New MarkdownSteve MaddenSawyer Chelsea Boot (Men)$34.96 – $49.97Current Price $34.96 to $49.97(Up to 61% off select items)Up to 61% off select items.$90.00Comparable value $90.00(10)
New MarkdownKARL LAGERFELD PARISDouble Buckle Suede Engineer Boot (Men)$49.99 – $79.97Current Price $49.99 to $79.97(Up to 80% off select items)Up to 80% off select items.$250.00Comparable value $250.00(32)
New MarkdownCole HaanMorse GRANDFØAM Chukka Boot (Men)$97.47 – $129.97Current Price $97.47 to $129.97(Up to 55% off select items)Up to 55% off select items.$220.00Comparable value $220.00
New MarkdownDonald PlinerSeya Chukka Boot (Men)$83.98 – $139.97Current Price $83.98 to $139.97(Up to 74% off select items)Up to 74% off select items.$325.00Comparable value $325.00
New MarkdownCole HaanChamberlin Grand Chelsea Boot (Men)$97.47Current Price $97.47(62% off)62% off.$260.00Comparable value $260.00(1)
New MarkdownBOSSFoster Boot (Men)$112.47 – $149.97Current Price $112.47 to $149.97(Up to 62% off select items)Up to 62% off select items.$299.00Comparable value $299.00
AllSaintsHollow Zip Leather Boot (Men)$112.47Current Price $112.47(62% off)62% off.$299.00Comparable value $299.00(8)Only a few left
New MarkdownJohnston & MurphyHutson Plain Toe Boot (Men)$64.98 – $74.96Current Price $64.98 to $74.96(Up to 61% off)Up to 61% off.$169.00Comparable value $169.00(2)
New MarkdownBørnTheo Chukka Boot (Men)$59.96 – $79.97Current Price $59.96 to $79.97(Up to 53% off select items)Up to 53% off select items.$130.00Comparable value $130.00(6)
New MarkdownCole HaanGrand Atlantic Chukka Boot - Wide Width Available (Men)$74.96Current Price $74.96(62% off)62% off.$200.00Comparable value $200.00(38)
New MarkdownVINTAGE FOUNDRYLyle Chelsea Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 62% off select items)Up to 62% off select items.$200.00Comparable value $200.00(2)
New MarkdownSteve MaddenRoswel Plain Toe Chelsea Boot (Men)$67.47Current Price $67.47(51% off)51% off.$140.00Comparable value $140.00
New MarkdownAquataliaEdmundo Water Repellent Combat Boot (Men)$194.96Current Price $194.96(68% off)68% off.$625.00Comparable value $625.00(4)
New MarkdownAllen 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(16)
New MarkdownAllen EdmondsHiggins Mill Lug Zip Boot (Men)$194.98 – $199.97Current Price $194.98 to $199.97(Up to 60% off select items)Up to 60% off select items.$495.00Comparable value $495.00(76)
New Markdownrag & boneTucker Moc Toe Boot (Men)$132.96Current Price $132.96(72% off)72% off.$478.00Comparable value $478.00
New MarkdownCole HaanChamberlin Grand Chukka Boot (Men)$97.47 – $129.97Current Price $97.47 to $129.97(Up to 66% off select items)Up to 66% off select items.$290.00Comparable value $290.00(1)
New MarkdownKARL LAGERFELD PARISSuede Chelsea Boot (Men)$67.47Current Price $67.47(73% off)73% off.$250.00Comparable value $250.00(7)
rag & boneTucker Moc Toe Boot (Men)$149.96 – $189.97Current Price $149.96 to $189.97(Up to 68% off select items)Up to 68% off select items.$478.00Comparable value $478.00(1)
New MarkdownAllen EdmondsCarson Hybrid Chukka Boot (Men)$97.48 – $149.97Current Price $97.48 to $149.97(Up to 71% off select items)Up to 71% off select items.$345.00Comparable value $345.00(24)
New MarkdownBOSSColby Chelsea Boot (Men)$97.48 – $149.97Current Price $97.48 to $149.97(Up to 51% off select items)Up to 51% off select items.$199.00Comparable value $199.00
New MarkdownSteve MaddenHemet Chukka Boot (Men)$49.99 – $74.97Current Price $49.99 to $74.97(Up to 61% off select items)Up to 61% off select items.$130.00Comparable value $130.00(3)
New MarkdownAriatHeritage Western Boot (Men)$112.47Current Price $112.47(40% off)40% off.$189.95Comparable value $189.95(348)
