Cole HaanNewmark Grand Water Resistant Chelsea Boot$159.97Current Price $159.97(56% off)56% off.$370.00Comparable value $370.00(10)
Allen EdmondsCaden Lug Sole Chukka Boot$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00(1)
BOSSColby Chelsea Boot$119.97 – $149.97Current Price $119.97 to $149.97(Up to 39% off)Up to 39% off.$199.00Comparable value $199.00(4)
Allen EdmondsHugo Lug Sole Boot$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00(2)
Allen EdmondsDriggs Chelsea Boot$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00(3)
BOSSNew Tunley Chelsea Boot$89.97 – $119.97Current Price $89.97 to $119.97(Up to 54% off)Up to 54% off.$199.00Comparable value $199.00(6)
AllSaintsSkiff Mid Boot$190.97Current Price $190.97(40% off)40% off.$319.00Comparable value $319.00 Only a few left
Clarks®Jaxen Easy Chelsea Boot$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00
Maison FortePerseus Plain Toe Chelsea Boot$99.97 – $109.97Current Price $99.97 to $109.97(48% off)48% off.$195.00 – $215.00Comparable value $195.00 to $215.00(19)
BarbourMaxwell Waterproof Chukka Boot$119.97Current Price $119.97(50% off)50% off.$240.00Comparable value $240.00(1) Only a few left
MagnanniBurlo Leather Chelsea Boot$249.97Current Price $249.97(44% off)44% off.$450.00Comparable value $450.00(34)
Clarks®Newford Chukka Boot$79.97Current Price $79.97(38% off)38% off.$130.00Comparable value $130.00 Only a few left
Tommy HilfigerSesame Chelsea Boot$54.97Current Price $54.97(53% off)53% off.$119.00Comparable value $119.00(46)
KARL LAGERFELD PARISDouble Zip Boot$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00(2)
Dune LondonMandatory Chelsea Boot$89.97Current Price $89.97(50% off)50% off.$180.00Comparable value $180.00(1) Only a few left
Clarks®Shepton Chukka Boot$79.97Current Price $79.97(27% off)27% off.$110.00Comparable value $110.00(8)
MagnanniVitelo Boot$249.97Current Price $249.97(44% off)44% off.$450.00Comparable value $450.00(21) Only a few left
Kenneth Cole ReactionVesto Chukka Boot$69.97Current Price $69.97(41% off)41% off.$119.00Comparable value $119.00(1)
Johnston & MurphyCalder Chukka Boot$116.97Current Price $116.97(38% off)38% off.$189.00Comparable value $189.00(29)
MADDENSawyer Chelsea Boot$49.97Current Price $49.97(41% off)41% off.$84.99Comparable value $84.99(18)
TecovasThe Dean Western Boot$199.97Current Price $199.97(32% off)32% off.$295.00Comparable value $295.00(6)
FryeTyler Plain Toe Boot$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(66)
VANCE CODarnell Zip Boot$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99(2)
VANCE COBlackwell Lace-Up Boot$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
MagnanniEddison Chelsea Boot$229.97Current Price $229.97(50% off)50% off.$465.00Comparable value $465.00(2)
Johnston & MurphyUpton Chukka$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
Clarks®Shepton Easy Chelsea Boot$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00
Bruno MagliAnthony Lace-Up Boot$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00
AriatBarrett Almond Toe Boot$119.97Current Price $119.97(53% off)53% off.$259.95Comparable value $259.95(12)
Johnston & MurphyUpton Chelsea Boot$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00(8)
Dune LondonCian Side Zip Boot$89.97Current Price $89.97(50% off)50% off.$180.00Comparable value $180.00
VANCE COJosiah Chelsea Boot$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
TAFTThe Darcey Moc Toe Boot$179.97Current Price $179.97(38% off)38% off.$295.00Comparable value $295.00(12)
Dockers®Esmond Chukka Boot$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
Bruno MagliVespa Wingtip Chelsea Boot$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00
