FlorsheimChalet Chelsea Boot (Men)$69.96Current Price $69.96(51% off)51% off.$145.00Comparable value $145.00New Markdown(121)
BOSSNew Tunley Chelsea Boot (Men)$58.48 – $149.97Current Price $58.48 to $149.97(Up to 70% off select items)Up to 70% off select items.$199.00Comparable value $199.00New Markdown(3)
BOSSColby Chelsea Boot (Men)$99.99 – $149.97Current Price $99.99 to $149.97(Up to 49% off select items)Up to 49% off select items.$199.00Comparable value $199.00New Markdown(2)
MADDENSawyer Chelsea Boot (Men)$24.98 – $34.96Current Price $24.98 to $34.96(Up to 72% off)Up to 72% off.$90.00Comparable value $90.00New Markdown(14)
AriatWexford Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$189.95Comparable value $189.95(4)
Allen EdmondsWren Chelsea Boot (Men)$159.97Current Price $159.97(67% off)67% off.$495.00Comparable value $495.00(6)
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 $130.00New Markdown
VINTAGE FOUNDRYMartin Chelsea Boot (Men)$49.97Current Price $49.97(71% off)71% off.$175.00Comparable value $175.00(8)
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) Only a few left
Roberto CavalliCrip Chelsea Boot (Men)$99.98 – $159.97Current Price $99.98 to $159.97(Up to 82% off select items)Up to 82% off select items.$570.00Comparable value $570.00New Markdown(3)
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
AriatHybrid Low Boy Chelsea Boot (Men)$99.97Current Price $99.97(37% off)37% off.$159.95Comparable value $159.95(35)
NordstromLockhart Mini Lug Suede Chelsea Boot (Men)$49.97Current Price $49.97(58% off)58% off.$119.95Comparable value $119.95(2)
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
Dr. MartensGender Inclusive 2976 Valor Water Resistant Chelsea Boot$109.97Current Price $109.97(38% off)38% off.$180.00Comparable value $180.00(12)
NewClarks®Jaxen Easy Chelsea Boot (Men)$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00
VANCE COSlater Chelsea Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
Tommy HilfigerSesame Chelsea Boot (Men)$54.97Current Price $54.97(53% off)53% off.$119.00Comparable value $119.00(40)
Stuart WeitzmanAmos Chelsea Boot (Men)$309.97Current Price $309.97(47% off)47% off.$595.00Comparable value $595.00
Johnston & MurphyUpton Chelsea Boot (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00(7)
AllSaintsHarley Chelsea Boot (Men)$129.97Current Price $129.97(56% off)56% off.$299.00Comparable value $299.00(24)
Dockers®Truman Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
NewDr. Martens2976 Chelsea Boot (Men)$109.97Current Price $109.97(38% off)38% off.$180.00Comparable value $180.00
Allen EdmondsDriggs Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(3)
FryeDylan Chelsea Boot (Men)$189.97Current Price $189.97(52% off)52% off.$398.00Comparable value $398.00(14) Only a few left
Bruno MagliNello Chelsea Boot (Men)$129.98Current Price $129.98(67% off)67% off.$395.00Comparable value $395.00New Markdown
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
Dr. Martens2976 Lo Rogue Chelsea Boot (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
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 $125.00New Markdown(2)
AboundWilder Chelsea Boot (Men)$34.96 – $49.97Current Price $34.96 to $49.97(Up to 61% off select items)Up to 61% off select items.$89.95Comparable value $89.95New Markdown(7)
NewVANCE COJosiah Chelsea Boot (Men)$84.97Current Price $84.97(22% off)22% off.$109.99Comparable value $109.99
Allen EdmondsGrafton Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00(43) Only a few left
BirkenstockBend Chelsea Boot (Men)$99.97Current Price $99.97(41% off)41% off.$170.00Comparable value $170.00(1)
ALDOZeddy Chelsea Boot (Men)$84.97Current Price $84.97(43% off)43% off.$150.00Comparable value $150.00