New MarkdownCole Haan2.Zerogrand Chukka Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 77% off select items)Up to 77% off select items.$338.00Comparable value $338.00(398)
New MarkdownBruno MagliJoca Lug Sole Boot (Men)$113.98Current Price $113.98(74% off)74% off.$450.00Comparable value $450.00(2)
New MarkdownFlorsheimForge Chelsea Boot (Men)$71.48 – $82.47Current Price $71.48 to $82.47(Up to 45% off)Up to 45% off.$130.00Comparable value $130.00(1)
New MarkdownEastlandHerman 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(2)
New MarkdownStuart WeitzmanAugustine Boot (Men)$316.23 – $402.47Current Price $316.23 to $402.47(Up to 71% off)Up to 71% off.$1,100.00Comparable value $1,100.00
Cole HaanGrand Chelsea Boot (Men)$54.98Current Price $54.98(63% off)63% off.$150.00Comparable value $150.00
New MarkdownVinceJune Chukka Boot (Men)$97.48 – $112.47Current Price $97.48 to $112.47(Up to 74% off)Up to 74% off.$375.00Comparable value $375.00(1)
New MarkdownVinceDann Lugged Chukka Boot (Men)$119.96 – $159.97Current Price $119.96 to $159.97(Up to 68% off select items)Up to 68% off select items.$375.00Comparable value $375.00(4)
New MarkdownNUNN BUSHChase Plain Toe Chukka Boot - Wide Width Available (Men)$33.72 – $54.97Current Price $33.72 to $54.97(Up to 64% off select items)Up to 64% off select items.$90.00 – $95.00Comparable value $90.00 to $95.00(13)
New MarkdownCole HaanGrand Atlantic Chelsea Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 62% off select items)Up to 62% off select items.$200.00Comparable value $200.00(2)
New MarkdownAllen EdmondsDonovan Chukka Boot (Men)$129.98 – $199.97Current Price $129.98 to $199.97(Up to 73% off select items)Up to 73% off select items.$495.00Comparable value $495.00
New MarkdownFryeTyler Boot (Men)$97.48 – $149.97Current Price $97.48 to $149.97(Up to 62% off select items)Up to 62% off select items.$258.00Comparable value $258.00(77)
New MarkdownStuart WeitzmanAdwin Chelsea Boot (Men)$209.97 – $324.98Current Price $209.97 to $324.98(Up to 78% off)Up to 78% off.$975.00Comparable value $975.00(2)
New MarkdownSteve MaddenLisbon Buckle Boot (Men)$49.99 – $79.97Current Price $49.99 to $79.97(Up to 68% off select items)Up to 68% off select items.$160.00Comparable value $160.00(1)
Dr. Martens939 Lace-Up Boot (Men)$64.98Current Price $64.98(63% off)63% off.$180.00Comparable value $180.00(2)
New MarkdownG.H.BASSChase Moc Toe Boot (Men)$89.96 – $119.97Current Price $89.96 to $119.97(Up to 69% off select items)Up to 69% off select items.$295.00Comparable value $295.00(2)
New MarkdownFryeDylan Cap Toe Boot (Men)$113.98Current Price $113.98(67% off)67% off.$348.00Comparable value $348.00(10)
New MarkdownEastlandCryus Chelsea Boot (Men)$44.96 – $44.97Current Price $44.96 to $44.97(50% off)50% off.$90.00Comparable value $90.00(11)
New MarkdownBørnSeth Chukka Boot (Men)$67.47Current Price $67.47(51% off)51% off.$140.00Comparable value $140.00(7)
KARL LAGERFELD PARISFaux Shearling Lined Double Buckle Boot (Men)$49.99Current Price $49.99(77% off)77% off.$225.00Comparable value $225.00(20)
New MarkdownALDOJefry Chukka Boot (Men)$49.99Current Price $49.99(64% off)64% off.$140.00Comparable value $140.00
New MarkdownRESERVE FOOTWEARGerard Lug Sole Boot (Men)$42.23 – $48.72Current Price $42.23 to $48.72(Up to 66% off)Up to 66% off.$125.00Comparable value $125.00(4)
New MarkdownJohnston & MurphyBarrett Water Resistant Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 59% off select items)Up to 59% off select items.$185.00Comparable value $185.00(60)
New MarkdownSteve MaddenWesley Chelsea Boot (Men)$55.23 – $63.72Current Price $55.23 to $63.72(Up to 63% off)Up to 63% off.$150.00Comparable value $150.00(1)
