New!SantoniChelsea Boot (Men)$739.97Current Price $739.97(52% off)52% off.$1,570.00Comparable value $1,570.00Only a few left
New MarkdownEastlandChimney Pond Chelsea Boot (Men)$69.96 – $74.96Current Price $69.96 to $74.96(Up to 51% off)Up to 51% off.$145.00Comparable value $145.00
New MarkdownSteve MaddenMemille Chelsea Boot (Men)$34.99Current Price $34.99(58% off)58% off.$85.00Comparable value $85.00
TO BOOT NEW YORKCharleston Chelsea Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00(2)
New MarkdownMarc Joseph New YorkHudson Yards 2.0 Pull-On Boot (Men)$55.96 – $59.96Current Price $55.96 to $59.96(Up to 71% off)Up to 71% off.$195.00Comparable value $195.00(3)
Maison FortePerseus Plain Toe Chelsea Boot (Men)$109.97Current Price $109.97(48% off)48% off.$215.00Comparable value $215.00(18)Only a few left
Allen EdmondsAlgonquin Lugged Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00
New MarkdownKARL LAGERFELD PARISSuede Chelsea Boot (Men)$67.47Current Price $67.47(73% off)73% off.$250.00Comparable value $250.00(8)
Ted Baker LondonNorwich Chelsea Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00Only a few left
FERRAGAMOChelsea Boot (Men)$499.97Current Price $499.97(60% off)60% off.$1,250.00Comparable value $1,250.00(2)
Maison ForteEnzo Croc Embossed Chelsea Boot (Men)$109.97Current Price $109.97(51% off)51% off.$225.00Comparable value $225.00(3)Only a few left
New MarkdownBOSSTunley Chelsea Boot (Men)$83.96Current Price $83.96(63% off)63% off.$230.00Comparable value $230.00(4)
New MarkdownEastland'Daily Double' Chelsea Boot (Men)$74.96Current Price $74.96(40% off)40% off.$125.00Comparable value $125.00(8)
New!La MilanoCrest Cap Toe Chelsea Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
AquataliaEnrico Chelsea Boot (Men)$229.97Current Price $229.97(58% off)58% off.$550.00Comparable value $550.00
CARLOS SANTANAMantra Chelsea Boot (Men)$99.97Current Price $99.97(28% off)28% off.$138.99Comparable value $138.99(1)
BOSSCalev Chelsea Boot (Men)$149.97Current Price $149.97(34% off)34% off.$230.00Comparable value $230.00
Johnston & MurphyBrody Chelsea Boot (Men)$69.97Current Price $69.97(57% off)57% off.$165.00Comparable value $165.00(19)
Donald PlinerCalf Suede Chelsea Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(9)
New MarkdownSANDROChelsea Boot (Men)$149.99Current Price $149.99(72% off)72% off.$545.00Comparable value $545.00Only a few left
NEW YORK AND COMPANYEnzo Chelsea Boot (Men)$44.97Current Price $44.97(47% off)47% off.$85.00Comparable value $85.00Only a few left
VANCE COMarshall Chelsea Boot - Wide Width Available (Men)$59.97Current Price $59.97(40% off)40% off.$99.99Comparable value $99.99(9)
Cole HaanGrand Chelsea Boot (Men)$54.98Current Price $54.98(63% off)63% off.$150.00Comparable value $150.00
VersaceChelsea Boot (Men)$379.97Current Price $379.97(65% off)65% off.$1,095.00Comparable value $1,095.00Only a few left
New MarkdownNUNN BUSHDakoda Chelsea Boot (Men)$31.47Current Price $31.47(66% off)66% off.$95.00Comparable value $95.00(25)Only a few left
Dr. MartensHardie II Chelsea Boot (Men)$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00(58)
NEW YORK AND COMPANYParker Chelsea Boot (Men)$39.97Current Price $39.97(50% off)50% off.$80.00Comparable value $80.00(6)Only a few left
New!GREATSBowery Chelsea Boot (Men)$49.97Current Price $49.97(74% off)74% off.$199.00Comparable value $199.00Only a few left
New MarkdownDonald PlinerAshford Chelsea Boot (Men)$149.96Current Price $149.96(62% off)62% off.$395.00Comparable value $395.00(1)Only a few left
New MarkdownVANCE COSlater Chelsea Boot (Men)$44.98 – $56.22Current Price $44.98 to $56.22(Up to 59% off)Up to 59% off.$109.99Comparable value $109.99(1)Only a few left
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
