Arrives Before ChristmasDonald PlinerIsmael Boot (Men)$139.97Current Price $139.97(52% off)52% off.$295.00Comparable value $295.00
Arrives Before ChristmasBen ShermanCornwall Chelsea Boot (Men)$64.97Current Price $64.97(43% off)43% off.$115.00Comparable value $115.00
Arrives Before ChristmasAllen EdmondsCarson Hybrid Chukka Boot (Men)$149.97Current Price $149.97(56% off)56% off.$345.00Comparable value $345.00(24)
Arrives Before ChristmasJohnston & MurphyJenson Chelsea Boot (Men)$209.97Current Price $209.97(35% off)35% off.$328.00Comparable value $328.00(3)
Arrives Before ChristmasVinceDominic Plain Toe Boot (Men)$169.97Current Price $169.97(56% off)56% off.$395.00Comparable value $395.00(4)
Arrives Before ChristmasVINTAGE FOUNDRYCharles Chelsea Boot (Men)$89.97Current Price $89.97(51% off)51% off.$185.00Comparable value $185.00(5)
Arrives Before ChristmasBarbourDeckham Plain Toe Boot (Men)$119.97 – $129.97Current Price $119.97 to $129.97(Up to 50% off)Up to 50% off.$240.00Comparable value $240.00(1)
Arrives Before ChristmasNUNN BUSHOzark II Chukka Boot (Men)$94.97Current Price $94.97(13% off)13% off.$110.00Comparable value $110.00(3)
Arrives Before ChristmasMADDENBronnie Combat Boot (Men)$59.97Current Price $59.97(40% off)40% off.$100.00Comparable value $100.00
Arrives Before ChristmasSORELMac Hill™ Lite Waterproof Mid Plus Boot (Men)$99.97Current Price $99.97(42% off)42% off.$175.00Comparable value $175.00(1)
Arrives Before ChristmasNUNN BUSHChase Plain Toe Chukka Boot - Wide Width Available (Men)$44.97 – $54.97Current Price $44.97 to $54.97(Up to 52% off)Up to 52% off.$90.00 – $95.00Comparable value $90.00 to $95.00(12)
Arrives Before ChristmasVANCE COOsmond Chelsea Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99(1)
Arrives Before ChristmasAQUATHERM BY SANTANA CANADAClark Waterproof Lug Sole Boot (Men)$94.97Current Price $94.97(32% off)32% off.$139.99Comparable value $139.99
Arrives Before ChristmasJohnston & MurphyBarrett Water Resistant Boot (Men)$99.97Current Price $99.97(45% off)45% off.$185.00Comparable value $185.00(59)
Arrives Before ChristmasSteve MaddenPeter Boot (Men)$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00
Arrives Before ChristmasJohnston & MurphyHenson XC4 Waterproof Chukka Boot (Men)$99.97 – $109.97Current Price $99.97 to $109.97(Up to 49% off)Up to 49% off.$199.00Comparable value $199.00(18)
Arrives Before ChristmasNUNN BUSHDelton Plain Toe Chukka Boot (Men)$54.97Current Price $54.97(42% off)42% off.$95.00Comparable value $95.00
Arrives Before ChristmasVANCE COStratton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99
Arrives Before ChristmasAriatRecon Lace Boot (Men)$139.97Current Price $139.97(12% off)12% off.$159.95Comparable value $159.95(101)
Arrives Before ChristmasVINTAGE FOUNDRYWayne Boot$69.97Current Price $69.97(45% off)45% off.$129.00Comparable value $129.00(4)
Arrives Before ChristmasRush by Gordon RushChelsea Boot (Men)$49.97Current Price $49.97(60% off)60% off.$125.00Comparable value $125.00(35)
Arrives Before ChristmasVINTAGE FOUNDRYTreyton Chukka Boot (Men)$99.97Current Price $99.97(50% off)50% off.$200.00Comparable value $200.00(5)
Arrives Before ChristmasBarbourTucker Chukka Boot (Men)$109.97Current Price $109.97(48% off)48% off.$215.00Comparable value $215.00
