Bruno MagliPrimo High Top Chukka Boot (Men)$97.48Current Price $97.48(72% off)72% off.$350.00Comparable value $350.00(4)
Donald 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
Call It Spring By AldoDonovan Side Zip Boot (Men)$39.97Current Price $39.97(50% off)50% off.$79.99Comparable value $79.99
Ben ShermanWhitby Chukka Boot (Men)$49.97Current Price $49.97(Up to 47% off)Up to 47% off.$75.00 – $95.00Comparable value $75.00 to $95.00(4)
Steve MaddenP-Ely Wingtip Boot (Men)$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00
SKECHERSx John Deere Relaxed Fit Terraform Waterproof Boot (Men)$59.97Current Price $59.97(55% off)55% off.$135.00Comparable value $135.00(9)Only a few left
AquataliaFortino Water Repellent Boot (Men)$259.97Current Price $259.97(58% off)58% off.$625.00Comparable value $625.00(1)
VANCE CODenver Lug Sole Boot (Men)$59.97Current Price $59.97(45% off)45% off.$109.99Comparable value $109.99(1)
New!Johnston & MurphyUpton Chelsea Boot (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00(6)
LeeRiker Lace-Up Boot (Men)$84.97Current Price $84.97(22% off)22% off.$110.00Comparable value $110.00
New!MagnanniBorazo Suede Lug Sole Boot (Men)$249.97Current Price $249.97(49% off)49% off.$499.00Comparable value $499.00Only a few left
New MarkdownG.H.BASSChase Moc Toe Boot (Men)$77.98 – $89.96Current Price $77.98 to $89.96(Up to 73% off)Up to 73% off.$295.00Comparable value $295.00(4)
Tod'sIdeal Suede Chukka Boot (Men)$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00
Dockers®Telford Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(4)
New MarkdownVINTAGE FOUNDRYRoberto Square-Toe Slip-On Boot (Men)$74.96Current Price $74.96(62% off)62% off.$200.00Comparable value $200.00(24)
FlorsheimForge 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(3)
New!McQueenTrunk Chelsea Boot (Men)$479.97Current Price $479.97(65% off)65% off.$1,390.00Comparable value $1,390.00Only a few left
Bruno MagliMaximo Chelsea Boot (Men)$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00
New MarkdownTommy HilfigerBerton Chelsea Boot (Men)$38.98 – $59.97Current Price $38.98 to $59.97(Up to 67% off select items)Up to 67% off select items.$119.00Comparable value $119.00
Bruno MagliPhilip Lace-Up Boot (Men)$269.97Current Price $269.97(40% off)40% off.$450.00Comparable value $450.00(1)
BOSSTunley Chelsea Boot (Men)$83.96Current Price $83.96(63% off)63% off.$230.00Comparable value $230.00(4)Only a few left
Dockers®Camden Chelsea Boot (Men)$59.99Current Price $59.99(29% off)29% off.$85.00Comparable value $85.00
New MarkdownUGG®Neumel Shaggy Suede Chukka Boot (Men)$71.22Current Price $71.22(52% off)52% off.$150.00Comparable value $150.00(2)
AquataliaEnrico Chelsea Boot (Men)$229.97Current Price $229.97(58% off)58% off.$550.00Comparable value $550.00
VANCE COMarshon Vegan Suede Chelsea Boot (Men)$59.97Current Price $59.97(40% off)40% off.$99.99Comparable value $99.99
BOSSNew Tunley Chelsea Boot (Men)$149.97Current Price $149.97(24% off)24% off.$199.00Comparable value $199.00
Steve 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!Clarks®Craftwell Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$110.00Comparable value $110.00
RESERVE FOOTWEAREmmett Cap Toe Boot (Men)$37.47 – $49.97Current Price $37.47 to $49.97(Up to 61% off select items)Up to 61% off select items.$98.00Comparable value $98.00(7)
New MarkdownAllen EdmondsGraham Chukka Boot (Men)$119.98Current Price $119.98(75% off)75% off.$495.00Comparable value $495.00(17)Only a few left
John VarvatosMoto Lace-Up Boot (Men)$479.97Current Price $479.97(51% off)51% off.$998.00Comparable value $998.00(1)
Allen EdmondsDallas Roper Low Croc Embossed Western Boot (Men)$349.97Current Price $349.97(40% off)40% off.$590.00Comparable value $590.00(6)
VINTAGE FOUNDRYMarlow Chukka Boot (Men)$54.97Current Price $54.97(70% off)70% off.$185.00Comparable value $185.00
TimberlandEuro Spring Mid Hiking Boot (Men)$48.96Current Price $48.96(62% off)62% off.$130.00Comparable value $130.00(1)
CARLOS SANTANAMantra Chelsea Boot (Men)$99.97Current Price $99.97(28% off)28% off.$138.99Comparable value $138.99(1)
ALDOBristoll Ankle Boot (Men)$48.96Current Price $48.96(65% off)65% off.$140.00Comparable value $140.00(3)
