TimberlandAttleboro Mid Chukka Boot (Men)$49.99Current Price $49.99(61% off)61% off.$130.00Comparable value $130.00(5)
FlorsheimChalet Leather Cap Toe Boot (Men)$59.98Current Price $59.98(61% off)61% off.$155.00Comparable value $155.00(25)
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)
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)
NewCole HaanMuir Waterproof Moc Toe Boot (Men)$56.96Current Price $56.96(74% off)74% off.$220.00Previous Price $220.00(1)
FlorsheimChalet Chelsea Boot (Men)$69.96Current Price $69.96(51% off)51% off.$145.00Comparable value $145.00(124)
Cole HaanChamberlin Grand Chukka Boot (Men)$77.98Current Price $77.98(73% off)73% off.$290.00Comparable value $290.00(12)
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)
Madden Men'sSawyer Chelsea Boot (Men)$24.98 – $34.96Current Price $24.98 to $34.96(Up to 72% off)Up to 72% off.$84.99 – $90.00Comparable value $84.99 to $90.00(17)
NewCole HaanJudson Grand Chelsea Boot (Men)$69.96Current Price $69.96(73% off)73% off.$260.00Comparable value $260.00(16) Only a few left
NewCole HaanJudson Grand Chelsea Boot (Men)$69.96Current Price $69.96(73% off)73% off.$260.00Comparable value $260.00(13)
NewFryeHudson Lace-Up Work Boot (Men)$99.96Current Price $99.96(72% off)72% off.$368.00Previous Price $368.00
Clarks®Shepton Chukka Boot (Men)$48.73Current Price $48.73(55% off)55% off.$110.00Comparable value $110.00(6)
NewConverseGender Inclusive Chuck Taylor All Star Elements Water Repellent Puffer Boot$27.96Current Price $27.96(72% off)72% off.$100.00Previous Price $100.00(1) Only a few left
Steve MaddenP-Ely Wingtip Boot (Men)$59.98Current Price $59.98(64% off)64% off.$170.00Comparable value $170.00(1)
NordstromLockhart Mini Lug Suede Chelsea Boot (Men)$32.48Current Price $32.48(72% off)72% off.$119.95Comparable value $119.95(3)
NewBaffinTavern Waterproof Faux Shearling Lined Winter Boot (Men)$143.50Current Price $143.50(30% off)30% off.$205.00Previous Price $205.00(2) Only a few left
NewNordstromItalian Collection Saluzzo Chukka Boot (Men)$62.96Current Price $62.96(72% off)72% off.$229.95Previous Price $229.95
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 $160.00(1)
NewBOSSJulio Lugged Moc Toe Leather Boot (Men) (Exclusive Retailer)$67.96Current Price $67.96(72% off)72% off.$250.00Previous Price $250.00(4)
Johnston & MurphyBoswell Chukka Boot (Men)$49.98Current Price $49.98(71% off)71% off.$175.00Comparable value $175.00(24)
NewBaffinCloud Low Waterproof Winter Boot (Men)$92.99Current Price $92.99(40% off)40% off.$155.00Previous Price $155.00(2)
NewBaffinStrathcona Chelsea Boot (Men)$59.96Current Price $59.96(68% off)68% off.$190.00Previous Price $190.00 Only a few left
BirkenstockBend Chelsea Boot (Men)$64.98Current Price $64.98(61% off)61% off.$170.00Comparable value $170.00(2)
NewBOSSDerrk Chelsea Boot (Men)$79.96Current Price $79.96(73% off)73% off.$299.00Previous Price $299.00(3)
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 $325.00(3) Only a few left
NewECCOMetropole London Waterproof Suede Chukka Boot (Men)$62.96Current Price $62.96(72% off)72% off.$229.95Previous Price $229.95(3)
NewBOSSJulio Lugged Suede Chelsea Boot (Men) (Exclusive Retailer)$67.96Current Price $67.96(72% off)72% off.$250.00Previous Price $250.00(1)
PalladiumPampa Sport Waterproof Boot (Men)$32.48Current Price $32.48(80% off)80% off.$170.00Comparable value $170.00(1)
NewAllSaintsMilton Harness Boot (Men)$128.96Current Price $128.96(72% off)72% off.$475.00Previous Price $475.00
AriatSport Latigo Square Toe Roper Heel Boot (Men)$89.96Current Price $89.96(47% off)47% off.$169.95Comparable value $169.95(30) Only a few left
NewAllen EdmondsWhistler Waterproof Hiker Boot (Men)$159.96Current Price $159.96(73% off)73% off.$595.00Previous Price $595.00(15)
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(7)
NewUGG®Gender Inclusive Ultra Mini Crafted Regenerate Genuine Shearling Lined Bootie$97.96Current Price $97.96(51% off)51% off.$200.00Comparable value $200.00(29)
NewMagnanniGrayson Lace-Up Lug Sole Boot (Men)$149.96Current Price $149.96(73% off)73% off.$565.00Comparable value $565.00(2)
BOSSNew Tunley Chelsea Boot (Men)$67.47 – $119.97Current Price $67.47 to $119.97(Up to 66% off select items)Up to 66% off select items.$199.00Comparable value $199.00(5)
VITTORIO RUSSOWade Boot (Men)$77.98Current Price $77.98(65% off)65% off.$225.00Comparable value $225.00(3)
Roberto CavalliBraises Hiking Boot (Men)$119.96Current Price $119.96(78% off)78% off.$565.00Comparable value $565.00(1)
NewAllSaintsBloom Chelsea Boot (Men)$86.96Current Price $86.96(72% off)72% off.$319.00Previous Price $319.00
NewAllSaintsBeckett Chelsea Boot (Men) (Nordstrom Exclusive)$79.96 – $148.97Current Price $79.96 to $148.97(Up to 73% off select items)Up to 73% off select items.$299.00Comparable value $299.00(1)
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) Only a few left
NewVinceJerome Suede Lugged Chukka Boot (Men) (Nordstrom Exclusive)$79.96Current Price $79.96(72% off)72% off.$295.00Previous Price $295.00(1)
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 $495.00(1)
MagnanniSuede Chukka Boot (Men)$139.98Current Price $139.98(71% off)71% off.$495.00Comparable value $495.00(1)
AllSaintsHarley Chelsea Boot (Men)$97.47Current Price $97.47(67% off)67% off.$299.00Comparable value $299.00(25) Only a few left
John VarvatosLudlow Chelsea Boot (Men)$279.96 – $399.97Current Price $279.96 to $399.97(Up to 64% off select items)Up to 64% off select items.$798.00Comparable value $798.00(1)
MagnanniEddison Chukka Boot (Men)$164.98Current Price $164.98(64% off)64% off.$465.00Comparable value $465.00(5)
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(8)
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) Only a few left
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
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(1)
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)
AquataliaEnrico Chelsea Boot (Men)$149.48Current Price $149.48(72% off)72% off.$550.00Comparable value $550.00(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 $475.00(1)
Roberto CavalliCrip Chelsea Boot (Men)$99.99Current Price $99.99(82% off)82% off.$570.00Comparable value $570.00(5)
MagnanniLello Castagna Suede Boot (Men)$162.48Current Price $162.48(65% off)65% off.$475.00Comparable value $475.00(1)