Steve MaddenScotch Lug Sole Boot (Men)$49.98 – $59.96Current Price $49.98 to $59.96(Up to 61% off)Up to 61% off.$130.00Comparable value $130.00(10)
VinceDominic Plain Toe Boot (Men)$169.97Current Price $169.97(56% off)56% off.$395.00Comparable value $395.00(5)
MADDENTaskorn Combat Boot (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(50)
Dune LondonClaus Chukka Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00
Steve MaddenPeter Boot (Men)$67.47Current Price $67.47(60% off)60% off.$170.00Comparable value $170.00(3)
FryeTyler Plain Toe Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(90)
Dr. MartensGender Inclusive 1460 Pascal Desert Brown Boot$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00(3)
Donald PlinerJoplin Lace Up Boot (Men)$149.97Current Price $149.97(53% off)53% off.$325.00Comparable value $325.00(3)
VITTORIO RUSSOWhitman Chukka Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00(3)
Tommy HilfigerHarbin Chukka Boot (Men)$38.98 – $59.97Current Price $38.98 to $59.97(Up to 67% off select items)Up to 67% off select items.$119.00Comparable value $119.00(10)
Roberto CavalliBraise Combat Boot (Men)$159.97Current Price $159.97(71% off)71% off.$570.00Comparable value $570.00(6)
Thomas & VineBanks Moc Toe Chukka Boot (Men)$54.97Current Price $54.97(71% off)71% off.$189.99Comparable value $189.99(1)
FryeBowery Lace-Up Boot (Men)$179.97Current Price $179.97(49% off)49% off.$358.00Comparable value $358.00(51) Only a few left
NewTimberlandPremium 6-Inch Waterproof Patent Boot (Men)$99.97Current Price $99.97(52% off)52% off.$210.00Comparable value $210.00(2724)
Johnston & MurphyBoswell Chukka Boot (Men)$58.48 – $67.47Current Price $58.48 to $67.47(Up to 66% off)Up to 66% off.$175.00Comparable value $175.00(17)
Clarks®Weltridge Side Zip Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00(3)
Allen EdmondsDain Combat Boot (Men)$134.96 – $179.97Current Price $134.96 to $179.97(Up to 72% off select items)Up to 72% off select items.$495.00Comparable value $495.00(19)
NewSORELSlabtown 62 Waterproof Moc Toe Boot (Men)$99.97Current Price $99.97(44% off)44% off.$180.00Comparable value $180.00
NewCall It Spring By AldoVolland Boot (Men)$49.97Current Price $49.97(47% off)47% off.$94.99Comparable value $94.99
Steve MaddenP-Ely Wingtip Boot (Men)$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00
Donald PlinerKingston Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(3)
MADDENTaskorn Combat Boot (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(12)
NewKenneth Cole ReactionVesto Chukka Boot (Men)$69.97Current Price $69.97(41% off)41% off.$119.00Comparable value $119.00(1)
VANCE COStratton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
MagnanniKam II Boot (Men)$181.98Current Price $181.98(63% off)63% off.$495.00Comparable value $495.00(7) Only a few left
TO BOOT NEW YORKJohnnie Chukka Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00
Brooks BrothersClaremont Chukka (Men)$169.97Current Price $169.97(62% off)62% off.$449.00Comparable value $449.00(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)
Johnston & MurphyUpton Chukka (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
Thomas & VineKeegan Chukka Boot$79.97Current Price $79.97(23% off)23% off.$104.97Comparable value $104.97(2)
MagnanniEddison Chukka Boot (Men)$249.97Current Price $249.97(46% off)46% off.$465.00Comparable value $465.00(3)
VANCE COBlackwell Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
Dr. MartensGender Inclusive 101 Lace-Up Boot$79.97Current Price $79.97(46% off)46% off.$150.00Comparable value $150.00(3)
NewSORELSlabtown '62™ Waterproof Moc Toe Boot (Men)$99.97Current Price $99.97(42% off)42% off.$175.00Comparable value $175.00(11)
Cole HaanGrand Lug Sole Boot (Men)$64.98Current Price $64.98(51% off)51% off.$135.00Comparable value $135.00(2) Only a few left
ALDOKnighton Boot (Men)$38.98 – $49.99Current Price $38.98 to $49.99(Up to 70% off)Up to 70% off.$130.00 – $150.00Comparable value $130.00 to $150.00(6)
NUNN BUSHChase Plain Toe Chukka Boot - Wide Width Available (Men)$49.97Current Price $49.97(47% off)47% off.$95.00Comparable value $95.00(14)
