New!TO BOOT NEW YORKDressel Chelsea Boot (Men)$199.97Current Price $199.97(57% off)57% off.$475.00Comparable value $475.00(1)
MagnanniKam Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(1)
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)
Allen EdmondsDriggs Chelsea Boot (Men)$179.97Current Price $179.97(63% off)63% off.$495.00Comparable value $495.00(2)
New!TO BOOT NEW YORKCharleston Chelsea Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00(2)
New!MagnanniBonn Leather Chelsea Boot (Men)$279.97Current Price $279.97(43% off)43% off.$495.00Comparable value $495.00(6)
Ted Baker LondonNorwich Chelsea Boot (Men)$109.97Current Price $109.97(42% off)42% off.$190.00Comparable value $190.00
New!VITTORIO RUSSOPeter Chelsea Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00
New!Bruno MagliMaximo Chelsea Boot (Men)$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00
New!Tommy HilfigerRoklan Chelsea Boot (Men)$59.97Current Price $59.97(53% off)53% off.$129.00Comparable value $129.00
MagnanniEddison Chelsea Boot (Men)$249.97Current Price $249.97(46% off)46% off.$465.00Comparable value $465.00
Cole HaanNewmark Grand Water Resistant Chelsea Boot (Men)$129.97Current Price $129.97(63% off)63% off.$360.00Comparable value $360.00(4)
New!BørnEli Chelsea Boot (Men)$89.97Current Price $89.97(30% off)30% off.$130.00Comparable value $130.00(6)
FryeDylan Chelsea Boot (Men)$189.97Current Price $189.97(52% off)52% off.$398.00Comparable value $398.00(11)
Steve MaddenSawyer Chelsea Boot (Men)$49.97Current Price $49.97(44% off)44% off.$90.00Comparable value $90.00(7)
FlorsheimChalet Chelsea Boot (Men)$99.97Current Price $99.97(31% off)31% off.$145.00Comparable value $145.00(108)
New!BOSSNew Tunley Chelsea Boot (Men)$149.97Current Price $149.97(24% off)24% off.$199.00Comparable value $199.00
Maison FortePerseus Plain Toe Chelsea Boot (Men)$109.97Current Price $109.97(48% off)48% off.$215.00Comparable value $215.00(17)
New!Bruno MagliNello Chelsea Boot (Men)$199.97Current Price $199.97(49% off)49% off.$395.00Comparable value $395.00
Dr. Martens2976 Wintergrip Water Resistant Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$190.00Comparable value $190.00(38)
Cole HaanChamberlin Grand Water Resistant Chelsea Boot (Men)$129.97Current Price $129.97(50% off)50% off.$260.00Comparable value $260.00(3)
New!Johnston & MurphyJenson Chelsea Boot (Men)$209.97Current Price $209.97(35% off)35% off.$328.00Comparable value $328.00(2)
Black Friday DealVINTAGE FOUNDRYLyle Chelsea Boot (Men)$74.99Current Price $74.99(62% off)62% off.$200.00Comparable value $200.00(2)
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)
AboundWilder Chelsea Boot (Men)$49.97Current Price $49.97(37% off)37% off.$79.95Comparable value $79.95(4)
New!Tommy HilfigerGainsly Chelsea Boot (Men)$59.97Current Price $59.97(52% off)52% off.$125.00Comparable value $125.00
Bruno MagliMartin Chelsea Boot (Men)$189.97Current Price $189.97(55% off)55% off.$425.00Comparable value $425.00
New!Johnston & MurphyBorland Chelsea Boot (Men)$79.97Current Price $79.97(50% off)50% off.$160.00Comparable value $160.00
New!Cole HaanNewmark Grand Chelsea Boot (Men)$129.97Current Price $129.97(63% off)63% off.$360.00Comparable value $360.00
Ted Baker LondonRemington Chelsea Boot (Men)$139.97Current Price $139.97(36% off)36% off.$220.00Comparable value $220.00(2)
Black Friday DealVINTAGE FOUNDRYDarwin Plain Toe Chelsea Boot (Men)$79.99Current Price $79.99(63% off)63% off.$220.00Comparable value $220.00(3)
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
New!Dune LondonCarden Chelsea Boot (Men)$89.97Current Price $89.97(50% off)50% off.$180.00Comparable value $180.00
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
AquataliaEnrico Chelsea Boot (Men)$229.97Current Price $229.97(58% off)58% off.$550.00Comparable value $550.00
FlorsheimForge Chelsea Boot (Men)$109.97Current Price $109.97(15% off)15% off.$130.00Comparable value $130.00
Clarks®Shepton Easy Chelsea Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00
