FlorsheimChalet Chelsea Boot (Men)$69.96Current Price $69.96(51% off)51% off.$145.00Comparable value $145.00New Markdown(121)
ECCOLite Hybrid Chukka Boot (Men)$79.97Current Price $79.97(42% off)42% off.$140.00Comparable value $140.00
Johnston & MurphyBoswell Chukka Boot (Men)$49.98Current Price $49.98(71% off)71% off.$175.00Comparable value $175.00New Markdown(17)
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)
NUNN BUSHChase Plain Toe Chukka Boot - Wide Width Available (Men)$11.24 – $49.97Current Price $11.24 to $49.97(Up to 88% off select items)Up to 88% off select items.$95.00Comparable value $95.00New Markdown(14)
NUNN BUSHExcavate Plain Toe Boot - Wide Width Available (Men)$64.97Current Price $64.97(Up to 31% off)Up to 31% off.$90.00 – $95.00Comparable value $90.00 to $95.00(4)
NewMerrellTempo Sol Waterproof Hiking Boot (Men)$59.97Current Price $59.97(25% off)25% off.$80.00Comparable value $80.00(1)
Ariat'Lookout' Moc Toe Boot (Men)$79.97Current Price $79.97(50% off)50% off.$159.95Comparable value $159.95(70)
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 $130.00New Markdown
BørnTheo Chukka Boot (Men)$19.99 – $55.96Current Price $19.99 to $55.96(Up to 84% off)Up to 84% off.$130.00Comparable value $130.00New Markdown(13)
Dockers®Esmond Chukka Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
NUNN BUSHKarnak Water Resistant Plain Toe Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00
NUNN BUSHKarnak Water Resistant Moc Toe Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
Clarks®Shepton Chukka Boot (Men)$74.97Current Price $74.97(Up to 31% off)Up to 31% off.$100.00 – $110.00Comparable value $100.00 to $110.00(4)
FlorsheimChalet Leather Cap Toe Boot (Men)$59.98Current Price $59.98(61% off)61% off.$155.00Comparable value $155.00New Markdown(23)
NewClarks®Wallabee FTR2 Moc Toe Chukka Boot (Men)$79.97Current Price $79.97(42% off)42% off.$140.00Comparable value $140.00
NordstromLockhart Mini Lug Suede Chelsea Boot (Men)$49.97Current Price $49.97(58% off)58% off.$119.95Comparable value $119.95(2)
Clarks®Weltridge Side Zip Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00(3)
NewClarks®Torhill Lo Chukka Boot (Men)$69.97Current Price $69.97(46% off)46% off.$130.00Comparable value $130.00
Dockers®Truman Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
SperryCold Bay Duck Boot (Men)$49.97Current Price $49.97(58% off)58% off.$120.00Comparable value $120.00
Johnston & MurphyUpton Chukka (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
Dockers®Thomas Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
TimberlandMotion Ledge Mid Hiking Boot (Men)$48.96Current Price $48.96(59% off)59% off.$120.00Comparable value $120.00New Markdown
MerrellMoab Speed 2 Waterproof Hiking Boot (Men)$109.97Current Price $109.97(42% off)42% off.$190.00Comparable value $190.00(31)
Johnston & MurphyUpton Chelsea Boot (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00(7)
Dockers®Dylan Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
BirkenstockBend Chelsea Boot (Men)$99.97Current Price $99.97(41% off)41% off.$170.00Comparable value $170.00(1)
AriatSlingshot Cowboy Boot (Men)$119.97Current Price $119.97(50% off)50% off.$239.95Comparable value $239.95(119)
Dockers®Esmond Plain Toe Chukka Boot (Men)$59.97Current Price $59.97(29% off)29% off.$85.00Comparable value $85.00(10)
Clarks®Walpath Waterproof Chukka Boot (Men)$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00(2) Only a few left
Clarks®Maplewalk Moc Toe Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00(6)
AriatSpitfire All Terrain Waterproof Chukka Boot (Men)$89.97Current Price $89.97(47% off)47% off.$169.95Comparable value $169.95(11)
AriatBarrett Almond Toe Boot (Men)$159.97Current Price $159.97(38% off)38% off.$259.95Comparable value $259.95(5)
AriatSpitfire Leather Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$129.95Comparable value $129.95(331)
NewClarks®Wallabee Genuine Calf Hair Chukka (Men)$99.97Current Price $99.97(44% off)44% off.$180.00Comparable value $180.00
