New!MagnanniBurlo Leather Chelsea Boot (Men)$249.97Current Price $249.97(44% off)44% off.$450.00Comparable value $450.00(31)
New!BOSSColby Chelsea Boot (Men)$149.97Current Price $149.97(24% off)24% off.$199.00Comparable value $199.00(1)
New!Ted Baker LondonNorwich Chelsea Boot (Men)$109.97Current Price $109.97(31% off)31% off.$160.00Comparable value $160.00
New!MagnanniKam Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(1)
Allen EdmondsDriggs Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(1)
New!Bruno MagliMaximo Chelsea Boot (Men)$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00
Black Friday DealKARL LAGERFELD PARISChelsea Boot (Men)$159.99Current Price $159.99(59% off)59% off.$395.00Comparable value $395.00(1)
Dr. Martens2976 Wintergrip Water Resistant Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$190.00Comparable value $190.00(36)
New!MagnanniBonn Leather Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(6)
New!Steve MaddenSawyer Chelsea Boot (Men)$49.97Current Price $49.97(44% off)44% off.$90.00Comparable value $90.00(5)
MagnanniEddison Chelsea Boot (Men)$249.97Current Price $249.97(46% off)46% off.$465.00Comparable value $465.00
Black Friday DealAmbitiousChelsea Boot (Men)$114.99Current Price $114.99(55% off)55% off.$260.00Comparable value $260.00Only a few left
New!AquataliaEnrico Chelsea Boot (Men)$229.97Current Price $229.97(58% off)58% off.$550.00Comparable value $550.00
New!TO BOOT NEW YORKDressel Chelsea Boot (Men)$199.97Current Price $199.97(57% off)57% off.$475.00Comparable value $475.00
New!Stuart WeitzmanAdwin Chelsea Boot (Men)$209.97 – $499.97Current Price $209.97 to $499.97(Up to 78% off)Up to 78% off.$975.00Comparable value $975.00
Roberto CavalliHuston Chelsea Boot (Men)$159.97Current Price $159.97(70% off)70% off.$545.00Comparable value $545.00
Maison FortePerseus Plain Toe Chelsea Boot (Men)$109.97Current Price $109.97(48% off)48% off.$215.00Comparable value $215.00(17)
AboundWilder Chelsea Boot (Men)$49.97Current Price $49.97(37% off)37% off.$79.95Comparable value $79.95(4)
AboundOtto Lug Chelsea Boot (Men)$49.97Current Price $49.97(37% off)37% off.$79.95Comparable value $79.95(12)
New!Bruno MagliNello Chelsea Boot (Men)$199.97Current Price $199.97(49% off)49% off.$395.00Comparable value $395.00
SORELSlabtown 62 Waterproof Chelsea Boot (Men)$99.97Current Price $99.97(41% off)41% off.$170.00Comparable value $170.00(1)
New!Johnston & MurphyJenson Chelsea Boot (Men)$209.97Current Price $209.97(35% off)35% off.$328.00Comparable value $328.00(2)
FlorsheimChalet Chelsea Boot (Men)$99.97Current Price $99.97(31% off)31% off.$145.00Comparable value $145.00(108)
Tommy HilfigerSesame Chelsea Boot (Men)$54.97Current Price $54.97(Up to 53% off)Up to 53% off.$109.00 – $119.00Comparable value $109.00 to $119.00(25)
New!BOSSNew Tunley Chelsea Boot (Men)$149.97Current Price $149.97(24% off)24% off.$199.00Comparable value $199.00
New!Steve MaddenRoswel Plain Toe Chelsea Boot (Men)$89.97Current Price $89.97(35% off)35% off.$140.00Comparable value $140.00
FryeDylan Chelsea Boot (Men)$189.97Current Price $189.97(52% off)52% off.$398.00Comparable value $398.00(10)
New!Cole HaanChamberlin Grand Water Resistant Chelsea Boot (Men)$129.97Current Price $129.97(50% off)50% off.$260.00Comparable value $260.00
AllSaintsHarley Chelsea Boot (Men)$64.98 – $129.97Current Price $64.98 to $129.97(Up to 77% off select items)Up to 77% off select items.$289.00 – $299.00Comparable value $289.00 to $299.00(23)
Black Friday DealVINTAGE FOUNDRYCharles Chelsea Boot (Men)$69.99Current Price $69.99(62% off)62% off.$185.00Comparable value $185.00(4)
Black Friday DealVINTAGE FOUNDRYDarwin Plain Toe Chelsea Boot (Men)$79.99Current Price $79.99(63% off)63% off.$220.00Comparable value $220.00(3)
AllSaintsToby Lugged Chelsea Boot (Men)$178.97Current Price $178.97(40% off)40% off.$299.00Comparable value $299.00(4)Only a few left
New!Marc Joseph New YorkHudson Yards 2.0 Pull-On Boot (Men)$79.97Current Price $79.97(58% off)58% off.$195.00Comparable value $195.00
Black Friday DealBOSSCalev Chelsea Boot (Men)$114.99Current Price $114.99(50% off)50% off.$230.00Comparable value $230.00
Allen EdmondsAlgonquin Lugged Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00
