FryeBowery Lace-Up Boot (Men)$179.97Current Price $179.97(49% off)49% off.$358.00Comparable value $358.00(51) Only a few left
Johnston & MurphyBoswell Chukka Boot (Men)$49.98Current Price $49.98(71% off)71% off.$175.00Comparable value $175.00New Markdown(17)
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)
VANCE COStratton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
Steve MaddenScotch Lug Sole Boot (Men)$34.99Current Price $34.99(73% off)73% off.$130.00Comparable value $130.00New Markdown(11)
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(3)
Anthony VeerLincoln Lug Sole Boot (Men)$149.97Current Price $149.97(38% off)38% off.$244.95Comparable value $244.95
FlorsheimChalet Leather Cap Toe Boot (Men)$59.98Current Price $59.98(61% off)61% off.$155.00Comparable value $155.00New Markdown(23)
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 $325.00New Markdown(3)
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(19)
TO BOOT NEW YORKJohnnie Chukka Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00
Steve MaddenPeter Boot (Men)$44.98Current Price $44.98(73% off)73% off.$170.00Comparable value $170.00New Markdown(3)
NewKenneth Cole ReactionVesto Chukka Boot (Men)$69.97Current Price $69.97(41% off)41% off.$119.00Comparable value $119.00(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 $570.00New Markdown(7)
FryeTyler Plain Toe Boot (Men)$139.97Current Price $139.97(57% off)57% off.$328.00Comparable value $328.00(90) Only a few left
TO BOOT NEW YORKHorace Chukka Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00
Bruno MagliMabelton Chukka Boot (Men)$179.97Current Price $179.97(57% off)57% off.$425.00Comparable value $425.00 Only a few left
SwimsVigo Waterproof Boot (Men)$179.97Current Price $179.97(39% off)39% off.$298.00Comparable value $298.00
MADDENTaskorn Combat Boot (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(50)
NewSORELSlabtown '62™ Waterproof Moc Toe Boot (Men)$99.97Current Price $99.97(42% off)42% off.$175.00Comparable value $175.00(11)
VANCE COBlackwell Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$109.99Comparable value $109.99
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
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
Clarks®Weltridge Side Zip Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00(3)
MagnanniKam II Boot (Men)$181.98Current Price $181.98(63% off)63% off.$495.00Comparable value $495.00(7) Only a few left
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)
Allen EdmondsHiggins Mill Lug Zip Boot (Men)$129.98Current Price $129.98(73% off)73% off.$495.00Comparable value $495.00New Markdown(80)
NewAlignEddy Waterproof Leather Boot (Men)$99.97Current Price $99.97(44% off)44% off.$179.95Comparable value $179.95
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)
Johnston & MurphyUpton Chukka (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
La MilanoAcross II Cap Toe Chukka Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
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
NewCall It Spring By AldoVolland Boot (Men)$49.97Current Price $49.97(47% off)47% off.$94.99Comparable value $94.99
SORELSlabtown 62 Waterproof Moc Toe Boot (Men)$99.97Current Price $99.97(44% off)44% off.$180.00Comparable value $180.00 Only a few left
Dune LondonMarrow Lug Sole Boot (Men)$104.97Current Price $104.97(52% off)52% off.$220.00Comparable value $220.00
Allen EdmondsAlgonquin Lugged Chelsea Boot (Men)$299.97Current Price $299.97(39% off)39% off.$495.00Comparable value $495.00(3)
Dockers®Thomas Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
Bruno MagliMalibu Lug Sole Boot (Men)$229.97Current Price $229.97(48% off)48% off.$450.00Comparable value $450.00(1) Only a few left
Thomas & VineKeegan Chukka Boot$79.97Current Price $79.97(23% off)23% off.$104.97Comparable value $104.97(2)
ALDOFarrell Lace-Up Boot (Men)$89.97Current Price $89.97(40% off)40% off.$150.00Comparable value $150.00
VANCE CORogue 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
ALDODarionn Waterproof Lace-Up Cap Toe Boot (Men)$58.48Current Price $58.48(66% off)66% off.$175.00Comparable value $175.00(2)
NUNN BUSHDelton Plain Toe Chukka Boot (Men)$54.97Current Price $54.97(42% off)42% off.$95.00Comparable value $95.00
MezlanWingtip Lug Sole Boot (Men)$289.97Current Price $289.97(35% off)35% off.$450.00Comparable value $450.00 Only a few left
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
NewVinceLeonard Lugged Suede Boot (Men)$159.97Current Price $159.97(59% off)59% off.$395.00Comparable value $395.00(1)
UGG®Emmett Waterproof Snow Boot (Men)$99.97Current Price $99.97(33% off)33% off.$150.00Comparable value $150.00(133) Only a few left
SperryCold Bay Duck Boot (Men)$49.97Current Price $49.97(58% off)58% off.$120.00Comparable value $120.00
BarbourSheene Moc Toe Boot (Men)$149.97Current Price $149.97(48% off)48% off.$290.00Comparable value $290.00(2)
Maison ForteDaytona Chukka Boot (Men)$109.97Current Price $109.97(43% off)43% off.$195.00Comparable value $195.00(3)
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)
MagnanniSuede Chukka Boot (Men)$239.97Current Price $239.97(51% off)51% off.$495.00Comparable value $495.00
MagnanniOslo Schore Chukka Boot (Men)$239.97Current Price $239.97(49% off)49% off.$475.00Comparable value $475.00(1)
Dockers®Esmond Plain Toe Chukka Boot (Men)$59.97Current Price $59.97(29% off)29% off.$85.00Comparable value $85.00(10)
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
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)
TO BOOT NEW YORKVinny Chukka Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00(2) Only a few left
JW AndersonLoafer Lace-Up Boot (Men)$359.97Current Price $359.97(62% off)62% off.$950.00Comparable value $950.00 Only a few left
FERRAGAMOGiasone Ankle Chukka Boot (Men)$379.97Current Price $379.97(60% off)60% off.$950.00Comparable value $950.00
ALDOKnighton Boot (Men)$29.98 – $34.99Current Price $29.98 to $34.99(76% off)76% off.$130.00 – $150.00Comparable value $130.00 to $150.00New Markdown(6)
NewClarks® OriginalsWallabee Scout Chukka Boot (Men)$139.97Current Price $139.97(Up to 51% off)Up to 51% off.$270.00 – $290.00Comparable value $270.00 to $290.00
Roberto CavalliBraises Hiking Boot (Men)$119.96Current Price $119.96(78% off)78% off.$565.00Comparable value $565.00New Markdown(1)
ALDOKenora Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$130.00Comparable value $130.00(3) Only a few left
ALDOGraveldiver Waterproof Combat Boot (Men)$79.97Current Price $79.97(54% off)54% off.$175.00Comparable value $175.00 Only a few left
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
AriatSpitfire All Terrain Waterproof Chukka Boot (Men)$89.97Current Price $89.97(47% off)47% off.$169.95Comparable value $169.95(11)
LUGZConvoy Lace-Up Boot$49.97 – $54.97Current Price $49.97 to $54.97(Up to 37% off)Up to 37% off.$80.00Comparable value $80.00(2)
Tod'sIdeal Suede Chukka Boot (Men)$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00(1)