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Boots for Men

  • All Boots
  • Chelsea
  • Chukka
  • Combat & Lace-Up
  • Comfort
  • Dress Boots
  • Rain & Snow
  • Boots Under $100
422 items
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)
Wexford Chelsea Boot (Men)
New
Ariat

Wexford Chelsea Boot (Men)

$99.97Current Price $99.97
(47% off)47% off.
$189.95Comparable value $189.95
(4)
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)
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)
Briggs Leather Boot (Men)
Allen Edmonds

Briggs Leather Boot (Men)

$179.97Current Price $179.97
(67% off)67% off.
$550.00Comparable value $550.00
(3)
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
Lyle Chelsea Boot (Men)
VINTAGE FOUNDRY

Lyle Chelsea Boot (Men)

$41.98 – $44.97Current Price $41.98 to $44.97
(Extra 40% off)Includes extra 40% off.
$69.98 – $74.96Previous Price $69.98 to $74.96
$200.00Comparable value $200.00
Price Drop
(3)
Kingston Chukka Boot (Men)
Donald Pliner

Kingston Chukka Boot (Men)

$139.97Current Price $139.97
(56% off)56% off.
$325.00Comparable value $325.00
(2)
Motion Ledge Mid Hiking Boot (Men)
Timberland

Motion Ledge Mid Hiking Boot (Men)

$69.97Current Price $69.97
(41% off)41% off.
$120.00Comparable value $120.00
Grady Chukka Boot (Men)
Allen Edmonds

Grady Chukka Boot (Men)

$189.97 – $249.97Current Price $189.97 to $249.97
(Up to 65% off)Up to 65% off.
$550.00Comparable value $550.00
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)
Lincoln Chukka (Men)
Børn

Lincoln Chukka (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
$155.00Comparable value $155.00
Price Drop
(6)
Only a few left
'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
Storm Chelsea Rain Boot (Men)
Barbour

Storm Chelsea Rain Boot (Men)

$69.97Current Price $69.97
(51% off)51% off.
$145.00Comparable value $145.00
(2)
Downing Chukka Boot (Men)
Allen Edmonds

Downing Chukka Boot (Men)

$169.97Current Price $169.97
(65% off)65% off.
$495.00Comparable value $495.00
(10)
Grand Chelsea Boot (Men)
Cole Haan

Grand Chelsea Boot (Men)

$32.98Current Price $32.98
(Extra 40% off)Includes extra 40% off.
$54.98Previous Price $54.98
$150.00Comparable value $150.00
Price Drop
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)
Tyler Chelsea Boot (Men)
Frye

Tyler Chelsea Boot (Men)

$129.97 – $139.97Current Price $129.97 to $139.97
(Up to 49% off)Up to 49% off.
$258.00Comparable value $258.00
(34)
Only a few left
Garfield Plain Toe Chukka Boot (Men)
Deer Stags

Garfield Plain Toe Chukka Boot (Men)

$64.97Current Price $64.97
(35% off)35% off.
$100.00Comparable value $100.00
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)
Sutton Chukka Boot (Men)
GREATS

Sutton Chukka Boot (Men)

$59.97Current Price $59.97
(69% off)69% off.
$199.00Comparable value $199.00
(2)
Only a few left
Ozark II Chukka Boot (Men)
NUNN BUSH

Ozark II Chukka Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(3)
Zeus Lace-Up Boot (Men)
VANCE CO

Zeus Lace-Up Boot (Men)

$79.97Current Price $79.97
(27% off)27% off.
$109.99Comparable value $109.99
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)
Driggs Chelsea Boot (Men)
Allen Edmonds

Driggs Chelsea Boot (Men)

$199.97Current Price $199.97
(59% off)59% off.
$495.00Comparable value $495.00
(2)
Bowery Chukka Boot (Men)
Frye

Bowery Chukka Boot (Men)