New MarkdownEastlandJack Chukka Boot (Men)$58.48Current Price $58.48(53% off)53% off.$125.00Comparable value $125.00(1)
New MarkdownFryeBowery Chukka Boot (Men)$99.99 – $189.97Current Price $99.99 to $189.97(Up to 71% off select items)Up to 71% off select items.$348.00Comparable value $348.00(50)
New MarkdownFlorsheimForge Lace-Up Boot (Men)$82.47Current Price $82.47(38% off)38% off.$135.00Comparable value $135.00
New MarkdownSperryAvenue Duck Boot (Men)$44.97Current Price $44.97(62% off)62% off.$120.00Comparable value $120.00(16)
New MarkdownVINTAGE FOUNDRYRoberto Square-Toe Slip-On Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 62% off select items)Up to 62% off select items.$200.00Comparable value $200.00(24)
New MarkdownVinceBonham Water Repellent Chelsea Boot (Men)$99.99Current Price $99.99(71% off)71% off.$350.00Comparable value $350.00(1)
New MarkdownEastland'Seneca' Moc Toe Boot (Men)$74.96Current Price $74.96(40% off)40% off.$125.00Comparable value $125.00
New MarkdownMarc Joseph New YorkClark Road Hands-Free Slip-On Derby (Men)$59.96Current Price $59.96(63% off)63% off.$165.00Comparable value $165.00(1)
New MarkdownDEARFOAMSShepparton Genuine Shearling Boot (Men)$49.99Current Price $49.99(61% off)61% off.$130.00Comparable value $130.00(11)
New MarkdownBOSSLarry Halb Brogue Boot (Men)$94.47Current Price $94.47(65% off)65% off.$270.00Comparable value $270.00(1)Only a few left
New MarkdownJohnston & MurphyCalder Chukka Boot (Men)$59.96Current Price $59.96(63% off)63% off.$165.00Comparable value $165.00(21)
BOSSClay Chukka Boot (Men)$59.98Current Price $59.98(73% off)73% off.$230.00Comparable value $230.00Only a few left
New MarkdownEastlandHigh Fidelity Leather Boot (Men)$59.96 – $119.97Current Price $59.96 to $119.97(Up to 55% off select items)Up to 55% off select items.$135.00Comparable value $135.00(1)
New MarkdownMagnanniEddison Chelsea Boot (Men)$149.99 – $249.97Current Price $149.99 to $249.97(Up to 67% off select items)Up to 67% off select items.$465.00Comparable value $465.00
New MarkdownJohnston & MurphyChadwick Cap Toe Boot (Men)$67.47Current Price $67.47(65% off)65% off.$198.00Comparable value $198.00(2)
New MarkdownMagnanniKam Chelsea Boot (Men)$199.99 – $279.97Current Price $199.99 to $279.97(Up to 59% off select items)Up to 59% off select items.$495.00Comparable value $495.00(1)
New MarkdownEastland'Daily Double' Chelsea Boot (Men)$74.96Current Price $74.96(40% off)40% off.$125.00Comparable value $125.00(8)
New MarkdownAquataliaGustavo Zip Combat Boot (Men)$168.98 – $259.97Current Price $168.98 to $259.97(Up to 72% off select items)Up to 72% off select items.$625.00Comparable value $625.00
New MarkdownMarc Joseph New YorkHudson Yards 2.0 Pull-On Boot (Men)$55.96 – $79.97Current Price $55.96 to $79.97(Up to 71% off select items)Up to 71% off select items.$195.00Comparable value $195.00(2)
New MarkdownCole HaanNewmark Grand Chelsea Boot (Men)$97.47Current Price $97.47(72% off)72% off.$360.00Comparable value $360.00
New MarkdownEastland'Seneca' Moc Toe Boot (Men)$74.96Current Price $74.96(40% off)40% off.$125.00Comparable value $125.00
New MarkdownEastland'Lumber Up' Moc Toe Boot (Men)$59.96 – $99.97Current Price $59.96 to $99.97(Up to 55% off select items)Up to 55% off select items.$135.00 – $150.00Comparable value $135.00 to $150.00(4)
New MarkdownDockers®Dee Chukka Boot (Men)$29.96Current Price $29.96(68% off)68% off.$95.00Comparable value $95.00
New MarkdownAriatHeritage Western Boot (Men)$99.96Current Price $99.96(47% off)47% off.$189.95Comparable value $189.95(348)
New MarkdownAquataliaEdwin Weatherproof Lace-Up Boot (Men)$149.99 – $155.98Current Price $149.99 to $155.98(Up to 73% off)Up to 73% off.$575.00Comparable value $575.00