Donald PlinerKingston Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(2)
KARL LAGERFELD PARISSuede Zip Boot (Men)$89.97Current Price $89.97(81% off)81% off.$495.00Comparable value $495.00(2) Only a few left
MagnanniShaw Suede Chelsea Boot (Men)$239.97Current Price $239.97(51% off)51% off.$495.00Comparable value $495.00(1)
ALDOKenora Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$130.00Comparable value $130.00(3) Only a few left
AriatWexford Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$189.95Comparable value $189.95(4)
NewJohn VarvatosLudlow Chelsea Boot (Men)$399.97Current Price $399.97(49% off)49% off.$798.00Comparable value $798.00
BOSSNew 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)
Allen EdmondsDowning Chukka Boot (Men)$169.97Current Price $169.97(65% off)65% off.$495.00Comparable value $495.00(11)
NewNordstromLockhart Mini Lug Suede Chelsea Boot (Men)$49.97Current Price $49.97(58% off)58% off.$119.95Comparable value $119.95(2)
Steve MaddenRilyn Chelsea Boot (Men)$59.96Current Price $59.96(62% off)62% off.$160.00Comparable value $160.00(16)
AriatDowntown Western Boot (Men)$129.97Current Price $129.97(50% off)50% off.$259.95Comparable value $259.95(24)
MagnanniSuede Chukka Boot (Men)$239.97Current Price $239.97(51% off)51% off.$495.00Comparable value $495.00
VINTAGE FOUNDRYMilton Chukka Boot (Men)$59.97Current Price $59.97(66% off)66% off.$180.00Comparable value $180.00(3)
BørnEli Suede Chukka Boot (Men)$40.48 – $58.48Current Price $40.48 to $58.48(Up to 68% off)Up to 68% off.$130.00Comparable value $130.00(3)
UGG®Burleigh Chelsea Boot (Men)$109.97Current Price $109.97(37% off)37% off.$175.00Comparable value $175.00(9) Only a few left
AriatBodie Cowboy Boot (Men)$99.97Current Price $99.97(44% off)44% off.$179.95Comparable value $179.95(15)
Allen EdmondsDain Combat Boot (Men)$134.96 – $179.97Current Price $134.96 to $179.97(Up to 72% off select items)Up to 72% off select items.$495.00Comparable value $495.00(19)
NewVinceLafayette 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
CARLOS SANTANACorazon Chukka Boot (Men)$109.97Current Price $109.97(38% off)38% off.$179.00Comparable value $179.00(1)
TO BOOT NEW YORKDressel Chelsea Boot (Men)$149.96 – $229.97Current Price $149.96 to $229.97(Up to 68% off select items)Up to 68% off select items.$475.00Comparable value $475.00(1) Only a few left
MagnanniLello Castagna Suede Boot (Men)$249.97Current Price $249.97(47% off)47% off.$475.00Comparable value $475.00
MagnanniJava Suede Chelsea Boot (Men)$269.97Current Price $269.97(50% off)50% off.$550.00Comparable value $550.00 Only a few left
VINTAGE FOUNDRYAnderson Casual Chukka Boot (Men)$69.97Current Price $69.97(60% off)60% off.$175.00Comparable value $175.00
Ariat'Lookout' Moc Toe Boot (Men)$79.97Current Price $79.97(50% off)50% off.$159.95Comparable value $159.95(70)
NUNN BUSHOtis II Chelsea Boot (Men)$58.48 – $89.97Current Price $58.48 to $89.97(Up to 51% off select items)Up to 51% off select items.$110.00 – $120.00Comparable value $110.00 to $120.00(1)
Allen EdmondsGrady 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
Roberto CavalliBraises Hiking Boot (Men)$159.97Current Price $159.97(71% off)71% off.$565.00Comparable value $565.00(1)
MagnanniBodhi Evo Boot (Men)$239.97Current Price $239.97(48% off)48% off.$465.00Comparable value $465.00
Anthony VeerGeorge Chukka Boot (Men)$99.97Current Price $99.97(39% off)39% off.$165.95Comparable value $165.95(1)
MagnanniCody Combat Boot (Men)$259.97Current Price $259.97(50% off)50% off.$525.00Comparable value $525.00 Only a few left
Bruno MagliMabelton Chukka Boot (Men)$179.97Current Price $179.97(57% off)57% off.$425.00Comparable value $425.00 Only a few left