MagnanniBonn Leather Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(8) Only a few left
Ted Baker LondonNorwich Chelsea Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00(2)
TO BOOT NEW YORKCharleston Chelsea Boot (Men)$149.96 – $219.97Current Price $149.96 to $219.97(Up to 64% off select items)Up to 64% off select items.$425.00Comparable value $425.00New Markdown(6)
Allen EdmondsAlgonquin Lugged Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00(3)
Rush by Gordon RushChelsea Boot (Men)$49.97Current Price $49.97(60% off)60% off.$125.00Comparable value $125.00(36)
John VarvatosLudlow Chelsea Boot (Men)$399.97Current Price $399.97(49% off)49% off.$798.00Comparable value $798.00(1)
Ted Baker LondonNorwich Chelsea Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00(1)
BarbourStorm Chelsea Rain Boot (Men)$69.97Current Price $69.97(51% off)51% off.$145.00Comparable value $145.00(2)
UGG®Neumel Chelsea Boot (Men)$99.97Current Price $99.97(35% off)35% off.$155.00Comparable value $155.00(29) 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)
MagnanniMarton Chelsea Boot (Men)$269.97Current Price $269.97(50% off)50% off.$550.00Comparable value $550.00 Only a few left
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)
AboundNash Chelsea Boot (Men)$41.96Current Price $41.96(53% off)53% off.$89.95Comparable value $89.95New Markdown
VITTORIO RUSSOPeter Chelsea Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00(7)
John VarvatosRivington Chelsea Boot (Men)$339.97Current Price $339.97(51% off)51% off.$698.00Comparable value $698.00 Only a few left
MagnanniShaw Suede Chelsea Boot (Men)$239.97Current Price $239.97(51% off)51% off.$495.00Comparable value $495.00(1)
Allen EdmondsLiverpool Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(50) Only a few left
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
KARL LAGERFELD PARISCamo Jacquard Chelsea Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00
Steve MaddenFenton Lug Sole Chelsea Boot (Men)$19.99 – $34.99Current Price $19.99 to $34.99(Up to 84% off)Up to 84% off.$130.00Comparable value $130.00New Markdown(7)
VANCE COMarshall Chelsea Boot - Wide Width Available (Men)$59.97Current Price $59.97(40% off)40% off.$99.99Comparable value $99.99(9)
Stacy AdamsBradley Chelsea Boot (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
VANCE COGarrett Cap Chelsea Boot - Wide Width (Men)$44.97Current Price $44.97(55% off)55% off.$99.99Comparable value $99.99(1)
VINTAGE FOUNDRYDarwin Plain Toe Chelsea Boot (Men)$109.97Current Price $109.97(50% off)50% off.$220.00Comparable value $220.00(4)
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
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
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
AquataliaEnrico Chelsea Boot (Men)$149.48Current Price $149.48(72% off)72% off.$550.00Comparable value $550.00New Markdown
FERRAGAMOFlash Chelsea Boot (Men)$489.97Current Price $489.97(57% off)57% off.$1,150.00Comparable value $1,150.00(1)
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
FERRAGAMOChelsea Boot (Men)$499.97Current Price $499.97(60% off)60% off.$1,250.00Comparable value $1,250.00(3)
NewBruno MagliVespa Wingtip Chelsea Boot (Men)$314.97Current Price $314.97(30% off)30% off.$450.00Comparable value $450.00
FryeConnor Suede Chelsea Boot (Men)$99.97Current Price $99.97(49% off)49% off.$198.00Comparable value $198.00(1)
FERRAGAMOGeorge 2 Chelsea Boot (Men)$529.97Current Price $529.97(57% off)57% off.$1,250.00Comparable value $1,250.00
Bruno MagliMaximo Chelsea Boot (Men)$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00 Only a few left
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
CARLOS SANTANAMantra Chelsea Boot (Men)$99.97Current Price $99.97(28% off)28% off.$138.99Comparable value $138.99(2)