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)
Roberto CavalliCrip Chelsea Boot (Men)$159.97Current Price $159.97(71% off)71% off.$570.00Comparable value $570.00(3)
BOSSColby Chelsea Boot (Men)$149.97Current Price $149.97(24% off)24% off.$199.00Comparable value $199.00(2)
Allen EdmondsWren Chelsea Boot (Men)$159.97Current Price $159.97(67% off)67% off.$495.00Comparable value $495.00(6)
Ted Baker LondonNorwich Chelsea Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00(1)
Cole HaanChamberlin Grand Water Resistant Chelsea Boot (Men)$97.47 – $119.97Current Price $97.47 to $119.97(Up to 62% off select items)Up to 62% off select items.$260.00Comparable value $260.00(11)
KARL LAGERFELD PARISCamo Jacquard Chelsea Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00
KARL LAGERFELD PARISChelsea Boot (Men)$89.97Current Price $89.97(77% off)77% off.$395.00Comparable value $395.00(2) Only a few left
NewBirkenstockBend Chelsea Boot (Men)$99.97Current Price $99.97(41% off)41% off.$170.00Comparable value $170.00
Ambitious11758 Lug Sole Chelsea Boot (Men)$139.97Current Price $139.97(46% off)46% off.$260.00Comparable value $260.00 Only a few left
Dr. MartensGender Inclusive 2976 Valor Water Resistant Chelsea Boot$109.97Current Price $109.97(38% off)38% off.$180.00Comparable value $180.00(12)
Tommy HilfigerGainsly Chelsea Boot (Men)$59.97Current Price $59.97(52% off)52% off.$125.00Comparable value $125.00(2)
Cole HaanGrand Atlantic Chelsea Boot (Men)$44.97 – $74.96Current Price $44.97 to $74.96(Up to 77% off)Up to 77% off.$200.00Comparable value $200.00(8) Only a few left
Allen EdmondsDriggs Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(3)
MagnanniKam Chelsea Boot (Men)$199.99Current Price $199.99(59% off)59% off.$495.00Comparable value $495.00(2) Only a few left
VANCE COSlater Chelsea Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
Ted Baker LondonRemington Chelsea Boot (Men)$77.98Current Price $77.98(64% off)64% off.$220.00Comparable value $220.00(2) Only a few left
Johnston & MurphyBorland Chelsea Boot (Men)$55.96 – $59.96Current Price $55.96 to $59.96(Up to 65% off)Up to 65% off.$160.00Comparable value $160.00(7)
Johnston & MurphyUpton Chelsea Boot (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00(7)
Johnston & MurphyBrody Chelsea Boot (Men)$49.99Current Price $49.99(69% off)69% off.$165.00Comparable value $165.00(19)
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
FlorsheimChalet Chelsea Boot (Men)$99.97Current Price $99.97(31% off)31% off.$145.00Comparable value $145.00(121)
Anthony VeerHills Chelsea Boot (Men)$74.97 – $79.97Current Price $74.97 to $79.97(Up to 48% off)Up to 48% off.$145.95 – $145.99Comparable value $145.95 to $145.99
Bruno MagliRafael Chelsea Boot (Men)$132.96Current Price $132.96(70% off)70% off.$450.00Comparable value $450.00(1) Only a few left
NewDr. Martens2976 Chelsea Boot (Men)$109.97Current Price $109.97(38% off)38% off.$180.00Comparable value $180.00
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
MagnanniBonn Leather Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(8) Only a few left
AboundWilder Chelsea Boot (Men)$49.97Current Price $49.97(44% off)44% off.$89.95Comparable value $89.95(7)
AllSaintsHarley Chelsea Boot (Men)$129.97Current Price $129.97(56% off)56% off.$299.00Comparable value $299.00(24)
Allen EdmondsAlgonquin Lugged Chelsea Boot (Men)$199.97 – $299.97Current Price $199.97 to $299.97(Up to 66% off)Up to 66% off.$495.00 – $595.00Comparable value $495.00 to $595.00(3)
Marc Joseph New YorkHudson Yards 2.0 Pull-On Boot (Men)$31.98 – $59.96Current Price $31.98 to $59.96(Up to 83% off)Up to 83% off.$195.00Comparable value $195.00(6)
Tommy HilfigerSesame Chelsea Boot (Men)$54.97Current Price $54.97(53% off)53% off.$119.00Comparable value $119.00(40)
TO BOOT NEW YORKCharleston Chelsea Boot (Men)$199.97 – $219.97Current Price $199.97 to $219.97(Up to 52% off)Up to 52% off.$425.00Comparable value $425.00(6)
FERRAGAMOGeorge 2 Chelsea Boot (Men)$529.97Current Price $529.97(57% off)57% off.$1,250.00Comparable value $1,250.00
BOSSColby Chelsea Boot (Men)$97.48Current Price $97.48(51% off)51% off.$199.00Comparable value $199.00(1) Only a few left
AquataliaEnrico Chelsea Boot (Men)$229.97Current Price $229.97(58% off)58% off.$550.00Comparable value $550.00
