FlorsheimChalet Chelsea Boot (Men)$69.96Current Price $69.96(51% off)51% off.$145.00Comparable value $145.00(123)
Johnston & MurphyBoswell Chukka Boot (Men)$49.98Current Price $49.98(71% off)71% off.$175.00Comparable value $175.00(18)
FlorsheimChalet Leather Cap Toe Boot (Men)$59.98Current Price $59.98(61% off)61% off.$155.00Comparable value $155.00(23)
Steve MaddenPeter Boot (Men)$44.98Current Price $44.98(73% off)73% off.$170.00Comparable value $170.00(4)
Clarks®Shepton Chukka Boot (Men)$48.73 – $74.97Current Price $48.73 to $74.97(Up to 55% off select items)Up to 55% off select items.$100.00 – $110.00Comparable value $100.00 to $110.00New Markdown(5)
Donald PlinerJoplin Lace Up Boot (Men)$89.98 – $112.47Current Price $89.98 to $112.47(Up to 72% off)Up to 72% off.$325.00Comparable value $325.00New Markdown(3)
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 $125.00(2)
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 $90.00(16)
Stacy AdamsBradley 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.$160.00Comparable value $160.00New Markdown
Steve MaddenP-Ely Wingtip Boot (Men)$59.98Current Price $59.98(64% off)64% off.$170.00Comparable value $170.00
Rush by Gordon RushChelsea Boot (Men)$37.47 – $49.97Current Price $37.47 to $49.97(Up to 70% off select items)Up to 70% off select items.$125.00Comparable value $125.00New Markdown(37)
AllSaintsHarley Chelsea Boot (Men)$97.47Current Price $97.47(67% off)67% off.$299.00Comparable value $299.00New Markdown(24)
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 $395.00(6)
AriatDowntown Stonewash Suede Cowboy Boot (Men)$77.98Current Price $77.98(67% off)67% off.$239.95Comparable value $239.95New Markdown(22)
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 $570.00(7)
Roberto CavalliCrip Chelsea Boot (Men)$99.98 – $99.99Current Price $99.98 to $99.99(82% off)82% off.$570.00Comparable value $570.00New Markdown(4)
AriatHybrid Low Boy Chelsea Boot (Men)$64.98Current Price $64.98(59% off)59% off.$159.95Comparable value $159.95New Markdown(35)
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(4)
NUNN BUSHCircuit Plain Toe Chukka Boot - Wide Width Available (Men)$32.98 – $54.97Current Price $32.98 to $54.97(Up to 63% off select items)Up to 63% off select items.$90.00Comparable value $90.00New Markdown(17)
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 $199.00(2)
VANCE COAustin Cap Toe Chukka Boot - Wide Width (Men)$27.48 – $59.97Current Price $27.48 to $59.97(Up to 69% off select items)Up to 69% off select items.$89.99Comparable value $89.99New Markdown(3)
Eastland'Lumber Up' Moc Toe Boot (Men)$44.98 – $99.97Current Price $44.98 to $99.97(Up to 66% off select items)Up to 66% off select items.$135.00 – $150.00Comparable value $135.00 to $150.00New Markdown(5)
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 $225.00(3)
VITTORIO RUSSOPeter Chelsea Boot (Men)$64.98 – $129.97Current Price $64.98 to $129.97(Up to 71% off select items)Up to 71% off select items.$225.00Comparable value $225.00New Markdown(7) Only a few left
NordstromLockhart Mini Lug Suede Chelsea Boot (Men)$32.48Current Price $32.48(72% off)72% off.$119.95Comparable value $119.95New Markdown(2)
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 $550.00(4)
Allen EdmondsDain Combat Boot (Men)$109.98Current Price $109.98(77% off)77% off.$495.00Comparable value $495.00(18) Only a few left
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 $130.00 Only a few left
MADDENEstiban Chelsea Boot (Men)$27.48Current Price $27.48(67% off)67% off.$85.00Comparable value $85.00(6)
