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 $130.00New Markdown(10)
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 $175.00New Markdown(14)
FlorsheimChalet Leather Cap Toe Boot (Men)$82.47Current Price $82.47(46% off)46% off.$155.00Comparable value $155.00New Markdown(22)
NewAlignEddy Waterproof Leather Boot (Men)$99.97Current Price $99.97(44% off)44% off.$179.95Comparable value $179.95
Cole HaanGrand Lug Sole Boot (Men)$64.98Current Price $64.98(51% off)51% off.$135.00Comparable value $135.00(2)
NewAlignEddy Waterproof Leather Boot (Men)$99.97Current Price $99.97(44% off)44% off.$179.95Comparable value $179.95
NewAlignEddy Waterproof Leather Boot (Men)$99.97Current Price $99.97(44% off)44% off.$179.95Comparable value $179.95
NewMerrellSpeed Strike 2 Hiking Boot (Men)$84.97 – $89.97Current Price $84.97 to $89.97(Up to 25% off)Up to 25% off.$110.00 – $120.00Comparable value $110.00 to $120.00(19)
Cole HaanMorse GRANDFØAM Chukka Boot (Men)$84.48 – $97.47Current Price $84.48 to $97.47(Up to 61% off)Up to 61% off.$220.00Comparable value $220.00New Markdown(6)
MADDENBronnie Combat Boot (Men)$44.96Current Price $44.96(55% off)55% off.$100.00Comparable value $100.00New Markdown(2)
Cole HaanChamberlin Grand Chukka Boot (Men)$97.47Current Price $97.47(66% off)66% off.$290.00Comparable value $290.00New Markdown(8)
ECCOLite Hybrid Chukka Boot (Men)$79.97Current Price $79.97(42% off)42% off.$140.00Comparable value $140.00
Dune LondonClaus Chukka Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00
FryeTyler Plain Toe Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(90)
MADDENTaskorn Combat Boot (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(50)
NewVANCE COYukkon Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
NewDockers®Telford Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
MADDENTaskorn Combat Boot (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(11)
NewDr. MartensGender Inclusive 1460 Pascal Desert Brown Boot$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00
Dockers®Thomas Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
NewSKECHERSx John Deere Lace-Up Boot (Men)$59.97Current Price $59.97(55% off)55% off.$135.00Comparable value $135.00
Clarks®Weltridge Side Zip Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00(3)
Call It Spring By AldoDonovan Side Zip Boot (Men)$39.97Current Price $39.97(50% off)50% off.$79.99Comparable value $79.99
ALDODarionn Waterproof Lace-Up Cap Toe Boot (Men)$58.48Current Price $58.48(66% off)66% off.$175.00Comparable value $175.00(2)
VinceDominic Plain Toe Boot (Men)$169.97Current Price $169.97(56% off)56% off.$395.00Comparable value $395.00(5)
Allen EdmondsCaden Lug Sole Chukka Boot (Men)$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00
FryeTyler Plain Toe Boot (Men)$149.97Current Price $149.97(54% off)54% off.$328.00Comparable value $328.00(90) Only a few left
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)
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)
Steve MaddenPeter Boot (Men)$67.47Current Price $67.47(60% off)60% off.$170.00Comparable value $170.00New Markdown(3)
FlorsheimForge Lace-Up Boot (Men)$82.47Current Price $82.47(38% off)38% off.$135.00Comparable value $135.00(1) Only a few left
FryeBowery Lace-Up Boot (Men)$179.97Current Price $179.97(49% off)49% off.$358.00Comparable value $358.00(51) 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
NewSORELSlabtown '62™ Waterproof Boot (Men)$99.97Current Price $99.97(47% off)47% off.$190.00Comparable value $190.00(5)
NewVinceJerome Chukka Boot (Men)$149.97Current Price $149.97(49% off)49% off.$295.00Comparable value $295.00 Only a few left
NewMerrellMoab 3 Waterproof Mid Hiking Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00(45)
TO BOOT NEW YORKHorace Chukka Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00
NUNN BUSHChase Plain Toe Chukka Boot - Wide Width Available (Men)$19.99 – $54.97Current Price $19.99 to $54.97(Up to 78% off select items)Up to 78% off select items.$95.00Comparable value $95.00New Markdown(14)
