra 25% off)Includes extra 25% off.
$74.96Previous Price $74.96
$125.00Comparable value $125.00
Chicago Chukka Boot (Men)
Marc Joseph New York

Chicago Chukka Boot (Men)

$79.97Current Price $79.97
(58% off)58% off.
$195.00Comparable value $195.00
(1)
Apron Toe Combat Boot (Men)
KARL LAGERFELD PARIS

Apron Toe Combat Boot (Men)

$59.97Current Price $59.97
(76% off)76% off.
$250.00Comparable value $250.00
(2)
Only a few left
Remington Chelsea Boot (Men)
Clear The Rack
Ted Baker London

Remington Chelsea Boot (Men)

$58.48Current Price $58.48
(Extra 25% off)Includes extra 25% off.
$77.98Previous Price $77.98
$220.00Comparable value $220.00
(2)
Only a few left
Hybrid Low Boy Chelsea Boot (Men)
Ariat

Hybrid Low Boy Chelsea Boot (Men)

$99.97Current Price $99.97
(37% off)37% off.
$159.95Comparable value $159.95
(35)
Premium 6-Inch Waterproof Boot (Men)
New
Timberland

Premium 6-Inch Waterproof Boot (Men)

$99.97Current Price $99.97
(52% off)52% off.
$210.00Comparable value $210.00
(2724)
Gender Inclusive 2976 Valor Water Resistant Chelsea Boot
Dr. Martens

Gender Inclusive 2976 Valor Water Resistant Chelsea Boot

$109.97Current Price $109.97
(38% off)38% off.
$180.00Comparable value $180.00
(12)
Farrell Lace-Up Boot (Men)
New
ALDO

Farrell Lace-Up Boot (Men)

$89.97Current Price $89.97
(40% off)40% off.
$150.00Comparable value $150.00
Eddy Waterproof Leather Boot (Men)
New
Align

Eddy Waterproof Leather Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
Bodie Cowboy Boot (Men)
Ariat

Bodie Cowboy Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
(16)
Tyler Plain Toe Boot (Men)
Frye

Tyler Plain Toe Boot (Men)

$139.97Current Price $139.97
(57% off)57% off.
$328.00Comparable value $328.00
(90)
Kingston Chukka Boot (Men)
Donald Pliner

Kingston Chukka Boot (Men)

$139.97Current Price $139.97
(56% off)56% off.
$325.00Comparable value $325.00
(3)
Ridgeback Round Toe Cowboy Boot (Men)
Ariat

Ridgeback Round Toe Cowboy Boot (Men)

$109.97Current Price $109.97
(50% off)50% off.
$219.95Comparable value $219.95
(10)
Eddy Waterproof Leather Boot (Men)
New
Align

Eddy Waterproof Leather Boot (Men)

$99.97Current Price $99.97
(44% off)44% off.
$179.95Comparable value $179.95
Harley Chelsea Boot (Men)
Clear The Rack
AllSaints

Harley Chelsea Boot (Men)

$73.10 – $129.97Current Price $73.10 to $129.97
(Extra 25% off select items)Includes extra 25% off select items.
$97.47Previous Price $97.47
$299.00Comparable value $299.00
(24)
Joplin Lace Up Boot (Men)
Donald Pliner

Joplin Lace Up Boot (Men)

$149.97Current Price $149.97
(53% off)53% off.
$325.00Comparable value $325.00
(3)
Dominic Brogue Combat Boot (Men)
La Milano

Dominic Brogue Combat Boot (Men)

$79.97Current Price $79.97
(1)
Chelsea Boot (Men)
KARL LAGERFELD PARIS

Chelsea Boot (Men)

$89.97Current Price $89.97
(77% off)77% off.
$395.00Comparable value $395.00
(2)
Only a few left
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)
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$40 Off Your Next Purchase

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