$139.97Current Price $139.97
(59% off)59% off.
$348.00Comparable value $348.00
(51)
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
Maplewalk Rise Boot (Men)
Clarks®

Maplewalk Rise 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
$120.00Comparable value $120.00
Price Drop
Kingston Chukka Boot (Men)
Donald Pliner

Kingston Chukka Boot (Men)

$149.97Current Price $149.97
(53% off)53% off.
$325.00Comparable value $325.00
(2)
Sting Western Boot (Men)
Ariat

Sting Western Boot (Men)

$139.97Current Price $139.97
(50% off)50% off.
$279.95Comparable value $279.95
(76)
Gustavo Zip Combat Boot (Men)
Aquatalia

Gustavo Zip Combat Boot (Men)

$101.38 – $259.97Current Price $101.38 to $259.97
(Extra 40% off select items)Includes extra 40% off select items.
$168.98Previous Price $168.98
$625.00Comparable value $625.00
Price Drop
Taskorn Combat Boot (Men)
MADDEN

Taskorn Combat Boot (Men)

$54.97Current Price $54.97
(38% off)38% off.
$90.00Comparable value $90.00
(9)
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)
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
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
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)
Tristen Boot (Men)
MADDEN

Tristen Boot (Men)

$49.97Current Price $49.97
(37% off)37% off.
$80.00Comparable value $80.00
(44)
Philip Lace-Up Boot (Men)
Bruno Magli

Philip Lace-Up Boot (Men)

$269.97Current Price $269.97
(40% off)40% off.
$450.00Comparable value $450.00
(1)
Borland Chelsea Boot (Men)
Johnston & Murphy

Borland Chelsea Boot (Men)

$33.57 – $79.97Current Price $33.57 to $79.97
(Extra 40% off select items)Includes extra 40% off select items.
$55.96Previous Price $55.96
$160.00Comparable value $160.00
Price Drop
(3)
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)
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
(19)
Oslo Schore Chukka Boot (Men)
New
Magnanni

Oslo Schore Chukka Boot (Men)

$239.97Current Price $239.97
(49% off)49% off.
$475.00Comparable value $475.00
Blacktail Waterproof Hiking Boot (Men)
Spyder

Blacktail Waterproof Hiking Boot (Men)

$79.97Current Price $79.97
(55% off)55% off.
$180.00Comparable value $180.00
(1)
Higgins Mill Lug Zip Boot (Men)
Allen Edmonds

Higgins Mill Lug Zip Boot (Men)

$89.97 – $199.97Current Price $89.97 to $199.97
(Extra 40% off select items)Includes extra 40% off select items.
$149.96Previous Price $149.96
$495.00Comparable value $495.00
Price Drop
(79)
x John Deere Segment 2.0 Waterproof Chelsea Boot (Men)
SKECHERS

x John Deere Segment 2.0 Waterproof Chelsea Boot (Men)

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(1)
Henson XC4 Waterproof Chukka Boot (Men)
Johnston & Murphy

Henson XC4 Waterproof Chukka Boot (Men)

$99.97Current Price $99.97
(49% off)49% off.
$199.00Comparable value $199.00
(18)
Hustler Western Boot (Men)
New
Ariat

Hustler Western Boot (Men)

$119.97Current Price $119.97
(52% off)52% off.
$249.95Comparable value $249.95
(12)
'Daily Double' Chelsea Boot (Men)
Eastland

'Daily Double' Chelsea 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
(8)
Knox Leather Sneaker Boot
Allen Edmonds

Knox Leather Sneaker Boot

$199.97Current Price $199.97
(38% off)38% off.
$325.00Comparable value $325.00
(5)
Only a few left
Grand Lug Boot (Men)
New
Cole Haan

Grand Lug Boot (Men)

$89.97Current Price $89.97
(43% off)43% off.
$160.00Comparable value $160.00
Lafayette Chukka Boot (Men)
New
Vince