Dr. MartensGender Inclusive Rilla Utility Boot$74.97Current Price $74.97(42% off)42% off.$130.00Comparable value $130.00
La MilanoAcross II Cap Toe Chukka Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
ALDOKenora Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$130.00Comparable value $130.00(3) Only a few left
NewTimberlandPremium 6-Inch Waterproof Patent Boot (Men)$99.97Current Price $99.97(52% off)52% off.$210.00Comparable value $210.00
Call It Spring By AldoDonovan Side Zip Boot (Men)$39.97Current Price $39.97(50% off)50% off.$79.99Comparable value $79.99
Anthony VeerRanveer Cap Toe Boot (Men)$159.97Current Price $159.97(38% off)38% off.$259.00Comparable value $259.00(1)
Dockers®Esmond Chukka Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
VinceDann Lugged Chukka Boot (Men)$159.97Current Price $159.97(57% off)57% off.$375.00Comparable value $375.00(4)
Steve MaddenAddis Brogue Boot (Men)$63.72Current Price $63.72(56% off)56% off.$145.00Comparable value $145.00(1)
ALDOGraveldiver Waterproof Combat Boot (Men)$79.97Current Price $79.97(54% off)54% off.$175.00Comparable value $175.00 Only a few left
La MilanoJaxon II Cap Toe Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99(1) Only a few left
Allen EdmondsAlgonquin Lugged Chelsea Boot (Men)$199.97 – $299.97Current Price $199.97 to $299.97(Up to 66% off)Up to 66% off.$495.00 – $595.00Comparable value $495.00 to $595.00(3)
Tommy HilfigerBage Chukka Boot (Men)$59.97Current Price $59.97(49% off)49% off.$119.00Comparable value $119.00(6)
VANCE COYukkon Lace-Up Boot (Men)$79.97 – $84.97Current Price $79.97 to $84.97(Up to 27% off)Up to 27% off.$109.99Comparable value $109.99
VANCE COFegan Cap Toe Boot (Men)$59.97 – $69.97Current Price $59.97 to $69.97(Up to 45% off)Up to 45% off.$109.99Comparable value $109.99(1)
Anthony VeerLincoln Lug Sole Boot (Men)$149.97Current Price $149.97(38% off)38% off.$244.95Comparable value $244.95
Allen EdmondsCaden Lug Sole Chukka Boot (Men)$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00
Dockers®Moc Toe Boot (Men)$64.97Current Price $64.97(31% off)31% off.$95.00Comparable value $95.00(6)
ECCOLite Hybrid Chukka Boot (Men)$79.97Current Price $79.97(42% off)42% off.$140.00Comparable value $140.00
Allen EdmondsGrady Chukka Boot (Men)$189.97 – $249.97Current Price $189.97 to $249.97(Up to 65% off)Up to 65% off.$550.00Comparable value $550.00
Tommy HilfigerGonzal Lace-Up Boot (Men)$38.98 – $44.96Current Price $38.98 to $44.96(Up to 71% off)Up to 71% off.$135.00Comparable value $135.00(2)
FlorsheimChalet Leather Cap Toe Boot (Men)$82.47Current Price $82.47(46% off)46% off.$155.00Comparable value $155.00(22)
SwimsVigo Waterproof Boot (Men)$179.97Current Price $179.97(39% off)39% off.$298.00Comparable value $298.00
Clarks®Wallaston Chukka Boot (Men)$59.96 – $79.97Current Price $59.96 to $79.97(Up to 50% off select items)Up to 50% off select items.$120.00Comparable value $120.00(6)
Dune LondonMarrow Lug Sole Boot (Men)$104.97Current Price $104.97(52% off)52% off.$220.00Comparable value $220.00
UGG®Neumel Chukka Boot (Men)$99.97Current Price $99.97(Up to 35% off)Up to 35% off.$150.00 – $155.00Comparable value $150.00 to $155.00(461) Only a few left
Cole HaanGrand Remix Chukka Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 67% off select items)Up to 67% off select items.$220.00 – $230.00Comparable value $220.00 to $230.00(15)
NUNN BUSHDelton Plain Toe Chukka Boot (Men)$54.97Current Price $54.97(42% off)42% off.$95.00Comparable value $95.00
TO BOOT NEW YORKHorace Chukka Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00
FryeTyler Plain Toe Boot (Men)$149.97Current Price $149.97(54% off)54% off.$328.00Comparable value $328.00(90) Only a few left
NewVinceJerome Chukka Boot (Men)$149.97Current Price $149.97(49% off)49% off.$295.00Comparable value $295.00
ALDODarionn Waterproof Lace-Up Cap Toe Boot (Men)$58.48Current Price $58.48(66% off)66% off.$175.00Comparable value $175.00(2)
Dr. MartensGender Inclusive Zebzag 4-Eye Lace-Up Boot$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
AquataliaFortino Water Repellent Boot (Men)$149.99 – $259.97Current Price $149.99 to $259.97(Up to 76% off select items)Up to 76% off select items.$625.00Comparable value $625.00(3)