New!Tommy HilfigerSesame Chelsea Boot (Men)$54.97Current Price $54.97(53% off)53% off.$119.00Comparable value $119.00(34)
Steve MaddenSawyer 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.$90.00Comparable value $90.00(12)
Johnston & MurphyCalder Chukka Boot (Men)$59.96Current Price $59.96(63% off)63% off.$165.00Comparable value $165.00(21)
New MarkdownCole HaanNewmark Grand Water Resistant Chelsea Boot (Men)$97.47Current Price $97.47(72% off)72% off.$360.00Comparable value $360.00(7)
VANCE COGarrett Cap Chelsea Boot - Wide Width (Men)$44.97Current Price $44.97(55% off)55% off.$99.99Comparable value $99.99
Donald PlinerCroc Embossed Leather Chelsea Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(4)
Allen EdmondsDonovan Chukka Boot (Men)$129.98 – $199.97Current Price $129.98 to $199.97(Up to 73% off select items)Up to 73% off select items.$495.00Comparable value $495.00(1)
MagnanniEddison Chukka Boot (Men)$249.97Current Price $249.97(46% off)46% off.$465.00Comparable value $465.00(2)
New MarkdownBOSSColby Chelsea Boot (Men)$97.48Current Price $97.48(51% off)51% off.$199.00Comparable value $199.00
Brooks BrothersClaremont Chukka (Men)$169.97Current Price $169.97(62% off)62% off.$449.00Comparable value $449.00(1)
MagnanniVitelo Boot (Men)$249.97Current Price $249.97(44% off)44% off.$450.00Comparable value $450.00(19)Only a few left
Deer StagsGarfield Plain Toe Chukka Boot (Men)$64.97Current Price $64.97(35% off)35% off.$100.00Comparable value $100.00
MagnanniEddison Chelsea Boot (Men)$149.99 – $249.97Current Price $149.99 to $249.97(Up to 67% off select items)Up to 67% off select items.$465.00Comparable value $465.00
MagnanniBurlo Leather Chelsea Boot (Men)$249.97Current Price $249.97(44% off)44% off.$450.00Comparable value $450.00(33)
BOSSCalev Chelsea Boot (Men)$149.97Current Price $149.97(34% off)34% off.$230.00Comparable value $230.00
Maison ForteDaytona Chukka Boot (Men)$109.97Current Price $109.97(43% off)43% off.$195.00Comparable value $195.00(3)
VINTAGE FOUNDRYJimara Leather Faux Fur Lined Boot (Men)$89.97Current Price $89.97(59% off)59% off.$220.00Comparable value $220.00(51)
New MarkdownMagnanniPolar Leather Boot (Men)$162.48Current Price $162.48(67% off)67% off.$495.00Comparable value $495.00(14)
Donald PlinerCalf Suede Chelsea Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(9)Only a few left
New MarkdownTO BOOT NEW YORKVinny Chukka Boot (Men)$129.98 – $139.96Current Price $129.98 to $139.96(Up to 69% off)Up to 69% off.$425.00Comparable value $425.00(2)
KARL LAGERFELD PARISSuede Chelsea Boot (Men)$67.47Current Price $67.47(73% off)73% off.$250.00Comparable value $250.00(8)
VANCE COJosiah Chelsea Boot (Men)$59.96Current Price $59.96(45% off)45% off.$109.99Comparable value $109.99Only a few left
New MarkdownAQUATHERM BY SANTANA CANADAClark Waterproof Lug Sole Boot (Men)$71.22Current Price $71.22(49% off)49% off.$139.99Comparable value $139.99Only a few left
MagnanniBetun Boot (Men)$249.97Current Price $249.97(44% off)44% off.$450.00Comparable value $450.00(20)
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)