Arrives Before ChristmasDr. MartensZuma II Boot (Men)$74.97Current Price $74.97(42% off)42% off.$130.00Comparable value $130.00(8)
Arrives Before ChristmasKARL LAGERFELD PARISDouble Zip Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00
Arrives Before ChristmasNUNN BUSHKarnak Water Resistant Moc Toe Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
Arrives Before ChristmasNUNN BUSHKarnak Water Resistant Plain Toe Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00
Arrives Before ChristmasFryeBowery Chukka (Men)$189.97Current Price $189.97(45% off)45% off.$348.00Comparable value $348.00(25)
Arrives Before ChristmasClarks®Maplewalk Moc Toe Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00(6)
Arrives Before ChristmasVINTAGE FOUNDRYMartin Chelsea Boot (Men)$84.97Current Price $84.97(51% off)51% off.$175.00Comparable value $175.00(7)Only a few left
Arrives Before ChristmasAllSaintsHarley Chelsea Boot (Men)$38.99 – $129.97Current Price $38.99 to $129.97(Up to 86% off select items)Up to 86% off select items.$289.00 – $299.00Comparable value $289.00 to $299.00(24)
Arrives Before ChristmasClarks®Wallaston Chukka Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00(1)
Arrives Before ChristmasSORELSlabtown '62™ Waterproof Boot (Men)$99.97Current Price $99.97(47% off)47% off.$190.00Comparable value $190.00(1)
Arrives Before ChristmasFryeDylan Chelsea Boot (Men)$189.97Current Price $189.97(52% off)52% off.$398.00Comparable value $398.00(12)
Arrives Before ChristmasClarks®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(2)
Arrives Before ChristmasFryeBowery Chelsea Boot (Men)$179.97Current Price $179.97(45% off)45% off.$328.00Comparable value $328.00(22)
Arrives Before ChristmasEastlandHugo Boot$59.97Current Price $59.97(40% off)40% off.$100.00Comparable value $100.00
Arrives Before ChristmasMagnanniKam II Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(4)
Arrives Before ChristmasTimberlandNewmarket Mid Lace Up Boot (Men)$79.97Current Price $79.97(46% off)46% off.$150.00Comparable value $150.00(4)
Arrives Before ChristmasDockers®Dustin Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00
Arrives Before ChristmasSperryAvenue Waterproof Duck Boot (Men)$39.97Current Price $39.97(66% off)66% off.$120.00Comparable value $120.00(1)
Arrives Before ChristmasCole HaanChamberlin Grand Chukka Boot (Men)$129.97Current Price $129.97(55% off)55% off.$290.00Comparable value $290.00(1)
Arrives Before ChristmasALDOKenora Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$130.00Comparable value $130.00
Arrives Before ChristmasPalladiumOff Grid Waterproof Boot (Men)$87.97Current Price $87.97(45% off)45% off.$160.00Comparable value $160.00(3)
Arrives Before ChristmasBOSSTheon Boot (Men)$129.97Current Price $129.97(48% off)48% off.$250.00Comparable value $250.00(1)
Arrives Before ChristmasFryeHudson Work Boot (Men)$199.97Current Price $199.97(42% off)42% off.$348.00Comparable value $348.00(4)
Arrives Before ChristmasXRAYLazlo Boot (Men)$34.97Current Price $34.97(46% off)46% off.$65.00Comparable value $65.00(2)
Arrives Before ChristmasBen ShermanThames Chukka Boot (Men)$74.97Current Price $74.97(34% off)34% off.$115.00Comparable value $115.00
Arrives Before ChristmasBarbourQuartz Boot (Men)$119.97Current Price $119.97(50% off)50% off.$240.00Comparable value $240.00