TO BOOT NEW YORKJohnnie Chukka Boot (Men)$149.96Current Price $149.96(64% off)64% off.$425.00Comparable value $425.00New Markdown
VITTORIO RUSSOWade Boot (Men)$77.98Current Price $77.98(65% off)65% off.$225.00Comparable value $225.00New Markdown(2)
MagnanniShaw Suede Chelsea Boot (Men)$139.98 – $143.98Current Price $139.98 to $143.98(Up to 71% off)Up to 71% off.$495.00Comparable value $495.00New Markdown(1)
MagnanniOslo Schore Chukka Boot (Men)$143.98 – $149.99Current Price $143.98 to $149.99(Up to 69% off)Up to 69% off.$475.00Comparable value $475.00New Markdown(1)
MagnanniSuede Chukka Boot (Men)$139.98Current Price $139.98(71% off)71% off.$495.00Comparable value $495.00New Markdown
Allen EdmondsDowning Chukka Boot (Men)$110.48Current Price $110.48(77% off)77% off.$495.00Comparable value $495.00New Markdown(11)
TimberlandAttleboro Mid Chukka Boot (Men)$49.99Current Price $49.99(61% off)61% off.$130.00Comparable value $130.00New 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 $350.00
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 $119.00(11)
FlorsheimForge Chelsea Boot (Men)$60.48Current Price $60.48(53% off)53% off.$130.00Comparable value $130.00New Markdown(3) Only a few left
Gino VitaleWingtip Chelsea Boot (Men)$49.48 – $89.97Current Price $49.48 to $89.97(Up to 69% off select items)Up to 69% off select items.$159.99Comparable value $159.99New Markdown
DingoThe Duke Lizard Embossed Cowboy Boot (Men)$54.98Current Price $54.98(57% off)57% off.$129.99Comparable value $129.99New Markdown Only a few left
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 $150.00(6)
MagnanniEddison Chukka Boot (Men)$164.98Current Price $164.98(64% off)64% off.$465.00Comparable value $465.00(4)
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 $325.00(3)
AriatSport Latigo Square Toe Roper Heel Boot (Men)$89.96Current Price $89.96(47% off)47% off.$169.95Comparable value $169.95New Markdown(27)
PalladiumPampa Sport Waterproof Boot (Men)$32.48Current Price $32.48(80% off)80% off.$170.00Comparable value $170.00New Markdown(1)
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 $550.00
AboundNash Chelsea Boot (Men)$41.96Current Price $41.96(53% off)53% off.$89.95Comparable value $89.95 Only a few left
TimberlandBritton Road Mid Gore-Tex® Waterproof Boot (Men)$44.99Current Price $44.99(82% off)82% off.$260.00Comparable value $260.00New Markdown Only a few left
Allen EdmondsHiggins Mill Lug Zip Boot (Men)$129.98Current Price $129.98(73% off)73% off.$495.00Comparable value $495.00(62)
Bruno MagliNello Chelsea Boot (Men)$129.98Current Price $129.98(67% off)67% off.$395.00Comparable value $395.00 Only a few left
Roberto CavalliBraises Hiking Boot (Men)$119.96Current Price $119.96(78% off)78% off.$565.00Comparable value $565.00(1) Only a few left
MagnanniLello Castagna Suede Boot (Men)$162.48Current Price $162.48(65% off)65% off.$475.00Comparable value $475.00New Markdown
TimberlandMotion Ledge Mid Hiking Boot (Men)$48.96Current Price $48.96(59% off)59% off.$120.00Comparable value $120.00 Only a few left
VinceDann Lugged Chukka Boot (Men)$99.99Current Price $99.99(73% off)73% off.$375.00Comparable value $375.00(3) Only a few left
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 $425.00(6) Only a few left
AquataliaEnrico Chelsea Boot (Men)$149.48Current Price $149.48(72% off)72% off.$550.00Comparable value $550.00(1) Only a few left
BirkenstockBend Chelsea Boot (Men)$64.98Current Price $64.98(61% off)61% off.$170.00Comparable value $170.00New Markdown(1)
SantoniGregory Chukka Boot (Men)$252.98Current Price $252.98(71% off)71% off.$890.00Comparable value $890.00New Markdown(1) Only a few left