FlorsheimChalet Chelsea Boot (Men)$69.96Current Price $69.96(51% off)51% off.$145.00Comparable value $145.00New Markdown(122)
VANCE COStratton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
Johnston & MurphyBoswell Chukka Boot (Men)$49.98Current Price $49.98(71% off)71% off.$175.00Comparable value $175.00New Markdown(17)
VANCE COSlater Chelsea Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
NUNN BUSHCircuit Plain Toe Chukka Boot - Wide Width Available (Men)$24.73 – $54.97Current Price $24.73 to $54.97(Up to 72% off select items)Up to 72% off select items.$90.00Comparable value $90.00(17)
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 $125.00New Markdown(2)
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 $570.00New Markdown(7)
NUNN BUSHKarnak Water Resistant Moc Toe Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
VINTAGE FOUNDRYMartin Chelsea Boot (Men)$49.97Current Price $49.97(71% off)71% off.$175.00Comparable value $175.00(8)
NewAriatDowntown Western Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(21)
RESERVE FOOTWEARZion Chukka Boot (Men)$39.97Current Price $39.97(50% off)50% off.$80.00Comparable value $80.00(3)
NewAriatQuickdraw Western Boot (Men)$119.97Current Price $119.97(50% off)50% off.$239.95Comparable value $239.95(103)
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)
Dockers®Thomas Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
MADDENSawyer Chelsea Boot (Men)$24.98 – $34.96Current Price $24.98 to $34.96(Up to 72% off)Up to 72% off.$90.00Comparable value $90.00New Markdown(15)
NewSORELSlabtown '62™ Waterproof Moc Toe Boot (Men)$99.97Current Price $99.97(42% off)42% off.$175.00Comparable value $175.00(11)
AriatHustler Narrow Cutter Toe Cowboy Boot (Men)$119.97Current Price $119.97(52% off)52% off.$249.95Comparable value $249.95(23)
Clarks®Weltridge Side Zip Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00(3)
NewAriatRenegade Western Boot (Men)$129.97Current Price $129.97(56% off)56% off.$299.95Comparable value $299.95(37)
Roberto CavalliCrip Chelsea Boot (Men)$99.98 – $159.97Current Price $99.98 to $159.97(Up to 82% off select items)Up to 82% off select items.$570.00Comparable value $570.00New Markdown(3)
VITTORIO RUSSOPeter Chelsea Boot (Men)$90.96 – $129.97Current Price $90.96 to $129.97(Up to 59% off select items)Up to 59% off select items.$225.00Comparable value $225.00(7)
BOSSNew Tunley Chelsea Boot (Men)$58.48 – $149.97Current Price $58.48 to $149.97(Up to 70% off select items)Up to 70% off select items.$199.00Comparable value $199.00New Markdown(4)
NewSORELMadson II Moc Toe Waterproof Boot (Men)$99.97Current Price $99.97(50% off)50% off.$200.00Comparable value $200.00(35)
AriatRidgeback Round Toe Cowboy Boot (Men)$109.97Current Price $109.97(50% off)50% off.$219.95Comparable value $219.95(10)
Dr. MartensGender Inclusive 1460 Pascal Desert Brown Boot$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00(4)
NewAriatWillie Western Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(35)
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)
NewAriatOakwood Cowboy Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(80)
Ariat'Lookout' Moc Toe Boot (Men)$79.97Current Price $79.97(50% off)50% off.$159.95Comparable value $159.95(71)
Dockers®Esmond Plain Toe Chukka Boot (Men)$59.97Current Price $59.97(29% off)29% off.$85.00Comparable value $85.00(10)
BirkenstockBend Chelsea Boot (Men)$99.97Current Price $99.97(41% off)41% off.$170.00Comparable value $170.00(1)
AriatBodie Cowboy Boot (Men)$99.97Current Price $99.97(44% off)44% off.$179.95Comparable value $179.95(19)
AriatDowntown Western Boot (Men)$139.97Current Price $139.97(46% off)46% off.$259.95Comparable value $259.95(26)
NewAriatRidgeback Oily Western Boot (Men)$129.97Current Price $129.97(40% off)40% off.$219.95Comparable value $219.95(38)
Dockers®Truman Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