New!FryeConnor Suede Chelsea Boot (Men)$99.97Current Price $99.97(49% off)49% off.$198.00Comparable value $198.00
FryeBowery Chelsea Boot (Men)$179.97Current Price $179.97(45% off)45% off.$328.00Comparable value $328.00(10)
Steve MaddenRoswel Plain Toe Chelsea Boot (Men)$89.97Current Price $89.97(35% off)35% off.$140.00Comparable value $140.00
New!Steve MaddenFenton Lug Sole Chelsea Boot (Men)$79.97Current Price $79.97(38% off)38% off.$130.00Comparable value $130.00(1)
Johnston & MurphyBrody Chelsea Boot (Men)$69.97Current Price $69.97(57% off)57% off.$165.00Comparable value $165.00(18)
Black Friday DealBOSSCalev Chelsea Boot (Men)$114.99Current Price $114.99(50% off)50% off.$230.00Comparable value $230.00
Rush by Gordon RushChelsea Boot (Men)$49.97Current Price $49.97(60% off)60% off.$125.00Comparable value $125.00(35)
Rack Friday SaleAllSaintsHarley Chelsea Boot (Men)$38.98 – $129.97Current Price $38.98 to $129.97(Extra 40% off select items)Includes extra 40% off select items.$64.98Previous Price $64.98$289.00 – $299.00Comparable value $289.00 to $299.00(24)
New!FryeTyler Chelsea Boot (Men)$129.97Current Price $129.97(49% off)49% off.$258.00Comparable value $258.00(28)
SORELSlabtown 62 Waterproof Chelsea Boot (Men)$99.97Current Price $99.97(41% off)41% off.$170.00Comparable value $170.00(1)Only a few left
KARL LAGERFELD PARISSuede Chelsea Boot (Men)$89.97Current Price $89.97(64% off)64% off.$250.00Comparable value $250.00(5)
Bruno MagliRafael Chelsea Boot (Men)$189.97Current Price $189.97(57% off)57% off.$450.00Comparable value $450.00(1)
FlorsheimAzzano Plain Toe Chelsea Boot (Men)$109.97Current Price $109.97(24% off)24% off.$145.00Comparable value $145.00
Allen EdmondsAlgonquin Lugged Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00
Steve MaddenRilyn Chelsea Boot (Men)$79.97Current Price $79.97(50% off)50% off.$160.00Comparable value $160.00(12)
FryeTyler Chelsea Boot (Men)$129.97 – $149.97Current Price $129.97 to $149.97(Up to 49% off)Up to 49% off.$258.00Comparable value $258.00(29)
Black Friday DealAmbitiousChelsea Boot (Men)$114.99Current Price $114.99(55% off)55% off.$260.00Comparable value $260.00Only a few left
MADDENEstiban Chelsea Boot (Men)$54.97Current Price $54.97(35% off)35% off.$85.00Comparable value $85.00(3)
FryeBowery Chelsea Boot (Men)$179.97Current Price $179.97(45% off)45% off.$328.00Comparable value $328.00(22)
Black Friday DealBOSSColby Chelsea Boot (Men)$99.99Current Price $99.99(49% off)49% off.$199.00Comparable value $199.00
AboundOtto Lug Chelsea Boot (Men)$49.97Current Price $49.97(37% off)37% off.$79.95Comparable value $79.95(13)
FlorsheimRuvo Chelsea Boot (Men)$109.97Current Price $109.97(26% off)26% off.$150.00Comparable value $150.00(21)
Black Friday DealVINTAGE FOUNDRYCharles Chelsea Boot (Men)$69.99Current Price $69.99(62% off)62% off.$185.00Comparable value $185.00(5)
Roberto CavalliCrip Chelsea Boot (Men)$159.97Current Price $159.97(71% off)71% off.$570.00Comparable value $570.00
Donald PlinerCroc Embossed Leather Chelsea Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(3)
Black Friday DealVINTAGE FOUNDRYRandall Leather Chelsea Boot (Men)$79.99Current Price $79.99(63% off)63% off.$220.00Comparable value $220.00(21)Only a few left
New!Cole HaanGrand Atlantic Chelsea Boot (Men)$99.97Current Price $99.97(50% off)50% off.$200.00Comparable value $200.00(2)
Dockers®Truman Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(1)
Allen EdmondsGrafton Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00(43)
New!VinceBonham Water Repellent Chelsea Boot (Men)$149.97Current Price $149.97(57% off)57% off.$350.00Comparable value $350.00(1)
New!Bruno MagliNello Chelsea Boot (Men)$199.97Current Price $199.97(49% off)49% off.$395.00Comparable value $395.00Only a few left
Allen EdmondsLiverpool Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(48)
Gino VitaleWingtip Chelsea Boot (Men)$89.97Current Price $89.97(43% off)43% off.$159.99Comparable value $159.99