FlorsheimChalet Chelsea Boot (Men)$69.96Current Price $69.96(51% off)51% off.$145.00Comparable value $145.00New Markdown(121)
VinceDominic Plain Toe Boot (Men)$109.99 – $169.97Current Price $109.99 to $169.97(Up to 72% off select items)Up to 72% off select items.$395.00Comparable value $395.00New Markdown(5)
VinceLafayette Chukka Boot (Men)$89.99 – $109.99Current Price $89.99 to $109.99(Up to 74% off)Up to 74% off.$350.00Comparable value $350.00New Markdown
VITTORIO RUSSOWhitman Chukka Boot (Men)$84.98 – $89.98Current Price $84.98 to $89.98(Up to 62% off)Up to 62% off.$225.00Comparable value $225.00New Markdown(3)
BOSSNew Tunley Chelsea Boot (Men)$58.48 – $149.97Current Price $58.48 to $149.97(Up to 70% off select items)Up to 70% off select items.$199.00Comparable value $199.00New Markdown(3)
Donald PlinerKingston Chukka Boot (Men)$89.98 – $139.97Current Price $89.98 to $139.97(Up to 72% off select items)Up to 72% off select items.$325.00Comparable value $325.00New Markdown(3)
Allen EdmondsGrady Chukka Boot (Men)$119.98 – $149.98Current Price $119.98 to $149.98(Up to 78% off)Up to 78% off.$550.00Comparable value $550.00New Markdown
Clarks®Shepton Easy Chelsea Boot (Men)$64.98 – $94.97Current Price $64.98 to $94.97(Up to 50% off select items)Up to 50% off select items.$130.00Comparable value $130.00New Markdown
Roberto CavalliCrip Chelsea Boot (Men)$99.98 – $159.97Current Price $99.98 to $159.97(Up to 82% off select items)Up to 82% off select items.$570.00Comparable value $570.00New Markdown(3)
TO BOOT NEW YORKCharleston Chelsea Boot (Men)$149.96 – $219.97Current Price $149.96 to $219.97(Up to 64% off select items)Up to 64% off select items.$425.00Comparable value $425.00New Markdown(6)
Johnston & MurphyBoswell Chukka Boot (Men)$49.98Current Price $49.98(71% off)71% off.$175.00Comparable value $175.00New Markdown(17)
MagnanniEddison Chukka Boot (Men)$164.98Current Price $164.98(64% off)64% off.$465.00Comparable value $465.00New Markdown(3)
VinceDann Lugged Chukka Boot (Men)$99.99Current Price $99.99(73% off)73% off.$375.00Comparable value $375.00New Markdown(4)
BOSSColby Chelsea Boot (Men)$99.99 – $149.97Current Price $99.99 to $149.97(Up to 49% off select items)Up to 49% off select items.$199.00Comparable value $199.00New Markdown(2)
MagnanniKam II Boot (Men)$181.98Current Price $181.98(63% off)63% off.$495.00Comparable value $495.00(7) Only a few left
Bruno MagliNello Chelsea Boot (Men)$129.98Current Price $129.98(67% off)67% off.$395.00Comparable value $395.00New Markdown
Allen EdmondsDain Combat Boot (Men)$109.98 – $179.97Current Price $109.98 to $179.97(Up to 77% off select items)Up to 77% off select items.$495.00Comparable value $495.00New Markdown(19)
MADDENSawyer Chelsea Boot (Men)$24.98 – $34.96Current Price $24.98 to $34.96(Up to 72% off)Up to 72% off.$90.00Comparable value $90.00New Markdown(14)
BørnTheo Chukka Boot (Men)$19.99 – $55.96Current Price $19.99 to $55.96(Up to 84% off)Up to 84% off.$130.00Comparable value $130.00New Markdown(13)
Tommy HilfigerGainsly Chelsea Boot (Men)$41.96 – $59.97Current Price $41.96 to $59.97(Up to 66% off select items)Up to 66% off select items.$125.00Comparable value $125.00New Markdown(2)
AboundNash Chelsea Boot (Men)$41.96Current Price $41.96(53% off)53% off.$89.95Comparable value $89.95New Markdown
Steve MaddenPeter Boot (Men)$44.98Current Price $44.98(73% off)73% off.$170.00Comparable value $170.00New Markdown(3)
Allen EdmondsHiggins Mill Lug Zip Boot (Men)$129.98Current Price $129.98(73% off)73% off.$495.00Comparable value $495.00New Markdown(80)
FlorsheimChalet Leather Cap Toe Boot (Men)$59.98Current Price $59.98(61% off)61% off.$155.00Comparable value $155.00New Markdown(23)
Steve MaddenP-Ely Wingtip Boot (Men)$59.98Current Price $59.98(64% off)64% off.$170.00Comparable value $170.00New Markdown