Dr. MartensGender Inclusive Rilla Utility Boot$74.97Current Price $74.97(42% off)42% off.$130.00Comparable value $130.00
MADDENTaskorn Combat Boot (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(50)
AriatHybrid Low Boy Chelsea Boot (Men)$99.97Current Price $99.97(37% off)37% off.$159.95Comparable value $159.95(35)
AriatBarrett Almond Toe Boot (Men)$159.97Current Price $159.97(38% off)38% off.$259.95Comparable value $259.95(5)
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 $225.00New Markdown(3)
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 $550.00New Markdown
NewSORELMadson II Waterproof Chukka Boot (Men)$99.97Current Price $99.97(47% off)47% off.$190.00Comparable value $190.00(30) Only a few left
NordstromLockhart Mini Lug Suede Chelsea Boot (Men)$49.97Current Price $49.97(58% off)58% off.$119.95Comparable value $119.95(2)
AriatSpitfire All Terrain Waterproof Chukka Boot (Men)$89.97Current Price $89.97(47% off)47% off.$169.95Comparable value $169.95(12)
NewVANCE COJosiah Chelsea Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
FlorsheimChalet Leather Cap Toe Boot (Men)$59.98Current Price $59.98(61% off)61% off.$155.00Comparable value $155.00New Markdown(23)
NUNN BUSHKarnak Water Resistant Plain Toe Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00
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)
Allen EdmondsWren Chelsea Boot (Men)$159.97Current Price $159.97(67% off)67% off.$495.00Comparable value $495.00(6)
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(14)
AlignEddy Waterproof Leather Boot (Men)$99.97Current Price $99.97(44% off)44% off.$179.95Comparable value $179.95
NUNN BUSHOtis II Chelsea Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(1)
SwimsVigo Waterproof Boot (Men)$179.97Current Price $179.97(39% off)39% off.$298.00Comparable value $298.00
BarbourStorm Chelsea Rain Boot (Men)$69.97Current Price $69.97(51% off)51% off.$145.00Comparable value $145.00(2)
Clarks®Jaxen Easy Chelsea Boot (Men)$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00
NewKenneth Cole ReactionVesto Chukka Boot (Men)$69.97Current Price $69.97(41% off)41% off.$119.00Comparable value $119.00(1)
Allen EdmondsDriggs Chelsea Boot (Men)$199.97Current Price $199.97(59% off)59% off.$495.00Comparable value $495.00(3)
FryeHauser Logo Stitch Western Boot (Men)$169.97Current Price $169.97(51% off)51% off.$348.00Comparable value $348.00(15)
AriatSport Pardner Western Boot (Men)$89.97Current Price $89.97(43% off)43% off.$159.95Comparable value $159.95(52)
Tommy HilfigerSesame Chelsea Boot (Men)$54.97Current Price $54.97(53% off)53% off.$119.00Comparable value $119.00(40)
VANCE COOsmond Chelsea 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(2)
AriatSport Latigo Square Toe Roper Heel Boot (Men)$119.97Current Price $119.97(29% off)29% off.$169.95Comparable value $169.95(26)
AriatWexford Chelsea Boot (Men)$99.97Current Price $99.97(47% off)47% off.$189.95Comparable value $189.95(4)
Allen EdmondsDain Combat Boot (Men)$109.98 – $179.97Current Price $109.98 to $179.97(Up to 77% off select items)Up to 77% off select items.$495.00Comparable value $495.00New Markdown(17)
NewBruno MagliCat Walk Chukka Boot (Men)$159.97Current Price $159.97(54% off)54% off.$350.00Comparable value $350.00
AriatSpitfire Leather Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$129.95Comparable value $129.95(332)
Dockers®Dylan Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
Steve MaddenPeter Boot (Men)$44.98Current Price $44.98(73% off)73% off.$170.00Comparable value $170.00New Markdown(4)
AriatSlingshot Cowboy Boot (Men)$119.97Current Price $119.97(50% off)50% off.$239.95Comparable value $239.95(120)
NewAriatWilder Western Boot (Men)$129.97Current Price $129.97(48% off)48% off.$249.95Comparable value $249.95(30)
Allen EdmondsDowning Chukka Boot (Men)$169.97Current Price $169.97(65% off)65% off.$495.00Comparable value $495.00(11)