Donald PlinerJoplin Lace Up Boot (Men)$149.97Current Price $149.97(53% off)53% off.$325.00Comparable value $325.00(3)
NewSORELSlabtown '62™ Waterproof Moc Toe Boot (Men)$99.97Current Price $99.97(42% off)42% off.$175.00Comparable value $175.00(11)
Johnston & MurphyUpton Chukka (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
Hey DudeBradley Water Repellent Leather Boot (Men)$49.97Current Price $49.97(47% off)47% off.$94.99Comparable value $94.99(122)
UGG®Emmett Waterproof Snow Boot (Men)$99.97Current Price $99.97(33% off)33% off.$150.00Comparable value $150.00(130) Only a few left
Cole HaanGrand Atlantic Chukka Boot - Wide Width Available (Men)$44.97Current Price $44.97(77% off)77% off.$200.00Comparable value $200.00New Markdown(43)
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(4)
SORELHi-Line Waterproof Lace-Up Boot (Men)$62.96Current Price $62.96(65% off)65% off.$185.00Comparable value $185.00(32)
Steve MaddenAddis Brogue Boot (Men)$63.72Current Price $63.72(56% off)56% off.$145.00Comparable value $145.00(1)
Eastland'Lumber Up' Moc Toe Boot (Men)$35.97 – $99.97Current Price $35.97 to $99.97(Up to 73% off select items)Up to 73% off select items.$135.00 – $150.00Comparable value $135.00 to $150.00New Markdown(4)
VANCE COZeus Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
VANCE COStratton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
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
VANCE COBlackwell Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
NewDr. MartensGender Inclusive Rilla Utility Boot$74.97Current Price $74.97(42% off)42% off.$130.00Comparable value $130.00
NUNN BUSHDelton Plain Toe Chukka Boot (Men)$54.97Current Price $54.97(42% off)42% off.$95.00Comparable value $95.00
NewALDOFarrell Lace-Up Boot (Men)$89.97Current Price $89.97(40% off)40% off.$150.00Comparable value $150.00
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 $135.00New Markdown(2)
NUNN BUSHDenali Waterproof Plain Toe Boot - Wide Width Available$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00(1)
Allen EdmondsDonovan Chukka Boot (Men)$129.98Current Price $129.98(73% off)73% off.$495.00Comparable value $495.00New Markdown(3) Only a few left
MADDENBrycee Lug Sole Boot (Men)$42.23 – $48.72Current Price $42.23 to $48.72(Up to 57% off)Up to 57% off.$100.00Comparable value $100.00New Markdown(3) Only a few left
VinceDann Lugged Chukka Boot (Men)$71.97 – $159.97Current Price $71.97 to $159.97(Up to 80% off select items)Up to 80% off select items.$375.00Comparable value $375.00New Markdown(4)
Donald PlinerKingston Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(2)
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 $230.00New Markdown(15)
PalladiumPampa Sport Waterproof Boot (Men)$49.97Current Price $49.97(70% off)70% off.$170.00Comparable value $170.00(1)
araFranz Gore-Tex® Boot (Men)$109.97Current Price $109.97(54% off)54% off.$240.00Comparable value $240.00
LUGZConvoy Fleece Boot (Men)$49.97Current Price $49.97(41% off)41% off.$85.00Comparable value $85.00(2)
La MilanoAcross II Cap Toe Chukka Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
NewSwimsVigo Waterproof Boot (Men)$179.97Current Price $179.97(39% off)39% off.$298.00Comparable value $298.00
KARL LAGERFELD PARISApron Toe Combat Boot (Men)$59.97Current Price $59.97(76% off)76% off.$250.00Comparable value $250.00(2)
NewVINTAGE FOUNDRYHayden Boot (Men)$39.97Current Price $39.97(85% off)85% off.$269.00Comparable value $269.00(1)
NewForsakeWild Sky Waterproof Mid Hiking Sneaker (Men)$69.97Current Price $69.97(50% off)50% off.$140.00Comparable value $140.00 Only a few left
Allen EdmondsDain Combat Boot (Men)$179.97Current Price $179.97(63% off)63% off.$495.00Comparable value $495.00(19)
MagnanniEddison Chukka Boot (Men)$249.97Current Price $249.97(46% off)46% off.$465.00Comparable value $465.00(3)