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)
VANCE COSlater Chelsea Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
FlorsheimChalet Chelsea Boot (Men)$99.97Current Price $99.97(31% off)31% off.$145.00Comparable value $145.00(121)
VINTAGE FOUNDRYMartin Chelsea Boot (Men)$49.97Current Price $49.97(71% off)71% off.$175.00Comparable value $175.00(7)
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)
Roberto CavalliCrip Chelsea Boot (Men)$159.97Current Price $159.97(71% off)71% off.$570.00Comparable value $570.00(3)
Tommy HilfigerGainsly Chelsea Boot (Men)$59.97Current Price $59.97(52% off)52% off.$125.00Comparable value $125.00(2)
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
AboundWilder Chelsea Boot (Men)$49.97Current Price $49.97(44% off)44% off.$89.95Comparable value $89.95(7)
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
BOSSColby Chelsea Boot (Men)$149.97Current Price $149.97(24% off)24% off.$199.00Comparable value $199.00(2)
Tommy HilfigerSesame Chelsea Boot (Men)$54.97Current Price $54.97(53% off)53% off.$119.00Comparable value $119.00(40)
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
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)
VANCE COGarrett Cap Chelsea Boot - Wide Width (Men)$44.97Current Price $44.97(55% off)55% off.$99.99Comparable value $99.99(1)
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)
NewBirkenstockBend Chelsea Boot (Men)$99.97Current Price $99.97(41% off)41% off.$170.00Comparable value $170.00
AriatWexford Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$189.95Comparable value $189.95(4)
Dr. Martens2976 Lo Rogue Chelsea Boot (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
Steve MaddenRilyn Chelsea Boot (Men)$59.96Current Price $59.96(62% off)62% off.$160.00Comparable value $160.00(16)
Johnston & MurphyBrody Chelsea Boot (Men)$49.99Current Price $49.99(69% off)69% off.$165.00Comparable value $165.00(19)
NordstromLockhart Mini Lug Suede Chelsea Boot (Men)$49.97Current Price $49.97(58% off)58% off.$119.95Comparable value $119.95(2)
Ted Baker LondonNorwich Chelsea Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00(2)
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)
EastlandChimney Pond Chelsea Boot (Men)$74.96Current Price $74.96(48% off)48% off.$145.00Comparable value $145.00 Only a few left
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)
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)
Allen EdmondsWren Chelsea Boot (Men)$159.97Current Price $159.97(67% off)67% off.$495.00Comparable value $495.00(6)
Rush by Gordon RushChelsea Boot (Men)$49.97Current Price $49.97(60% off)60% off.$125.00Comparable value $125.00(36)
VITTORIO RUSSOPeter Chelsea Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00(7)
NewALDOZeddy Chelsea Boot (Men)$84.97Current Price $84.97(43% off)43% off.$150.00Comparable value $150.00
Allen EdmondsDriggs Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(3)
Bruno MagliRafael Chelsea Boot (Men)$132.96Current Price $132.96(70% off)70% off.$450.00Comparable value $450.00(1) Only a few left
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
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
NUNN BUSHOtis II Chelsea Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(1)
AboundNash Chelsea Boot (Men)$59.97Current Price $59.97(33% off)33% off.$89.95Comparable value $89.95
AriatHybrid Low Boy Chelsea Boot (Men)$99.97Current Price $99.97(37% off)37% off.$159.95Comparable value $159.95(35)
MagnanniBonn Leather Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(8) Only a few left
BOSSColby Chelsea Boot (Men)$97.48Current Price $97.48(51% off)51% off.$199.00Comparable value $199.00(1) Only a few left
Steve MaddenRoswel Plain Toe Chelsea Boot (Men)$67.47Current Price $67.47(51% off)51% off.$140.00Comparable value $140.00
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)
Stacy AdamsBradley Chelsea Boot (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
Dockers®Dylan Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
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)
Dockers®Truman Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
VANCE COMarshall Chelsea Boot - Wide Width Available (Men)$59.97Current Price $59.97(40% off)40% off.$99.99Comparable value $99.99(9)
CARLOS SANTANAMantra Chelsea Boot (Men)$99.97Current Price $99.97(28% off)28% off.$138.99Comparable value $138.99(2)
La MilanoCrest Cap Toe Chelsea Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99 Only a few left
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
Eastland'Daily Double' Chelsea Boot (Men)$39.98 – $44.97Current Price $39.98 to $44.97(Up to 68% off)Up to 68% off.$125.00Comparable value $125.00(8)
Bos. & Co.Dax Waterproof Chelsea Boot (Men)$119.97Current Price $119.97(56% off)56% off.$275.00Comparable value $275.00(2) Only a few left
John VarvatosLudlow Chelsea Boot (Men)$399.97Current Price $399.97(49% off)49% off.$798.00Comparable value $798.00(1)
MagnanniShaw Suede Chelsea Boot (Men)$239.97Current Price $239.97(51% off)51% off.$495.00Comparable value $495.00(1)
MagnanniJava Suede Chelsea Boot (Men)$269.97Current Price $269.97(50% off)50% off.$550.00Comparable value $550.00 Only a few left
NUNN BUSHKarnak Plain Toe Chelsea Boot (Men)$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00
VANCE COMarshon Vegan Suede Chelsea Boot (Men)$59.97Current Price $59.97(40% off)40% off.$99.99Comparable value $99.99
Allen EdmondsLiverpool Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(50) Only a few left
BarbourStorm Chelsea Rain Boot (Men)$69.97Current Price $69.97(51% off)51% off.$145.00Comparable value $145.00(2) Only a few left
SORELCyprus™ Waterproof Chelsea Boot (Men)$74.99Current Price $74.99(40% off)40% off.$125.00Previous Price $125.00 Only a few left
FryeConnor Suede Chelsea Boot (Men)$99.97Current Price $99.97(49% off)49% off.$198.00Comparable value $198.00(1)
SKECHERSx John Deere Segment 2.0 Waterproof Chelsea Boot (Men)$59.97Current Price $59.97(53% off)53% off.$128.00Comparable value $128.00(1)
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
Stuart WeitzmanAmos Chelsea Boot (Men)$309.97Current Price $309.97(47% off)47% off.$595.00Comparable value $595.00
Dockers®Camden Chelsea Boot (Men)$59.99Current Price $59.99(29% off)29% off.$85.00Comparable value $85.00
Allen EdmondsGrafton Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00(43) Only a few left
John VarvatosRivington Chelsea Boot (Men)$339.97Current Price $339.97(51% off)51% off.$698.00Comparable value $698.00 Only a few left