Clarks®Newford Chukka Boot (Men)$79.97Current Price $79.97(38% off)38% off.$130.00Comparable value $130.00
VITTORIO RUSSOWhitman Chukka Boot (Men)$58.48 – $64.98Current Price $58.48 to $64.98(Up to 74% off)Up to 74% off.$225.00Comparable value $225.00New Markdown(3)
Johnston & MurphyUpton Chukka (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
ECCOLite Hybrid Chukka Boot (Men)$49.99 – $59.96Current Price $49.99 to $59.96(Up to 64% off)Up to 64% off.$140.00Comparable value $140.00New Markdown(1)
Clarks®Shepton Chukka Boot (Men)$22.49 – $74.97Current Price $22.49 to $74.97(Up to 79% off select items)Up to 79% off select items.$100.00 – $110.00Comparable value $100.00 to $110.00New Markdown(7) Only a few left
VINTAGE FOUNDRYMarlow Chukka Boot (Men)$54.97Current Price $54.97(70% off)70% off.$185.00Comparable value $185.00(3)
NewJosef SeibelStuart Chukka (Men)$69.97Current Price $69.97(61% off)61% off.$180.00Comparable value $180.00
RESERVE FOOTWEARZion Chukka Boot (Men)$24.99 – $39.97Current Price $24.99 to $39.97(Up to 68% off select items)Up to 68% off select items.$80.00Comparable value $80.00New Markdown(3)
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)
VINTAGE FOUNDRYMilton Chukka Boot (Men)$59.97Current Price $59.97(66% off)66% off.$180.00Comparable value $180.00(3)
VinceDann Lugged Chukka Boot (Men)$119.96Current Price $119.96(68% off)68% off.$375.00Comparable value $375.00New Markdown(4) Only a few left
Cole HaanGrand Remix Chukka Boot (Men)$74.96Current Price $74.96(65% off)65% off.$220.00Comparable value $220.00New Markdown(15) Only a few left
NUNN BUSHOtto Chukka Boot - Wide Width Available (Men)$49.97 – $79.97Current Price $49.97 to $79.97(Up to 58% off)Up to 58% off.$110.00 – $120.00Comparable value $110.00 to $120.00(14)
VANCE COStratton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
NUNN BUSHOzark II Chukka Boot - Wide Width Available (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
NUNN BUSHDenali Waterproof Plain Toe Boot - Wide Width Available$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00(1)
AriatSpitfire Leather Chukka Boot (Men)$49.99Current Price $49.99(64% off)64% off.$139.95Comparable value $139.95New Markdown(60)
Allen EdmondsGrady Chukka Boot (Men)$99.98Current Price $99.98(81% off)81% off.$550.00Comparable value $550.00New Markdown(1)
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)
Dune LondonClaus Chukka Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00(1)
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)
Anthony VeerWilson Chukka Boot (Men)$139.97Current Price $139.97(40% off)40% off.$234.95Comparable value $234.95(1) Only a few left
Bruno MagliPrimo High Top Chukka Boot (Men)$99.97Current Price $99.97(71% off)71% off.$350.00Comparable value $350.00(4)
NewMarc Joseph New YorkChicago Chukka Boot (Men)$79.97Current Price $79.97(58% off)58% off.$195.00Comparable value $195.00(1)
NewSperryIce Chukka Boot (Men)$59.97Current Price $59.97(60% off)60% off.$150.00Comparable value $150.00
Bruno MagliCat Walk Chukka Boot (Men)$159.97Current Price $159.97(54% off)54% off.$350.00Comparable value $350.00
Johnston & MurphyHenson XC4 Waterproof Chukka Boot (Men)$99.97Current Price $99.97(49% off)49% off.$199.00Comparable value $199.00(18) 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(13)
Anthony VeerGeorge Chukka Boot (Men)$99.97Current Price $99.97(39% off)39% off.$165.95Comparable value $165.95(1)
FryeBowery Chukka Boot (Men)$139.97Current Price $139.97(59% off)59% off.$348.00Comparable value $348.00(53) Only a few left
VinceLafayette Chukka Boot (Men)$54.89 – $59.98Current Price $54.89 to $59.98(Up to 84% off)Up to 84% off.$350.00Comparable value $350.00New Markdown
Kenneth Cole ReactionVesto Chukka Boot (Men)$69.97Current Price $69.97(41% off)41% off.$119.00Comparable value $119.00(1)
VinceJerome Chukka Boot (Men)$149.97Current Price $149.97(49% off)49% off.$295.00Comparable value $295.00(1)