Roberto CavalliCrip Chelsea Boot (Men)$159.97Current Price $159.97(71% off)71% off.$570.00Comparable value $570.00
Rush by Gordon RushChelsea Boot (Men)$49.97Current Price $49.97(60% off)60% off.$125.00Comparable value $125.00(35)
KARL LAGERFELD PARISSuede Chelsea Boot (Men)$89.97Current Price $89.97(64% off)64% off.$250.00Comparable value $250.00(5)
FryeBowery Chelsea Boot (Men)$179.97Current Price $179.97(45% off)45% off.$328.00Comparable value $328.00(10)
New!FERRAGAMOBeat Cap Toe Chelsea Boot (Men)$409.97Current Price $409.97(65% off)65% off.$1,190.00Comparable value $1,190.00(2)Only a few left
New!FlorsheimForge Chelsea Boot (Men)$109.97Current Price $109.97(15% off)15% off.$130.00Comparable value $130.00
Bruno MagliRafael Chelsea Boot (Men)$189.97Current Price $189.97(57% off)57% off.$450.00Comparable value $450.00(1)
Black Friday DealVINTAGE FOUNDRYLyle Chelsea Boot (Men)$74.99Current Price $74.99(62% off)62% off.$200.00Comparable value $200.00(2)
FryeBowery Chelsea Boot (Men)$179.97Current Price $179.97(45% off)45% off.$328.00Comparable value $328.00(22)
Cole HaanNewmark Grand Water Resistant Chelsea Boot (Men)$129.97Current Price $129.97(63% off)63% off.$360.00Comparable value $360.00(1)
New!Cole HaanNewmark Grand Chelsea Boot (Men)$129.97Current Price $129.97(63% off)63% off.$360.00Comparable value $360.00
New!Ted Baker LondonRemington Chelsea Boot (Men)$139.97Current Price $139.97(36% off)36% off.$220.00Comparable value $220.00(2)
Black Friday DealVINTAGE FOUNDRYMartin Chelsea Boot (Men)$64.99Current Price $64.99(62% off)62% off.$175.00Comparable value $175.00(5)
New!Dune LondonCarden Chelsea Boot (Men)$89.97Current Price $89.97(50% off)50% off.$180.00Comparable value $180.00
New!Clarks®Shepton Easy Chelsea Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00
Black Friday DealVINTAGE FOUNDRYRandall Leather Chelsea Boot (Men)$79.99Current Price $79.99(63% off)63% off.$220.00Comparable value $220.00(21)
New!SANDROChelsea Boot (Men)$219.97Current Price $219.97(59% off)59% off.$545.00Comparable value $545.00
New!VinceBonham Water Repellent Chelsea Boot (Men)$149.97Current Price $149.97(57% off)57% off.$350.00Comparable value $350.00(1)
FlorsheimRuvo Chelsea Boot (Men)$109.97Current Price $109.97(26% off)26% off.$150.00Comparable value $150.00(21)
Ben ShermanCornwall Chelsea Boot (Men)$64.97Current Price $64.97(43% off)43% off.$115.00Comparable value $115.00
Dockers®Truman Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(1)
New!Cole HaanChamberlin Grand Chelsea Boot (Men)$129.97Current Price $129.97(50% off)50% off.$260.00Comparable value $260.00
Donald PlinerCroc Embossed Leather Chelsea Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(3)
NUNN BUSHOtis II Chelsea Boot (Men)$94.97Current Price $94.97(13% off)13% off.$110.00Comparable value $110.00(1)
Steve MaddenRilyn Chelsea Boot (Men)$79.97Current Price $79.97(50% off)50% off.$160.00Comparable value $160.00(12)
BarbourStorm Chelsea Rain Boot (Men)$69.97Current Price $69.97(51% off)51% off.$145.00Comparable value $145.00(1)
MADDENEstiban Chelsea Boot (Men)$54.97Current Price $54.97(35% off)35% off.$85.00Comparable value $85.00(3)
Marc Joseph New YorkAustin Chelsea Boot (Men)$69.97 – $89.97Current Price $69.97 to $89.97(Up to 64% off)Up to 64% off.$195.00Comparable value $195.00
New!FlorsheimAzzano Plain Toe Chelsea Boot (Men)$109.97Current Price $109.97(24% off)24% off.$145.00Comparable value $145.00
Gino VitaleWingtip Chelsea Boot (Men)$89.97Current Price $89.97(43% off)43% off.$159.99Comparable value $159.99
New!TimberlandAttleboro Chelsea Boot (Men)$69.97 – $74.97Current Price $69.97 to $74.97(46% off)46% off.$130.00 – $140.00Comparable value $130.00 to $140.00(3)
VANCE COJosiah Chelsea Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
New!Johnston & MurphyBorland Chelsea Boot (Men)$79.97Current Price $79.97(50% off)50% off.$160.00Comparable value $160.00Only a few left
VANCE COOsmond Chelsea Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
Dr. MartensGender Inclusive 1460 Chelsea Boot$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00(1)
Bos. & Co.Dax Waterproof Chelsea Boot (Men)$124.97Current Price $124.97(54% off)54% off.$275.00Comparable value $275.00(2)Only a few left