Cole HaanGrand Remix Chukka Boot (Men)$24.99 – $99.97Current Price $24.99 to $99.97(Up to 89% off select items)Up to 89% off select items.$220.00 – $230.00Comparable value $220.00 to $230.00New Markdown(15) Only a few left
AriatRidgeback Round Toe Cowboy Boot (Men)$109.97Current Price $109.97(50% off)50% off.$219.95Comparable value $219.95(10)
AriatKingham Waterproof Boot (Men)$99.97Current Price $99.97(45% off)45% off.$184.95Comparable value $184.95(22)
NewAriatDowntown Western Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(21)
NewAriatRidgeback Oily Western Boot (Men)$129.97Current Price $129.97(40% off)40% off.$219.95Comparable value $219.95(38)
NUNN BUSHDelton Plain Toe Chukka Boot (Men)$54.97Current Price $54.97(42% off)42% off.$95.00Comparable value $95.00
Cole HaanGrand Atlantic Chukka Boot - Wide Width Available (Men)$24.99Current Price $24.99(87% off)87% off.$200.00Comparable value $200.00New Markdown(43)
Eastland'Seneca' Moc Toe Boot (Men)$74.96Current Price $74.96(40% off)40% off.$125.00Comparable value $125.00
Dockers®Telford Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
NUNN BUSHOzark II Chukka Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
NewClarks®Jaxen Easy Chelsea Boot (Men)$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00
AriatSpitfire Leather Chukka Boot (Men)$69.97Current Price $69.97(50% off)50% off.$139.95Comparable value $139.95(53)
NewTimberlandPremium 6-Inch Waterproof Patent Boot (Men)$99.97Current Price $99.97(52% off)52% off.$210.00Comparable value $210.00
NUNN BUSHOdell II Wingtip Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(2)
AriatHybrid Low Boy Chelsea Boot (Men)$99.97Current Price $99.97(37% off)37% off.$159.95Comparable value $159.95(35)
AriatFuturity Cashout Square Toe Boot (Men)$159.97Current Price $159.97(42% off)42% off.$279.95Comparable value $279.95(15)
TimberlandAttleboro Mid Chukka Boot (Men)$69.97Current Price $69.97(46% off)46% off.$130.00Comparable value $130.00(5)
Clarks®Wallaston Low Chukka Sneaker (Men)$84.97Current Price $84.97(22% off)22% off.$110.00Comparable value $110.00
NUNN BUSHOtto Chukka Boot - Wide Width Available (Men)$11.24 – $79.97Current Price $11.24 to $79.97(Up to 90% off select items)Up to 90% off select items.$110.00 – $120.00Comparable value $110.00 to $120.00New Markdown(14)
NUNN BUSHKarnak Plain Toe Chelsea Boot (Men)$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00
Cole HaanChamberlin Grand Water Resistant Chelsea Boot (Men)$97.47 – $119.97Current Price $97.47 to $119.97(Up to 62% off select items)Up to 62% off select items.$260.00Comparable value $260.00(11) Only a few left
AriatWexford Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$189.95Comparable value $189.95(4)
Dockers®Moc Toe Boot (Men)$64.97Current Price $64.97(31% off)31% off.$95.00Comparable value $95.00(6)
Eastland'Lumber Up' Moc Toe Boot (Men)$74.96 – $99.97Current Price $74.96 to $99.97(Up to 50% off select items)Up to 50% off select items.$135.00 – $150.00Comparable value $135.00 to $150.00(5)
Dockers®Tobias Lug Sole Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(6)
AquataliaFortino Water Repellent Boot (Men)$259.97Current Price $259.97(58% off)58% off.$625.00Comparable value $625.00(3)
AriatDowntown Western Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(26)
NUNN BUSHExcavate Water Resistant Moc Toe Boot (Men)$69.97Current Price $69.97(26% off)26% off.$95.00Comparable value $95.00(4)
AriatFuturity Champ Western Boot (Men)$179.97Current Price $179.97(37% off)37% off.$289.95Comparable value $289.95(24)
NewSKECHERSx John Deere Lace-Up Boot (Men)$59.97Current Price $59.97(55% off)55% off.$135.00Comparable value $135.00
MerrellMoab 3 Waterproof Mid Hiking Boot (Men)$119.97Current Price $119.97(40% off)40% off.$200.00Comparable value $200.00(46)
AriatStandout Cowboy Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(22)
Cole HaanChamberlin Grand Chukka Boot (Men)$97.47Current Price $97.47(66% off)66% off.$290.00Comparable value $290.00(10) Only a few left
NewAriatQuickdraw Western Boot (Men)$119.97Current Price $119.97(50% off)50% off.$239.95Comparable value $239.95(103)
NewAriatOakwood Cowboy Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(78)