New MarkdownVANCE COJosiah Chelsea Boot (Men)$59.96Current Price $59.96(45% off)45% off.$109.99Comparable value $109.99Only a few left
VANCE COGarrett Cap Chelsea Boot - Wide Width (Men)$44.97Current Price $44.97(55% off)55% off.$99.99Comparable value $99.99
New MarkdownDockers®Townsend Chelsea Boot (Men)$29.96Current Price $29.96(68% off)68% off.$95.00Comparable value $95.00(1)
New!La MilanoLouvier Cap Toe Chelsea Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
New!McQueenTrunk Chelsea Boot (Men)$479.97Current Price $479.97(65% off)65% off.$1,390.00Comparable value $1,390.00Only a few left
New MarkdownEastlandCryus Chelsea Boot (Men)$44.96 – $44.97Current Price $44.96 to $44.97(50% off)50% off.$90.00Comparable value $90.00(11)
Bruno MagliRafael Chelsea Boot (Men)$189.97Current Price $189.97(57% off)57% off.$450.00Comparable value $450.00(1)Only a few left
New MarkdownSteve MaddenWesley Chelsea Boot (Men)$55.23 – $63.72Current Price $55.23 to $63.72(Up to 63% off)Up to 63% off.$150.00Comparable value $150.00(1)
New!SperryClifton Waterproof Chelsea Duck Boot (Men)$49.97Current Price $49.97(54% off)54% off.$110.00Comparable value $110.00
New MarkdownClarks®Walpath Waterproof Chelsea Boot (Men)$74.96Current Price $74.96(42% off)42% off.$130.00Comparable value $130.00
New MarkdownClarks®Emmett Chelsea Boot (Men)$67.47Current Price $67.47(43% off)43% off.$120.00Comparable value $120.00Only a few left
FERRAGAMOLoreno Chelsea Boot (Men)$659.97Current Price $659.97(48% off)48% off.$1,290.00Comparable value $1,290.00
Dockers®Camden Chelsea Boot (Men)$59.99Current Price $59.99(29% off)29% off.$85.00Comparable value $85.00
Ben ShermanCornwall Chelsea Boot (Men)$64.97Current Price $64.97(43% off)43% off.$115.00Comparable value $115.00Only a few left
Ambitious11758 Lug Sole Chelsea Boot (Men)$139.97Current Price $139.97(46% off)46% off.$260.00Comparable value $260.00
VINTAGE FOUNDRYCharles Chelsea Boot (Men)$89.97Current Price $89.97(51% off)51% off.$185.00Comparable value $185.00(5)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
New!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
New MarkdownSperryFloat Waterproof Rain Boot (Men)$27.96 – $39.97Current Price $27.96 to $39.97(Up to 70% off select items)Up to 70% off select items.$95.00Comparable value $95.00(7)
New MarkdownVANCE COLandon Chelsea Boot - Wide Width (Men)$24.73 – $49.97Current Price $24.73 to $49.97(Up to 70% off select items)Up to 70% off select items.$84.99Comparable value $84.99(11)
VINTAGE FOUNDRYMartin Chelsea Boot (Men)$49.97Current Price $49.97(71% off)71% off.$175.00Comparable value $175.00(7)Only a few left
New!BarbourStorm Chelsea Rain Boot (Men)$69.97Current Price $69.97(51% off)51% off.$145.00Comparable value $145.00(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)
VANCE COThorpe Wingtip Chelsea Boot (Men)$44.97 – $49.97Current Price $44.97 to $49.97(Up to 59% off)Up to 59% off.$109.99Comparable value $109.99(4)
New MarkdownGino VitaleWingtip Chelsea Boot (Men)$67.47 – $89.97Current Price $67.47 to $89.97(Up to 57% off select items)Up to 57% off select items.$159.99Comparable value $159.99
Hey DudeBranson Chelsea Boot (Men)$49.97Current Price $49.97(50% off)50% off.$99.99Comparable value $99.99(25)
BurberryGabriel Creeper Chelsea Boot (Men)$429.97Current Price $429.97(62% off)62% off.$1,150.00Comparable value $1,150.00
VANCE COMarshon Vegan Suede Chelsea Boot (Men)$59.97Current Price $59.97(40% off)40% off.$99.99Comparable value $99.99
VANCE COWaylon Chelsea Boot (Men)$34.97Current Price $34.97(70% off)70% off.$119.99Comparable value $119.99(1)Only a few left
New MarkdownGino VitaleWingtip Brogue Two-Tone Chelsea Boot (Men)$62.96Current Price $62.96(60% off)60% off.$159.99Comparable value $159.99(2)Only a few left