Clarks® OriginalsWallabee Scout Chukka Boot$99.99 – $139.97Current Price $99.99 to $139.97(Up to 65% off select items)Up to 65% off select items.$270.00 – $290.00Comparable value $270.00 to $290.00(1)
Rush by Gordon RushChelsea Boot$59.97Current Price $59.97(52% off)52% off.$125.00Comparable value $125.00(38)
Anthony VeerGrant Wingtip Lace-Up Boot$139.97Current Price $139.97(42% off)42% off.$244.95Comparable value $244.95
VINTAGE FOUNDRYAnderson Casual Chukka Boot$69.97Current Price $69.97(60% off)60% off.$175.00Comparable value $175.00(1)
TAFTThe Boston Longwing Boot$159.97Current Price $159.97(45% off)45% off.$295.00Comparable value $295.00(35)
BarbourReadhead Chukka Boot$119.97Current Price $119.97(45% off)45% off.$220.00Comparable value $220.00(2)
John VarvatosMoto Lace-Up Boot$479.97Current Price $479.97(51% off)51% off.$998.00Comparable value $998.00(1) Only a few left
Anthony VeerMonroe Wool Boot$139.97Current Price $139.97(42% off)42% off.$244.95Comparable value $244.95
SORELSlabtown 62™ Stoic Derby$79.97Current Price $79.97(46% off)46% off.$150.00Comparable value $150.00(1)
FlorsheimChalet Chelsea Boot$99.97Current Price $99.97(31% off)31% off.$145.00Comparable value $145.00(126)
Steve MaddenNoby Lace-Up Boot$107.97Current Price $107.97(40% off)40% off.$180.00Comparable value $180.00 Only a few left
Anthony VeerGeorge Chukka Boot$99.97Current Price $99.97(39% off)39% off.$165.95Comparable value $165.95(1)
Madden Men'sEstiban Chelsea Boot$54.97Current Price $54.97(35% off)35% off.$84.99Comparable value $84.99(6)
Deer StagsGarfield Plain Toe Chukka Boot$59.97Current Price $59.97(40% off)40% off.$100.00Comparable value $100.00
NUNN BUSHOtto Chukka Boot - Wide Width Available$49.97 – $59.97Current Price $49.97 to $59.97(Up to 58% off)Up to 58% off.$110.00 – $120.00Comparable value $110.00 to $120.00(14)
VINTAGE FOUNDRYMilton Chukka Boot$49.97Current Price $49.97(72% off)72% off.$180.00Comparable value $180.00(3)
Stuart WeitzmanAustin Oxford$159.97Current Price $159.97(67% off)67% off.$495.00Comparable value $495.00(6) Only a few left
SantoniRock Chukka Boot$459.97Current Price $459.97(48% off)48% off.$890.00Comparable value $890.00(1) Only a few left
VANCE COGarrett Cap Chelsea Boot - Wide Width$44.97Current Price $44.97(55% off)55% off.$99.99Comparable value $99.99(1)
FERRAGAMOGeorge 2 Chelsea Boot$529.97Current Price $529.97(57% off)57% off.$1,250.00Comparable value $1,250.00(1)
MezlanMoretti Suede Zip Boot$299.97Current Price $299.97(33% off)33% off.$450.00Comparable value $450.00
Anthony VeerLincoln Lug Sole Boot$149.97Current Price $149.97(38% off)38% off.$244.95Comparable value $244.95
NewAllen EdmondsCarson Hybrid Chukka Boot$169.97 – $189.97Current Price $169.97 to $189.97(Up to 56% off)Up to 56% off.$395.00Comparable value $395.00(27)
VANCE COStratton Chukka Boot$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
SantoniRegal Chelsea Boot$419.97Current Price $419.97(49% off)49% off.$830.00Comparable value $830.00 Only a few left
VANCE COSlater Chelsea Boot$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
VINTAGE FOUNDRYParker Wingtip Boot$54.97Current Price $54.97(63% off)63% off.$149.00Comparable value $149.00(4)
Dockers®Esmond Plain Toe Chukka Boot$64.97Current Price $64.97(23% off)23% off.$85.00Comparable value $85.00(10)
VANCE COThorpe Wingtip Chelsea Boot$69.97Current Price $69.97(36% off)36% off.$109.99Comparable value $109.99(4)
Gino VitaleWingtip Chelsea Boot$89.97Current Price $89.97(43% off)43% off.$159.99Comparable value $159.99
Carlos by Carlos SantanaCorazon Chukka Boot$109.97Current Price $109.97(38% off)38% off.$179.00Comparable value $179.00(1)
VANCE COLandon Chelsea Boot - Wide Width$44.97 – $49.97Current Price $44.97 to $49.97(Up to 47% off)Up to 47% off.$84.99Comparable value $84.99(10)