Donald PlinerJoplin Lace Up Boot (Men)$89.98 – $149.97Current Price $89.98 to $149.97(Up to 72% off select items)Up to 72% off select items.$325.00Comparable value $325.00New Markdown(3)
Roberto CavalliBraise Combat Boot (Men)$99.99 – $159.97Current Price $99.99 to $159.97(Up to 82% off select items)Up to 82% off select items.$570.00Comparable value $570.00New Markdown(7)
AquataliaEnrico Chelsea Boot (Men)$149.48Current Price $149.48(72% off)72% off.$550.00Comparable value $550.00New Markdown
MagnanniKam Hiker Boot (Men)$181.98 – $279.97Current Price $181.98 to $279.97(Up to 66% off select items)Up to 66% off select items.$550.00Comparable value $550.00New Markdown(3)
Steve MaddenScotch Lug Sole Boot (Men)$34.99Current Price $34.99(73% off)73% off.$130.00Comparable value $130.00New Markdown(11)
MADDENTaskorn Combat Boot (Men)$36.50Current Price $36.50(59% off)59% off.$90.00Comparable value $90.00New Markdown(13) Only a few left
SantoniGregory Chukka Boot (Men)$344.96Current Price $344.96(61% off)61% off.$890.00Comparable value $890.00(1) Only a few left
Gino VitaleWingtip Chelsea Boot (Men)$62.96 – $89.97Current Price $62.96 to $89.97(Up to 60% off select items)Up to 60% off select items.$159.99Comparable value $159.99
Tommy HilfigerHarbin Chukka Boot (Men)$24.99 – $39.99Current Price $24.99 to $39.99(Up to 79% off)Up to 79% off.$119.00Comparable value $119.00New Markdown(10)
VITTORIO RUSSOWade Boot (Men)$32.49 – $97.47Current Price $32.49 to $97.47(Up to 85% off)Up to 85% off.$225.00Comparable value $225.00New Markdown(2)
NUNN BUSHCircuit Plain Toe Chukka Boot - Wide Width Available (Men)$41.22 – $54.97Current Price $41.22 to $54.97(Up to 54% off select items)Up to 54% off select items.$90.00Comparable value $90.00(17)
Roberto CavalliBraises Hiking Boot (Men)$119.96Current Price $119.96(78% off)78% off.$565.00Comparable value $565.00New Markdown(1)
TimberlandMotion Ledge Mid Hiking Boot (Men)$48.96Current Price $48.96(59% off)59% off.$120.00Comparable value $120.00New Markdown
BOSSColby Chelsea Boot (Men)$97.48Current Price $97.48(51% off)51% off.$199.00Comparable value $199.00(1) Only a few left
Eastland'Seneca' Moc Toe Boot (Men)$74.96Current Price $74.96(40% off)40% off.$125.00Comparable value $125.00
ALDODarionn Waterproof Lace-Up Cap Toe Boot (Men)$58.48Current Price $58.48(66% off)66% off.$175.00Comparable value $175.00(2)
Steve MaddenFenton Lug Sole Chelsea Boot (Men)$19.99 – $34.99Current Price $19.99 to $34.99(Up to 84% off)Up to 84% off.$130.00Comparable value $130.00New Markdown(7)
VANCE COAustin Cap Toe Chukka Boot - Wide Width (Men)$39.99 – $59.97Current Price $39.99 to $59.97(Up to 55% off select items)Up to 55% off select items.$89.99Comparable value $89.99(3)
ALDOKnighton Boot (Men)$29.98 – $34.99Current Price $29.98 to $34.99(76% off)76% off.$130.00 – $150.00Comparable value $130.00 to $150.00New Markdown(6)
SpyderBlacktail Waterproof Hiking Boot (Men)$47.98Current Price $47.98(73% off)73% off.$180.00Comparable value $180.00New Markdown(2) Only a few left
SORELHi-Line Waterproof Lace-Up Boot (Men)$62.96Current Price $62.96(65% off)65% off.$185.00Comparable value $185.00(33) Only a few left
FlorsheimForge Chelsea Boot (Men)$82.47Current Price $82.47(36% off)36% off.$130.00Comparable value $130.00(3) Only a few left
FlorsheimForge Lace-Up Boot (Men)$82.47Current Price $82.47(38% off)38% off.$135.00Comparable value $135.00(1) Only a few left
Eastland'Lumber Up' Moc Toe Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 50% off select items)Up to 50% off select items.$135.00 – $150.00Comparable value $135.00 to $150.00(5)
Hey DudeBradley Water Repellent Leather Boot (Men)$34.96Current Price $34.96(63% off)63% off.$94.99Comparable value $94.99New Markdown(124) Only a few left
Eastland'Daily Double' Chelsea Boot (Men)$44.97Current Price $44.97(64% off)64% off.$125.00Comparable value $125.00(8)