Arrives Before ChristmasEastlandBelgrade Boot (Men)$74.97Current Price $74.97(46% off)46% off.$140.00Comparable value $140.00
Arrives Before ChristmasDonald PlinerKingston Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(2)
Arrives Before ChristmasMarc Joseph New YorkHudson Yards 2.0 Pull-On Boot (Men)$79.97Current Price $79.97(58% off)58% off.$195.00Comparable value $195.00
Arrives Before ChristmasAllen EdmondsHiggins Mill Lug Zip Boot (Men)$199.97 – $299.97Current Price $199.97 to $299.97(Up to 59% off)Up to 59% off.$495.00Comparable value $495.00(72)
Arrives Before ChristmasALDOJefry Chukka Boot (Men)$69.97Current Price $69.97(50% off)50% off.$140.00Comparable value $140.00
Arrives Before ChristmasVINTAGE FOUNDRYLyle Chelsea Boot (Men)$99.97Current Price $99.97(50% off)50% off.$200.00Comparable value $200.00(2)
Arrives Before ChristmasPalladiumPallabrousse Legion Boot (Men)$34.97Current Price $34.97(56% off)56% off.$80.00Comparable value $80.00(5)
Arrives Before ChristmasBOSSNew Tunley Chelsea Boot (Men)$149.97Current Price $149.97(24% off)24% off.$199.00Comparable value $199.00
Arrives Before ChristmasVINTAGE FOUNDRYAnderson Casual Chukka Boot (Men)$99.97 – $119.97Current Price $99.97 to $119.97(Up to 42% off)Up to 42% off.$175.00Comparable value $175.00
Arrives Before ChristmasAQUATHERM BY SANTANA CANADATeton Waterproof Faux Fur Lined Commuter Boot (Men)$94.97Current Price $94.97(32% off)32% off.$139.99Comparable value $139.99
Arrives Before ChristmasSORELAnkeny II Plus Waterproof Hiking Boot (Men)$99.97Current Price $99.97(42% off)42% off.$175.00Comparable value $175.00(1)
Arrives Before ChristmasBørnSeth Chukka Boot (Men)$89.97Current Price $89.97(35% off)35% off.$140.00Comparable value $140.00(7)
Arrives Before ChristmasSORELHi-Line Waterproof Lace-Up Boot (Men)$89.97Current Price $89.97(51% off)51% off.$185.00Comparable value $185.00(23)
Arrives Before ChristmasMaison ForteDaytona Chukka Boot (Men)$109.97Current Price $109.97(43% off)43% off.$195.00Comparable value $195.00(2)
Arrives Before ChristmasCall It Spring By AldoDonovan Side Zip Boot (Men)$39.97Current Price $39.97(50% off)50% off.$79.99Comparable value $79.99
Arrives Before ChristmasEastland'Seneca' Moc Toe Boot (Men)$99.97Current Price $99.97(20% off)20% off.$125.00Comparable value $125.00
Arrives Before ChristmasNUNN BUSHExcavate Water Resistant Moc Toe Boot (Men)$69.97Current Price $69.97(26% off)26% off.$95.00Comparable value $95.00(4)
Arrives Before ChristmasBruno MagliMabelton Chukka Boot (Men)$179.97Current Price $179.97(57% off)57% off.$425.00Comparable value $425.00
Arrives Before ChristmasMagnanniKam Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(1)
Arrives Before ChristmasEastlandBaxter Boot (Men)$69.97Current Price $69.97(48% off)48% off.$135.00Comparable value $135.00
Arrives Before ChristmasOluKaiNalukai Kala Moc Toe Boot (Men)$69.97Current Price $69.97(50% off)50% off.$140.00Comparable value $140.00(1)
Arrives Before ChristmasAboundWilder Chelsea Boot (Men)$49.97Current Price $49.97(37% off)37% off.$79.95Comparable value $79.95(4)
Arrives Before ChristmasRESERVE FOOTWEARGerard Lug Sole Boot (Men)$64.97Current Price $64.97(48% off)48% off.$125.00Comparable value $125.00(3)