AriatSpitfire Leather Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$129.95Comparable value $129.95(331)
ForsakeDavos High Waterproof Hiking Boot (Men)$74.97Current Price $74.97(53% off)53% off.$160.00Comparable value $160.00(4) Only a few left
POLAR RANGEBreton Boot (Men)$49.97Current Price $49.97(37% off)37% off.$80.00Comparable value $80.00(3) Only a few left
FERRAGAMOChelsea Boot (Men)$499.97Current Price $499.97(60% off)60% off.$1,250.00Comparable value $1,250.00(3)
JBUMilford Duck Boot (Men)$49.97Current Price $49.97(37% off)37% off.$80.00Comparable value $80.00(6)
NewVinceJerome Chukka Boot (Men)$149.97Current Price $149.97(49% off)49% off.$295.00Comparable value $295.00
EastlandChimney Pond Chelsea Boot (Men)$74.96Current Price $74.96(48% off)48% off.$145.00Comparable value $145.00 Only a few left
Clarks®Maplewalk Moc Toe Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00(6)
FERRAGAMOGiulio Lace-Up Boot (Men)$679.97Current Price $679.97(57% off)57% off.$1,590.00Comparable value $1,590.00
SperryColdbay Waterproof 3-Eye Duck Shoe (Men)$49.97Current Price $49.97(61% off)61% off.$130.00Comparable value $130.00(2) Only a few left
AriatCircuit Rockridge Western Boot (Men)$159.97Current Price $159.97(44% off)44% off.$289.95Comparable value $289.95(25) Only a few left
Anthony VeerGrant Wingtip Boot (Men)$139.97Current Price $139.97(42% off)42% off.$244.95Comparable value $244.95
Clarks®Wallaston Low Chukka Boot (Men)$84.97Current Price $84.97(22% off)22% off.$110.00Comparable value $110.00(2)
Anthony VeerRockefeller Hiking Boot (Men)$139.97Current Price $139.97(49% off)49% off.$274.95Comparable value $274.95
Allen EdmondsCaden Lug Sole Chukka Boot (Men)$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00
BOSSColby Chelsea Boot (Men)$97.48Current Price $97.48(51% off)51% off.$199.00Comparable value $199.00(1) Only a few left
Bruno MagliMalibu Lug Sole Boot (Men)$229.97Current Price $229.97(48% off)48% off.$450.00Comparable value $450.00(1) Only a few left
FlorsheimAzzano Plain Toe Chelsea Boot (Men)$82.47Current Price $82.47(43% off)43% off.$145.00Comparable value $145.00(2) Only a few left
MagnanniBonn Leather Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(8) Only a few left
POLAR RANGEYukon Waterproof Snow Boot (Men)$49.97Current Price $49.97(37% off)37% off.$80.00Comparable value $80.00(2)
MagnanniSuede Chukka Boot (Men)$239.97Current Price $239.97(51% off)51% off.$495.00Comparable value $495.00
GREATSPark Hiker Shoe (Men)$69.97Current Price $69.97(72% off)72% off.$250.00Comparable value $250.00 Only a few left
UGG®Classic Mini Boot (Men)$129.97Current Price $129.97(25% off)25% off.$175.00Comparable value $175.00(12) Only a few left
Bruno MagliRafael Chelsea Boot (Men)$132.96Current Price $132.96(70% off)70% off.$450.00Comparable value $450.00(1) Only a few left
Tod'sIdeal Suede Chukka Boot (Men)$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00(1)
Johnston & MurphyBrody Chelsea Boot (Men)$49.99Current Price $49.99(69% off)69% off.$165.00Comparable value $165.00(19)
Thomas & VineKeegan Chukka Boot$79.97Current Price $79.97(23% off)23% off.$104.97Comparable value $104.97(2)
FERRAGAMOFulvio Ankle Boot (Men)$619.97Current Price $619.97(57% off)57% off.$1,450.00Comparable value $1,450.00
AriatStandout Cowboy Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(22)
POLAR RANGEBlast Waterproof Snow Duck Boot (Men)$49.97Current Price $49.97(37% off)37% off.$80.00Comparable value $80.00 Only a few left
SantoniGregory Chukka Boot (Men)$344.96Current Price $344.96(61% off)61% off.$890.00Comparable value $890.00(1) Only a few left
Clarks®Steadwell Dress Boot (Men)$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00 Only a few left
Ambitious11758 Lug Sole Chelsea Boot (Men)$139.97Current Price $139.97(46% off)46% off.$260.00Comparable value $260.00 Only a few left
Allen EdmondsHiggins Mill Lug Zip Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(80)
MykosMarcus Lug Sole Boot (Men)$114.97Current Price $114.97(20% off)20% off.$144.99Comparable value $144.99
POLAR RANGEDryden Waterproof Snow Boot (Men)$49.97Current Price $49.97(37% off)37% off.$80.00Comparable value $80.00 Only a few left
FERRAGAMOGreenwich Lace-Up Boot (Men)$799.97Current Price $799.97(49% off)49% off.$1,590.00Comparable value $1,590.00
