Steve MaddenPeter Boot (Men)$44.98Current Price $44.98(73% off)73% off.$170.00Comparable value $170.00(4)
Johnston & MurphyBoswell Chukka Boot (Men)$49.98Current Price $49.98(71% off)71% off.$175.00Comparable value $175.00(20)
FryeTyler Plain Toe Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(66) Only a few left
FlorsheimChalet Leather Cap Toe Boot (Men)$59.98Current Price $59.98(61% off)61% off.$155.00Comparable value $155.00(24)
MADDENTaskorn Combat Boot (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(50)
Allen EdmondsLandon Boot (Men)$259.97Current Price $259.97(52% off)52% off.$550.00Comparable value $550.00(2)
MagnanniSuede Chukka Boot (Men)$139.98Current Price $139.98(71% off)71% off.$495.00Comparable value $495.00New Markdown
MerrellTempo Sol Waterproof Hiking Boot (Men)$59.97Current Price $59.97(25% off)25% off.$80.00Comparable value $80.00(1)
ECCOLite Hybrid Chukka Boot (Men)$79.97Current Price $79.97(42% off)42% off.$140.00Comparable value $140.00(1)
NewKEENTarghee IV Waterproof Mid Hiking Shoe (Men)$89.97Current Price $89.97(50% off)50% off.$180.00Comparable value $180.00(10)
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)
SORELSlabtown '62™ Waterproof Moc Toe Boot (Men)$99.97Current Price $99.97(42% off)42% off.$175.00Comparable value $175.00(11)
MerrellMoab Speed 2 Waterproof Hiking Boot (Men)$109.97Current Price $109.97(42% off)42% off.$190.00Comparable value $190.00(33)
VANCE COStratton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
MagnanniEddison Chukka Boot (Men)$164.98Current Price $164.98(64% off)64% off.$465.00Comparable value $465.00(5)
Dune LondonClaus Chukka Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00
Dr. MartensGender Inclusive 1460 Pascal Desert Brown Boot$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00(6)
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)
SperryAvenue Duck Boot (Men)$49.97Current Price $49.97(58% off)58% off.$120.00Comparable value $120.00(26)
Clarks®Weltridge Side Zip Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00(3)
NewMerrellSpeed Strike 2 Waterproof Hiking Boot (Men)$84.97Current Price $84.97(22% off)22% off.$110.00Comparable value $110.00(17)
FryeBowery Lace-Up Boot (Men)$179.97Current Price $179.97(49% off)49% off.$358.00Comparable value $358.00(52) Only a few left
AriatSpitfire All Terrain Waterproof Chukka Boot (Men)$89.97Current Price $89.97(47% off)47% off.$169.95Comparable value $169.95(12)
MerrellMoab 3 Waterproof Mid Hiking Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00(47)
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)
BOSSJulio Lugged Moc Toe Leather Boot (Men) (Exclusive Retailer)$67.96Current Price $67.96(72% off)72% off.$250.00Previous Price $250.00New Markdown(4) Only a few left
TO BOOT NEW YORKJohnnie Chukka Boot (Men)$149.96Current Price $149.96(64% off)64% off.$425.00Comparable value $425.00New Markdown Only a few left
Allen EdmondsHiggins Hiker Lug Sole Boot (Men)$179.97Current Price $179.97(63% off)63% off.$495.00Comparable value $495.00(20) Only a few left
SwimsVigo Waterproof Boot (Men)$179.97Current Price $179.97(39% off)39% off.$298.00Comparable value $298.00
NUNN BUSHCircuit Plain Toe Chukka Boot - Wide Width Available (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(17)
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)
VINTAGE FOUNDRYJimara Leather Faux Fur Lined Boot (Men)$59.97Current Price $59.97(72% off)72% off.$220.00Comparable value $220.00(52)
La MilanoAcross II Cap Toe Chukka Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
Steve MaddenP-Ely Wingtip Boot (Men)$59.98Current Price $59.98(64% off)64% off.$170.00Comparable value $170.00
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
Dr. MartensGender Inclusive Rilla Utility Boot$74.97Current Price $74.97(42% off)42% off.$130.00Comparable value $130.00
AriatKingham Waterproof Boot (Men)$99.97Current Price $99.97(45% off)45% off.$184.95Comparable value $184.95(22)
Dockers®Thomas Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(6)
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)
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
Anthony VeerLincoln Lug Sole Boot (Men)$149.97Current Price $149.97(38% off)38% off.$244.95Comparable value $244.95
AlignEddy Waterproof Leather Boot (Men)$99.97Current Price $99.97(44% off)44% off.$179.95Comparable value $179.95(2)
Dockers®Esmond Chukka Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
NewClarks®Walpath Waterproof Chukka Boot (Men)$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00(2)
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)
Roberto CavalliBraises Hiking Boot (Men)$119.96Current Price $119.96(78% off)78% off.$565.00Comparable value $565.00(1)
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)
TimberlandAttleboro Mid Chukka Boot (Men)$49.99Current Price $49.99(61% off)61% off.$130.00Comparable value $130.00New Markdown(5)
MerrellSpeed Solo Waterproof Mid Hiking Sneaker (Men)$94.97Current Price $94.97(40% off)40% off.$160.00Comparable value $160.00(5)
VINTAGE FOUNDRYRemington Cap Toe Mid Boot (Men)$69.97Current Price $69.97(61% off)61% off.$180.00Comparable value $180.00(27)
Clarks®Craftwell Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$110.00Comparable value $110.00 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 Only a few left
Johnston & MurphyUpton Chukka (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
Allen EdmondsHiggins Mill Lug Zip Boot (Men)$129.98Current Price $129.98(73% off)73% off.$495.00Comparable value $495.00(62) Only a few left
MagnanniLello Castagna Suede Boot (Men)$162.48Current Price $162.48(65% off)65% off.$475.00Comparable value $475.00New Markdown
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NewBruno MagliAnthony Lace-Up Boot (Men)$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00
Dr. MartensZuma II Boot (Men)$74.97Current Price $74.97(42% off)42% off.$130.00Comparable value $130.00(14)
VINTAGE FOUNDRYMilton Chukka Boot (Men)$59.97Current Price $59.97(66% off)66% off.$180.00Comparable value $180.00(3)
NewBruno MagliCat Walk Chukka Boot (Men)$159.97Current Price $159.97(54% off)54% off.$350.00Comparable value $350.00
NewBruno MagliVincenzo Wingtip Boot (Men)$199.97Current Price $199.97(55% off)55% off.$450.00Comparable value $450.00
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)
NewKenneth Cole ReactionVesto Chukka Boot (Men)$69.97Current Price $69.97(41% off)41% off.$119.00Comparable value $119.00(1)
ALDOFarrell Lace-Up Boot (Men)$89.97Current Price $89.97(40% off)40% off.$150.00Comparable value $150.00
Dockers®Esmond Plain Toe Chukka Boot (Men)$59.97Current Price $59.97(29% off)29% off.$85.00Comparable value $85.00(10)
Maison ForteDaytona Chukka Boot (Men)$109.97Current Price $109.97(43% off)43% off.$195.00Comparable value $195.00(3)
Dr. MartensGender Inclusive 101 Lace-Up Boot$79.97Current Price $79.97(46% off)46% off.$150.00Comparable value $150.00(3)
NewUGG®Emmett Waterproof Snow Boot (Men)$99.97Current Price $99.97(33% off)33% off.$150.00Comparable value $150.00(135) Only a few left
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NewPolo Ralph LaurenRanger Patch Work Boot (Men)$99.97Current Price $99.97(56% off)56% off.$228.00Comparable value $228.00