Tommy HilfigerBlaze Lace Cap Toe Boot (Men)$59.97Current Price $59.97(49% off)49% off.$119.00Comparable value $119.00
POLAR RANGEPeak Snow Boot (Men)$49.97Current Price $49.97(37% off)37% off.$80.00Comparable value $80.00
Bruno MagliNello Chelsea Boot (Men)$199.97Current Price $199.97(49% off)49% off.$395.00Comparable value $395.00
NUNN BUSHDelton Plain Toe Chukka Boot (Men)$54.97Current Price $54.97(42% off)42% off.$95.00Comparable value $95.00
EastlandHugo Boot$44.96 – $44.97Current Price $44.96 to $44.97(55% off)55% off.$100.00Comparable value $100.00
rag & boneTucker Moc Toe Boot (Men)$132.96Current Price $132.96(72% off)72% off.$478.00Comparable value $478.00
Ambitious11758 Lug Sole Chelsea Boot (Men)$139.97Current Price $139.97(46% off)46% off.$260.00Comparable value $260.00Only a few left
LeeRowan Lug Sole Boot (Men)$74.97Current Price $74.97(25% off)25% off.$100.00Comparable value $100.00
RESERVE 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(5)
Stacy AdamsBradley Chelsea Boot (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
La MilanoAcross II Cap Toe Chukka Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
FERRAGAMOGiasone Ankle Chukka Boot (Men)$379.97Current Price $379.97(60% off)60% off.$950.00Comparable value $950.00
Dockers®Dylan Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
MagnanniEddison Chukka Boot (Men)$249.97Current Price $249.97(46% off)46% off.$465.00Comparable value $465.00(2)
EastlandJack Chukka Boot (Men)$99.97Current Price $99.97(20% off)20% off.$125.00Comparable value $125.00(1)
New MarkdownEastlandBelgrade Boot (Men)$48.73 – $49.99Current Price $48.73 to $49.99(Up to 65% off)Up to 65% off.$140.00Comparable value $140.00
New MarkdownAQUATHERM BY SANTANA CANADAClark Waterproof Lug Sole Boot (Men)$71.22Current Price $71.22(49% off)49% off.$139.99Comparable value $139.99Only a few left
La MilanoJaxon II Cap Toe Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99(1)
La MilanoLouvier Cap Toe Chelsea Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99(1)
New!CamperJunction Cap Toe Chelsea Boot (Men)$184.97Current Price $184.97(36% off)36% off.$290.00Comparable value $290.00Only a few left
VITTORIO RUSSOWade Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00(1)
Maison ForteDaytona Chukka Boot (Men)$109.97Current Price $109.97(43% off)43% off.$195.00Comparable value $195.00(3)
Under ArmourCharged Valsetz Boot (Men)$79.97Current Price $79.97(40% off)40% off.$135.00Comparable value $135.00(166)Only a few left
New!Dune LondonMarrow Lug Sole Boot (Men)$104.97Current Price $104.97(52% off)52% off.$220.00Comparable value $220.00
EastlandBaxter Boot (Men)$48.96 – $49.99Current Price $48.96 to $49.99(Up to 63% off)Up to 63% off.$135.00Comparable value $135.00
AriatCattle Call Western Boot (Men)$139.97Current Price $139.97(39% off)39% off.$229.95Comparable value $229.95(21)Only a few left
VANCE COJosiah Chelsea Boot (Men)$59.96Current Price $59.96(45% off)45% off.$109.99Comparable value $109.99Only a few left
Dockers®Esmond Chukka Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(4)
DingoGold Rush Pebbled Leather Cowboy Boot (Men)$59.98 – $99.97Current Price $59.98 to $99.97(Up to 53% off select items)Up to 53% off select items.$129.99Comparable value $129.99(1)
Australia Luxe CollectiveCosy Genuine Shearling Extra Short Bootie (Men)$99.97Current Price $99.97(58% off)58% off.$240.00Comparable value $240.00
EastlandChimney Pond Chelsea Boot (Men)$69.96 – $74.96Current Price $69.96 to $74.96(Up to 51% off)Up to 51% off.$145.00Comparable value $145.00
New MarkdownBOSSColby Chelsea Boot (Men)$97.48Current Price $97.48(51% off)51% off.$199.00Comparable value $199.00
VANCE COHayden Faux Fur Lined Slipper (Men)$29.97Current Price $29.97(33% off)33% off.$44.99Comparable value $44.99(3)
New!Marc Joseph New YorkChicago Chukka Boot (Men)$79.97Current Price $79.97(58% off)58% off.$195.00Comparable value $195.00(1)
MezlanWingtip Lug Sole Boot (Men)$289.97Current Price $289.97(35% off)35% off.$450.00Comparable value $450.00Only a few left
AriatSport Latigo Square Toe Roper Heel Boot (Men)$119.97Current Price $119.97(29% off)29% off.$169.95Comparable value $169.95(22)Only a few left