Lafayette Chukka Boot (Men)

$149.97 – $182.97Current Price $149.97 to $182.97
(Up to 57% off)Up to 57% off.
$350.00Comparable value $350.00
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
Ryan Lug Sole Boot (Men)
BOSS

Ryan Lug Sole Boot (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
Roklan Chelsea Boot (Men)
Tommy Hilfiger

Roklan Chelsea Boot (Men)

$59.97Current Price $59.97
(53% off)53% off.
$129.00Comparable value $129.00
Attleboro Chelsea Boot (Men)
Timberland

Attleboro Chelsea Boot (Men)

$29.99Current Price $29.99
(Extra 40% off)Includes extra 40% off.
$49.99Previous Price $49.99
$130.00 – $140.00Comparable value $130.00 to $140.00
Price Drop
(7)
Madson II Chore Waterproof Boot (Men)
SOREL

Madson II Chore Waterproof Boot (Men)

$69.96Current Price $69.96
(64% off)64% off.
$195.00Comparable value $195.00
(12)
Hudson Work Boot (Men)
Frye

Hudson Work Boot (Men)

$199.97Current Price $199.97
(42% off)42% off.
$348.00Comparable value $348.00
(5)
Dustin Boot (Men)
Dockers®

Dustin Boot (Men)

$59.97Current Price $59.97
(36% off)36% off.
$95.00Comparable value $95.00
(2)
Bronnie Combat Boot (Men)
MADDEN

Bronnie Combat Boot (Men)

$59.97Current Price $59.97
(40% off)40% off.
$100.00Comparable value $100.00
(1)
Charleston Chelsea Boot (Men)
TO BOOT NEW YORK

Charleston Chelsea Boot (Men)

$199.97Current Price $199.97
(52% off)52% off.
$425.00Comparable value $425.00
(5)
Peter Chelsea Boot (Men)
VITTORIO RUSSO

Peter Chelsea Boot (Men)

$50.68 – $58.48Current Price $50.68 to $58.48
(Extra 40% off)Includes extra 40% off.
$84.48 – $97.47Previous Price $84.48 to $97.47
$225.00Comparable value $225.00
Price Drop
(6)
Clark Road Hands-Free Slip-On Derby (Men)
Marc Joseph New York

Clark Road Hands-Free Slip-On Derby (Men)

$35.97Current Price $35.97
(Extra 40% off)Includes extra 40% off.
$59.96Previous Price $59.96
$165.00Comparable value $165.00
Price Drop
(3)
Only a few left
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
Explorer III Waterproof Boot (Men)
New
SOREL

Explorer III Waterproof Boot (Men)

$79.97Current Price $79.97
(48% off)48% off.
$155.00Comparable value $155.00
Only a few left
Eddison Chukka Boot (Men)
Magnanni

Eddison Chukka Boot (Men)

$249.97Current Price $249.97
(46% off)46% off.
$465.00Comparable value $465.00
(2)
Odell II Wingtip Boot (Men)
NUNN BUSH

Odell II Wingtip Boot (Men)

$89.97Current Price $89.97
(18% off)18% off.
$110.00Comparable value $110.00
(2)
Odran Leather Boot (Men)
New
Bally

Odran Leather Boot (Men)

$299.97Current Price $299.97
(51% off)51% off.
$620.00Comparable value $620.00
Gainsly Chelsea Boot (Men)
New
Tommy Hilfiger

Gainsly Chelsea Boot (Men)

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(1)
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
Connor Suede Chelsea Boot (Men)
Frye

Connor Suede Chelsea Boot (Men)

$99.97Current Price $99.97
(49% off)49% off.
$198.00Comparable value $198.00
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
(391)
Dominic Plain Toe Boot (Men)
Vince

Dominic Plain Toe Boot (Men)

$169.97Current Price $169.97
(56% off)56% off.
$395.00Comparable value $395.00
(5)
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