Dockers®Esmond Plain Toe Chukka Boot (Men)$59.97Current Price $59.97(29% off)29% off.$85.00Comparable value $85.00(10)
Donald PlinerKingston Chukka Boot (Men)$67.48 – $139.97Current Price $67.48 to $139.97(Up to 79% off select items)Up to 79% off select items.$325.00Comparable value $325.00New Markdown(3) Only a few left
La MilanoAcross II Cap Toe Chukka Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
VINTAGE FOUNDRYAnderson Casual Chukka Boot (Men)$69.97Current Price $69.97(60% off)60% off.$175.00Comparable value $175.00
Tod'sIdeal Suede Chukka Boot (Men)$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00(1)
Clarks®Wallaston Low Chukka Sneaker (Men)$84.97Current Price $84.97(22% off)22% off.$110.00Comparable value $110.00
NewClarks®Wallaston Low Chukka Boot (Men)$84.97Current Price $84.97(22% off)22% off.$110.00Comparable value $110.00(2)
AllSaintsSkiff Chukka Boot (Men)$99.99Current Price $99.99(65% off)65% off.$289.00Comparable value $289.00New Markdown(1)
CARLOS SANTANACorazon Chukka Boot (Men)$109.97Current Price $109.97(38% off)38% off.$179.00Comparable value $179.00(1)
VINTAGE FOUNDRYParker Wingtip Boot (Men)$59.97Current Price $59.97(59% off)59% off.$149.00Comparable value $149.00(4)
FERRAGAMOGiasone Ankle Chukka Boot (Men)$379.97Current Price $379.97(60% off)60% off.$950.00Comparable value $950.00
VANCE COAustin Cap Toe Chukka Boot - Wide Width (Men)$38.47 – $59.97Current Price $38.47 to $59.97(Up to 57% off select items)Up to 57% off select items.$89.99Comparable value $89.99New Markdown(3)
Donald PlinerSeya Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(1)
NUNN BUSHDelton Plain Toe Chukka Boot (Men)$54.97Current Price $54.97(42% off)42% off.$95.00Comparable value $95.00
Clarks®Wallabee FTR2 Moc Toe Chukka Boot (Men)$47.98Current Price $47.98(65% off)65% off.$140.00Comparable value $140.00New Markdown
NewALDOJefry Chukka Boot (Men)$89.97Current Price $89.97(40% off)40% off.$150.00Comparable value $150.00
SperryAuthentic Original Double Sole Chukka (Men)$59.97Current Price $59.97(53% off)53% off.$130.00Comparable value $130.00
Thomas & VineBanks Moc Toe Chukka Boot (Men)$54.97Current Price $54.97(71% off)71% off.$189.99Comparable value $189.99(1) Only a few left
Clarks®Wallabee 2 Future Chukka (Men)$69.97Current Price $69.97(41% off)41% off.$120.00Comparable value $120.00
Clarks®Wallaston Chukka Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00(9)
Clarks® 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
Anthony VeerBushwick Chukka Boot (Men)$74.97Current Price $74.97(48% off)48% off.$145.99Comparable value $145.99(1)
Marc Joseph New YorkSmith Street Chukka Boot (Men)$63.98Current Price $63.98(67% off)67% off.$195.00Comparable value $195.00(2) Only a few left
Polo Ralph LaurenRanger Patch Work Boot (Men)$99.97Current Price $99.97(56% off)56% off.$228.00Comparable value $228.00(1)
Clarks®Wallabee Chukka (Men)$89.97Current Price $89.97(47% off)47% off.$170.00Comparable value $170.00
MagnanniLello Castagna Suede Boot (Men)$112.48Current Price $112.48(76% off)76% off.$475.00Comparable value $475.00New Markdown(1) Only a few left
Dockers®Esmond Chukka Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
Clarks®Wallabee Genuine Calf Hair Chukka (Men)$99.97Current Price $99.97(44% off)44% off.$180.00Comparable value $180.00
SKECHERSx John Deere Segment 2.0 Waterproof Chelsea Boot (Men)$59.97Current Price $59.97(53% off)53% off.$128.00Comparable value $128.00(1) Only a few left
Clarks® OriginalsWallabee Chukka Boot (Men)$79.97Current Price $79.97(52% off)52% off.$170.00Comparable value $170.00(116)
Clarks® OriginalsWallabee Chukka Boot (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
ROANTimothy Suede Chukka Boot$74.97Current Price $74.97(24% off)24% off.$99.95Comparable value $99.95(2)
AriatSpitfire Leather Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$129.95Comparable value $129.95(344) Only a few left