NordstromLockhart Mini Lug Suede Chelsea Boot (Men)$49.97Current Price $49.97(58% off)58% off.$119.95Comparable value $119.95(2)
Stuart WeitzmanAmos Chelsea Boot (Men)$309.97Current Price $309.97(47% off)47% off.$595.00Comparable value $595.00
Dr. MartensHardie II Chelsea Boot (Men)$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00(58) Only a few left
AriatWexford Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$189.95Comparable value $189.95(4)
Bruno MagliNello Chelsea Boot (Men)$199.97Current Price $199.97(49% off)49% off.$395.00Comparable value $395.00
Ted Baker LondonNorwich Chelsea Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00(2)
SperryClifton Waterproof Chelsea Duck Boot (Men)$49.97Current Price $49.97(54% off)54% off.$110.00Comparable value $110.00(1) Only a few left
Dr. Martens2976 Lo Rogue Chelsea Boot (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
John VarvatosLudlow Chelsea Boot (Men)$399.97Current Price $399.97(49% off)49% off.$798.00Comparable value $798.00(1)
Johnston & MurphyLewis Chelsea Boot (Men)$49.99Current Price $49.99(61% off)61% off.$129.00Comparable value $129.00(7)
Allen EdmondsLiverpool Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(50) Only a few left
VINTAGE FOUNDRYMartin Chelsea Boot (Men)$49.97Current Price $49.97(71% off)71% off.$175.00Comparable value $175.00(7)
Steve MaddenRilyn Chelsea Boot (Men)$59.96Current Price $59.96(62% off)62% off.$160.00Comparable value $160.00(16)
UGG®Neumel Chelsea Boot (Men)$99.97Current Price $99.97(35% off)35% off.$155.00Comparable value $155.00(29) Only a few left
BurberryGabriel Creeper Chelsea Boot (Men)$429.97Current Price $429.97(62% off)62% off.$1,150.00Comparable value $1,150.00(3) Only a few left
FERRAGAMOFlash Chelsea Boot (Men)$489.97Current Price $489.97(57% off)57% off.$1,150.00Comparable value $1,150.00(1)
FERRAGAMOChelsea Boot (Men)$499.97Current Price $499.97(60% off)60% off.$1,250.00Comparable value $1,250.00(3)
Steve MaddenFenton Lug Sole Chelsea Boot (Men)$49.99 – $59.96Current Price $49.99 to $59.96(Up to 61% off)Up to 61% off.$130.00Comparable value $130.00(7)
BarbourStorm Chelsea Rain Boot (Men)$69.97Current Price $69.97(51% off)51% off.$145.00Comparable value $145.00(2) Only a few left
NewALDOZeddy Chelsea Boot (Men)$84.97Current Price $84.97(43% off)43% off.$150.00Comparable value $150.00
MADDENSawyer Chelsea Boot (Men)$32.48 – $49.97Current Price $32.48 to $49.97(Up to 63% off select items)Up to 63% off select items.$90.00Comparable value $90.00(14)
EastlandHerman 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(4) Only a few left
Dr. Martens2976 Wintergrip Water Resistant Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$190.00Comparable value $190.00(54) Only a few left
MagnanniShaw Suede Chelsea Boot (Men)$239.97Current Price $239.97(51% off)51% off.$495.00Comparable value $495.00(1)
NewClarks®Jaxen Easy Chelsea Boot (Men)$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00
NewVANCE COJosiah Chelsea Boot (Men)$84.97Current Price $84.97(22% off)22% off.$109.99Comparable value $109.99
NUNN BUSHKarnak Plain Toe 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.$120.00Comparable value $120.00
VITTORIO RUSSOPeter Chelsea Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00(7)
VANCE COOsmond Chelsea Boot (Men)$79.97 – $84.97Current Price $79.97 to $84.97(Up to 27% off)Up to 27% off.$109.99Comparable value $109.99(2)
John VarvatosRivington Chelsea Boot (Men)$339.97Current Price $339.97(51% off)51% off.$698.00Comparable value $698.00 Only a few left
Rush by Gordon RushChelsea Boot (Men)$49.97Current Price $49.97(60% off)60% off.$125.00Comparable value $125.00(36)
FERRAGAMOLoreno Chelsea Boot (Men)$659.97Current Price $659.97(48% off)48% off.$1,290.00Comparable value $1,290.00
BurberryGabriel Creeper Chelsea Boot (Men)$429.97Current Price $429.97(62% off)62% off.$1,150.00Comparable value $1,150.00
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)
VANCE COGarrett Cap Chelsea Boot - Wide Width (Men)$44.97Current Price $44.97(55% off)55% off.$99.99Comparable value $99.99(1)
Gino VitaleWingtip Chelsea Boot (Men)$62.96 – $89.97Current Price $62.96 to $89.97(Up to 60% off select items)Up to 60% off select items.$159.99Comparable value $159.99