FlorsheimChalet Chelsea Boot (Men)$69.96Current Price $69.96(51% off)51% off.$145.00Comparable value $145.00(123)
Tommy HilfigerSesame Chelsea Boot (Men)$54.97Current Price $54.97(53% off)53% off.$119.00Comparable value $119.00(43)
Johnston & MurphyBoswell Chukka Boot (Men)$49.98Current Price $49.98(71% off)71% off.$175.00Comparable value $175.00(22)
NewBOSSJulio Lugged Moc Toe Leather Boot (Men) (Exclusive Retailer)$67.96Current Price $67.96(72% off)72% off.$250.00Previous Price $250.00(4)
NewBOSSDerrk Chelsea Boot (Men)$79.96Current Price $79.96(73% off)73% off.$299.00Previous Price $299.00(2)
VinceDominic Plain Toe Boot (Men)$109.99 – $169.97Current Price $109.99 to $169.97(Up to 72% off select items)Up to 72% off select items.$395.00Comparable value $395.00(7)
AllSaintsHarley Chelsea Boot (Men)$97.47Current Price $97.47(67% off)67% off.$299.00Comparable value $299.00New Markdown(25)
Stacy AdamsBradley Chelsea Boot (Men)$67.47 – $89.97Current Price $67.47 to $89.97(Up to 57% off select items)Up to 57% off select items.$160.00Comparable value $160.00New Markdown(1)
Allen EdmondsDriggs Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(3)
Call It Spring By AldoVolland Boot (Men)$49.97Current Price $49.97(47% off)47% off.$94.99Comparable value $94.99
adidasTerrex Anylander Mid R.RDY Waterproof Hiking Boot (Men)$79.97Current Price $79.97(20% off)20% off.$100.00Comparable value $100.00(646)
Madden Men'sSawyer Chelsea Boot (Men)$24.98 – $34.96Current Price $24.98 to $34.96(Up to 72% off)Up to 72% off.$84.99 – $90.00Comparable value $84.99 to $90.00(17)
NewCole HaanJudson Grand Chelsea Boot (Men)$69.96Current Price $69.96(73% off)73% off.$260.00Comparable value $260.00(16) Only a few left
NewAllSaintsBloom Chelsea Boot (Men)$86.96Current Price $86.96(72% off)72% off.$319.00Previous Price $319.00 Only a few left
Roberto CavalliBraise Combat Boot (Men)$99.99 – $159.97Current Price $99.99 to $159.97(Up to 82% off select items)Up to 82% off select items.$570.00Comparable value $570.00(8)
VINTAGE FOUNDRYMartin Chelsea Boot (Men)$49.97Current Price $49.97(71% off)71% off.$175.00Comparable value $175.00(10)
AriatBarrett Almond Toe Boot (Men)$159.97Current Price $159.97(38% off)38% off.$259.95Comparable value $259.95(7)
VINTAGE FOUNDRYJimara Leather Faux Fur Lined Boot (Men)$59.97Current Price $59.97(72% off)72% off.$220.00Comparable value $220.00(52)
Steve MaddenP-Ely Wingtip Boot (Men)$59.98Current Price $59.98(64% off)64% off.$170.00Comparable value $170.00(1)
Clarks®Shepton Easy Chelsea Boot (Men)$64.98 – $94.97Current Price $64.98 to $94.97(Up to 50% off select items)Up to 50% off select items.$130.00Comparable value $130.00 Only a few left
Cole HaanHawthorne Chelsea Boot (Men)$129.97Current Price $129.97(56% off)56% off.$300.00Comparable value $300.00(19) Only a few left
BOSSNew Tunley Chelsea Boot (Men)$67.47 – $149.97Current Price $67.47 to $149.97(Up to 66% off select items)Up to 66% off select items.$199.00Comparable value $199.00New Markdown(4)
Tommy HilfigerGainsly Chelsea Boot (Men)$41.96 – $59.97Current Price $41.96 to $59.97(Up to 66% off select items)Up to 66% off select items.$125.00Comparable value $125.00(2)
AriatDowntown Western Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(21)
BOSSColby Chelsea Boot (Men)$149.97Current Price $149.97(24% off)24% off.$199.00Comparable value $199.00(3)
VINTAGE FOUNDRYMarlow Chukka Boot (Men)$54.97Current Price $54.97(70% off)70% off.$185.00Comparable value $185.00(1)
RESERVE FOOTWEARGerard Lug Sole Boot (Men)$34.97Current Price $34.97(72% off)72% off.$125.00Comparable value $125.00(6)
BOSSTheon Boot (Men)$119.97Current Price $119.97(52% off)52% off.$250.00Comparable value $250.00(7) Only a few left
NewAllSaintsBeckett Zip Boot (Men)$148.97Current Price $148.97(50% off)50% off.$299.00Comparable value $299.00(1)
NewClarks®Wallabee 2 Future Chukka (Men)$69.97Current Price $69.97(41% off)41% off.$120.00Comparable value $120.00
KARL LAGERFELD PARISDouble Zip Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00
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)
Call It Spring By AldoDonovan Side Zip Boot (Men)$39.97Current Price $39.97(50% off)50% off.$79.99Comparable value $79.99