NewVinceJerome Chukka Boot (Men)$149.97Current Price $149.97(49% off)49% off.$295.00Comparable value $295.00
AriatFuturity Champ Western Boot (Men)$179.97Current Price $179.97(37% off)37% off.$289.95Comparable value $289.95(21)
VITTORIO RUSSOWhitman Chukka Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00(3)
MagnanniMarton Chelsea Boot (Men)$269.97Current Price $269.97(50% off)50% off.$550.00Comparable value $550.00 Only a few left
Anthony VeerBushwick Chukka Boot (Men)$74.97Current Price $74.97(48% off)48% off.$145.99Comparable value $145.99(1)
MagnanniKam Chelsea Boot (Men)$199.99Current Price $199.99(59% off)59% off.$495.00Comparable value $495.00(2)
Cole HaanNewmark Grand Chelsea Boot (Men)$97.47Current Price $97.47(72% off)72% off.$360.00Comparable value $360.00(1)
Bruno MagliRafael Chelsea Boot (Men)$132.96Current Price $132.96(70% off)70% off.$450.00Comparable value $450.00(1) Only a few left
MerrellSpeed Solo Waterproof Mid Hiking Sneaker (Men)$94.97Current Price $94.97(40% off)40% off.$160.00Comparable value $160.00(5)
NewMezlanMoretti Suede Zip Boot (Men)$299.97Current Price $299.97(33% off)33% off.$450.00Comparable value $450.00
Tod'sIdeal Suede Chukka Boot (Men)$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00
JOHNSTON & MURPHY COLLECTIONMarlow Laceless Chukka Boot (Men)$59.96Current Price $59.96(77% off)77% off.$265.00Comparable value $265.00(2) Only a few left
NewALDOZeddy Chelsea Boot (Men)$84.97Current Price $84.97(43% off)43% off.$150.00Comparable value $150.00
UGG®Classic Mini Boot (Men)$129.97Current Price $129.97(25% off)25% off.$175.00Comparable value $175.00(12) Only a few left
Donald PlinerSeya Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(1)
BarbourSheene Moc Toe Boot (Men)$149.97Current Price $149.97(48% off)48% off.$290.00Comparable value $290.00(2)
AllSaintsHarley Chelsea Boot (Men)$129.97Current Price $129.97(56% off)56% off.$299.00Comparable value $299.00(24)
John VarvatosMoto Lace-Up Boot (Men)$479.97Current Price $479.97(51% off)51% off.$998.00Comparable value $998.00(1)
MerrellWildwood Mid Waterproof Hiking Shoe (Men)Add to Bag or Wish List to see price(1) Only a few left
FryeConnor Suede Chelsea Boot (Men)$99.97Current Price $99.97(49% off)49% off.$198.00Comparable value $198.00(1)
NewAriatFuturity Royal Western Boot (Men)$179.97Current Price $179.97(40% off)40% off.$299.95Comparable value $299.95(3)
AriatDowntown Stonewash Suede Cowboy Boot (Men)$119.97Current Price $119.97(50% off)50% off.$239.95Comparable value $239.95(21)
SantoniGregory Chukka Boot (Men)$344.96Current Price $344.96(61% off)61% off.$890.00Comparable value $890.00(1) Only a few left
NewVinceLeonard Lugged Suede Boot (Men)$159.97Current Price $159.97(59% off)59% off.$395.00Comparable value $395.00(1)
NewAriatCircuit Rockridge Western Boot (Men)$159.97Current Price $159.97(44% off)44% off.$289.95Comparable value $289.95(25) Only a few left
UGG®Neumel Shaggy Suede Chukka Boot (Men)$71.22Current Price $71.22(52% off)52% off.$150.00Comparable value $150.00(2)
TO BOOT NEW YORKVinny Chukka Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00(2) Only a few left
UGG®Neumel Chelsea Boot (Men)$99.97Current Price $99.97(35% off)35% off.$155.00Comparable value $155.00(29) Only a few left
AdieuSuede Boot (Men)$199.97Current Price $199.97(65% off)65% off.$580.00Comparable value $580.00(1) Only a few left
UGG®Hayden Chukka Boot (Men)$99.97Current Price $99.97(33% off)33% off.$150.00Comparable value $150.00(5) Only a few left
MagnanniOslo Schore Chukka Boot (Men)$239.97Current Price $239.97(49% off)49% off.$475.00Comparable value $475.00(1)
MykosMarcus Lug Sole Boot (Men)$114.97Current Price $114.97(20% off)20% off.$144.99Comparable value $144.99