Cole HaanGrand Remix Chukka Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 67% off select items)Up to 67% off select items.$220.00 – $230.00Comparable value $220.00 to $230.00(15)
NewALDOZeddy Chelsea Boot (Men)$84.97Current Price $84.97(43% off)43% off.$150.00Comparable value $150.00
FERRAGAMOAtlante Ankle Boot (Men)$619.97Current Price $619.97(57% off)57% off.$1,450.00Comparable value $1,450.00
EastlandHerman Water Resistant Chelsea Boot (Men)$59.96 – $79.97Current Price $59.96 to $79.97(Up to 55% off select items)Up to 55% off select items.$135.00Comparable value $135.00(3) Only a few left
Donald PlinerSeya Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(1)
VANCE COThorpe Wingtip Chelsea Boot (Men)$44.97 – $69.97Current Price $44.97 to $69.97(Up to 59% off)Up to 59% off.$109.99Comparable value $109.99(4)
Bruno MagliMabelton Chukka Boot (Men)$179.97Current Price $179.97(57% off)57% off.$425.00Comparable value $425.00 Only a few left
Brooks BrothersClaremont Chukka (Men)$169.97Current Price $169.97(62% off)62% off.$449.00Comparable value $449.00(2)
NUNN BUSHOtto Chukka Boot - Wide Width Available (Men)$69.97 – $79.97Current Price $69.97 to $79.97(Up to 27% off)Up to 27% off.$95.00 – $110.00Comparable value $95.00 to $110.00(14)
Johnston & MurphyHenson XC4 Waterproof Chukka Boot (Men)$99.97Current Price $99.97(49% off)49% off.$199.00Comparable value $199.00(18) Only a few left
BarbourTucker Chukka Boot (Men)$82.47Current Price $82.47(61% off)61% off.$215.00Comparable value $215.00 Only a few left
NUNN BUSHExcavate 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)
FERRAGAMOFerdi Leather Boot (Men)$799.97Current Price $799.97(49% off)49% off.$1,590.00Comparable value $1,590.00(1)
Dockers®Moc Toe Boot (Men)$64.97Current Price $64.97(31% off)31% off.$95.00Comparable value $95.00(6)
AriatRenegade Western Boot (Men)$119.97Current Price $119.97(45% off)45% off.$219.95Comparable value $219.95(37)
ROANTimothy Suede Chukka Boot$69.97Current Price $69.97(29% off)29% off.$99.00Comparable value $99.00(2)
AriatSting Western Boot (Men)$179.97Current Price $179.97(33% off)33% off.$269.95Comparable value $269.95(90)
Bruno MagliMaximo Chelsea Boot (Men)$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00 Only a few left
VITTORIO RUSSOPeter Chelsea Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00(7)
Bos. & Co.Dax Waterproof Chelsea Boot (Men)$119.97Current Price $119.97(56% off)56% off.$275.00Comparable value $275.00(2) Only a few left
KARL LAGERFELD PARISWater Resistant Camo Boot (Men)$109.97Current Price $109.97(43% off)43% off.$195.00Comparable value $195.00(2)
XRAYLazlo Boot (Men)$24.97Current Price $24.97(61% off)61% off.$65.00Comparable value $65.00(4) Only a few left
FERRAGAMOGiasone Ankle Chukka Boot (Men)$379.97Current Price $379.97(60% off)60% off.$950.00Comparable value $950.00
VANCE COLandon Chelsea Boot - Wide Width (Men)$44.97 – $49.97Current Price $44.97 to $49.97(Up to 47% off)Up to 47% off.$84.99Comparable value $84.99(11)
FryeConnor Suede Chelsea Boot (Men)$99.97Current Price $99.97(49% off)49% off.$198.00Comparable value $198.00(1)
SKECHERSx John Deere Segment 2.0 Waterproof Chelsea Boot (Men)$59.97Current Price $59.97(53% off)53% off.$128.00Comparable value $128.00(1)
UGG®Classic Mini Atherson Boot (Men)$109.97Current Price $109.97(42% off)42% off.$190.00Comparable value $190.00(9) Only a few left
TimberlandAttleboro Chelsea Boot (Men)$49.99Current Price $49.99(64% off)64% off.$140.00Comparable value $140.00(10)
FERRAGAMORubber Rain Boot (Men)$259.97Current Price $259.97(56% off)56% off.$595.00Comparable value $595.00
VANCE COMarshon Vegan Suede Chelsea Boot (Men)$59.97Current Price $59.97(40% off)40% off.$99.99Comparable value $99.99
AquataliaEnrico Chelsea Boot (Men)$229.97Current Price $229.97(58% off)58% off.$550.00Comparable value $550.00
John VarvatosMoto Lace-Up Boot (Men)$479.97Current Price $479.97(51% off)51% off.$998.00Comparable value $998.00(1)
Native ShoesNative Johnny Treklite Water Repellent Boot (Men)$74.97Current Price $74.97(31% off)31% off.$110.00Comparable value $110.00
Allen EdmondsGrafton Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00(43) Only a few left
VinceLafayette 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