Donald PlinerJoplin Lace Up Boot (Men)$89.98 – $112.47Current Price $89.98 to $112.47(Up to 72% off)Up to 72% off.$325.00Comparable value $325.00New Markdown(3)
NUNN BUSHChase Plain Toe Chukka Boot - Wide Width Available (Men)$49.97Current Price $49.97(47% off)47% off.$95.00Comparable value $95.00(14)
Dockers®Thomas Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(6)
FryeBowery Lace-Up Boot (Men)$179.97Current Price $179.97(49% off)49% off.$358.00Comparable value $358.00(52) Only a few left
MagnanniEddison Chukka Boot (Men)$164.98Current Price $164.98(64% off)64% off.$465.00Comparable value $465.00(5) Only a few left
VITTORIO RUSSOWhitman Chukka Boot (Men)$84.98 – $89.98Current Price $84.98 to $89.98(Up to 62% off)Up to 62% off.$225.00Comparable value $225.00(3)
La MilanoAcross II Cap Toe Chukka Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
AriatSting Western Boot (Men)$149.97Current Price $149.97(46% off)46% off.$279.95Comparable value $279.95(97)
AriatDowntown Stonewash Suede Cowboy Boot (Men)$77.98Current Price $77.98(67% off)67% off.$239.95Comparable value $239.95New Markdown(22)
NUNN BUSHOdell II Wingtip Boot - Wide Width Available (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
Anthony VeerGrant Wingtip Lace-Up Boot (Men)$139.97Current Price $139.97(42% off)42% off.$244.95Comparable value $244.95
Dockers®Truman Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
La MilanoJaxon II Cap Toe Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99(1) Only a few left
NUNN BUSHKarnak Water Resistant Moc Toe Boot - Wide Width Available (Men)$89.97Current Price $89.97(Up to 25% off)Up to 25% off.$110.00 – $120.00Comparable value $110.00 to $120.00(3)
VANCE COStratton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
NewUGG®Chelsea Lug Boot (Men)$99.97Current Price $99.97(39% off)39% off.$165.00Comparable value $165.00(3)
VANCE COGarrett Cap Chelsea Boot - Wide Width (Men)$44.97Current Price $44.97(55% off)55% off.$99.99Comparable value $99.99(1)
VANCE COYukkon Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
MerrellMoab 3 Waterproof Mid Hiking Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00(47)
Dockers®Telford Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
VANCE CODarnell Zip Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99(2)
VANCE COBlackwell Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
NewClarks® OriginalsWallabee Gore-Tex® Waterproof Shoe (Men)$99.97 – $119.97Current Price $99.97 to $119.97(Up to 60% off)Up to 60% off.$240.00 – $250.00Comparable value $240.00 to $250.00
KARL LAGERFELD PARISCamo Jacquard Chelsea Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00
Allen EdmondsDallas Roper Low Croc Embossed Western Boot (Men)$349.97Current Price $349.97(40% off)40% off.$590.00Comparable value $590.00(8)
Dr. MartensCombs Lug Sole Combat Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(53) Only a few left
NUNN BUSHOtis II Chelsea Boot - Wide Width Available (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(1)
VANCE COJosiah Chelsea Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
NUNN BUSHCircuit Plain Toe Chukka Boot - Wide Width Available (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(17)
Donald PlinerCroc Embossed Leather Chelsea Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(5) Only a few left
Anthony VeerLincoln Lug Sole Boot (Men)$149.97Current Price $149.97(38% off)38% off.$244.95Comparable value $244.95
Clarks®Wallaston Chukka Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00(9)
VINTAGE FOUNDRYDarwin Plain Toe Chelsea Boot (Men)$109.97Current Price $109.97(50% off)50% off.$220.00Comparable value $220.00(4)
ECCOLite Hybrid Chukka Boot (Men)$79.97Current Price $79.97(42% off)42% off.$140.00Comparable value $140.00(1)
Clarks®Steadwell Dress Boot (Men)$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00 Only a few left
SwimsVigo Waterproof Boot (Men)$179.97Current Price $179.97(39% off)39% off.$298.00Comparable value $298.00
VINTAGE FOUNDRYCharles Chelsea Boot (Men)$69.97Current Price $69.97(62% off)62% off.$185.00Comparable value $185.00(5) Only a few left
Ted Baker LondonNorwich Chelsea Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00(1) Only a few left
AriatSpitfire Leather Chukka Boot (Men)$69.97Current Price $69.97(50% off)50% off.$139.95Comparable value $139.95(56)