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)
Clear The RackJohnston & MurphyBoswell Chukka Boot (Men)$43.86 – $50.60Current Price $43.86 to $50.60(Extra 25% off)Includes extra 25% off.$58.48 – $67.47Previous Price $58.48 to $67.47$175.00Comparable value $175.00(15)
Clear The RackCole HaanMorse GRANDFØAM Chukka Boot (Men)$63.36 – $73.10Current Price $63.36 to $73.10(Extra 25% off)Includes extra 25% off.$84.48 – $97.47Previous Price $84.48 to $97.47$220.00Comparable value $220.00(8)
Dune LondonClaus Chukka Boot (Men)$89.97Current Price $89.97(52% off)52% off.$190.00Comparable value $190.00
Clear The RackCole HaanChamberlin Grand Chukka Boot (Men)$73.10Current Price $73.10(Extra 25% off)Includes extra 25% off.$97.47Previous Price $97.47$290.00Comparable value $290.00(10)
NewAnthony VeerGeorge Chukka Boot (Men)$99.97Current Price $99.97(39% off)39% off.$165.95Comparable value $165.95(1)
MagnanniEddison Chukka Boot (Men)$249.97Current Price $249.97(46% off)46% off.$465.00Comparable value $465.00(3)
Clear The RackCole HaanGrand Remix Chukka Boot (Men)$56.22 – $99.97Current Price $56.22 to $99.97(Extra 25% off select items)Includes extra 25% off select items.$74.96Previous Price $74.96$220.00 – $230.00Comparable value $220.00 to $230.00(15)
TO BOOT NEW YORKJohnnie Chukka Boot (Men)$199.97Current Price $199.97(52% off)52% off.$425.00Comparable value $425.00
VITTORIO RUSSOWhitman Chukka Boot (Men)$129.97Current Price $129.97(42% off)42% off.$225.00Comparable value $225.00(3)
NewClarks®Torhill Lo Chukka Boot (Men)$69.97Current Price $69.97(46% off)46% off.$130.00Comparable value $130.00
Allen EdmondsDowning Chukka Boot (Men)$169.97Current Price $169.97(65% off)65% off.$495.00Comparable value $495.00(11)
NUNN BUSHOzark II Chukka Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
Thomas & VineKeegan Chukka Boot$79.97Current Price $79.97(23% off)23% off.$104.97Comparable value $104.97(2)
Clear The RackAllen EdmondsCarson Hybrid Chukka Boot (Men)$73.11 – $149.97Current Price $73.11 to $149.97(Extra 25% off select items)Includes extra 25% off select items.$97.48 – $99.99Previous Price $97.48 to $99.99$345.00Comparable value $345.00(34)
Clear The RackNUNN BUSHOtto Chukka Boot - Wide Width Available (Men)$14.99 – $79.97Current Price $14.99 to $79.97(Extra 25% off select items)Includes extra 25% off select items.$19.99Previous Price $19.99$95.00 – $110.00Comparable value $95.00 to $110.00(14)
ECCOLite Hybrid Chukka Boot (Men)$79.97Current Price $79.97(42% off)42% off.$140.00Comparable value $140.00
ALDOKenora Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$130.00Comparable value $130.00(3) 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
Anthony VeerBushwick Chukka Boot (Men)$74.97Current Price $74.97(48% off)48% off.$145.99Comparable value $145.99(1)
VinceLafayette Chukka Boot (Men)$149.97 – $182.97Current Price $149.97 to $182.97(Up to 57% off)Up to 57% off.$350.00Comparable value $350.00
NewAriatSpitfire All Terrain Waterproof Chukka Boot (Men)$89.97Current Price $89.97(47% off)47% off.$169.95Comparable value $169.95(11)
Maison ForteDaytona Chukka Boot (Men)$109.97Current Price $109.97(43% off)43% off.$195.00Comparable value $195.00(3)
Marc Joseph New YorkChicago Chukka Boot (Men)$79.97Current Price $79.97(58% off)58% off.$195.00Comparable value $195.00(1)
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
Clarks®Wallaston Low Chukka Sneaker (Men)$84.97Current Price $84.97(22% off)22% off.$110.00Comparable value $110.00
Clarks®Wallaston Low Chukka Boot (Men)$84.97Current Price $84.97(22% off)22% off.$110.00Comparable value $110.00(2)
La MilanoAcross II Cap Toe Chukka Boot (Men)$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99
VINTAGE FOUNDRYMarlow Chukka Boot (Men)$54.97Current Price $54.97(70% off)70% off.$185.00Comparable value $185.00 Only a few left
Johnston & MurphyUpton Chukka (Men)$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
NewClarks®Wallabee Chukka (Men)$79.97Current Price $79.97(52% off)52% off.$170.00Comparable value $170.00
TimberlandAttleboro Mid Chukka Boot (Men)$69.97Current Price $69.97(46% off)46% off.$130.00Comparable value $130.00(5)
VinceDann Lugged Chukka Boot (Men)$159.97Current Price $159.97(57% off)57% off.$375.00Comparable value $375.00(4)
Brooks BrothersClaremont Chukka (Men)$169.97Current Price $169.97(62% off)62% off.$449.00Comparable value $449.00(2)
Clear The RackJOHNSTON & MURPHY COLLECTIONWelch Chukka Boot (Men)$57.36Current Price $57.36(Extra 25% off)Includes extra 25% off.$76.48Previous Price $76.48$265.00Comparable value $265.00(9)
NewClarks® OriginalsWallabee Chukka Boot (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00
NewVinceJerome Chukka Boot (Men)$149.97Current Price $149.97(49% off)49% off.$295.00Comparable value $295.00
Clear The RackClarks®Wallaston Chukka Boot (Men)$44.97 – $79.97Current Price $44.97 to $79.97(Extra 25% off select items)Includes extra 25% off select items.$59.96Previous Price $59.96$120.00Comparable value $120.00(5)
CARLOS SANTANACorazon Chukka Boot (Men)$109.97Current Price $109.97(38% off)38% off.$179.00Comparable value $179.00(1)
AriatSpitfire Leather Chukka Boot (Men)$69.97Current Price $69.97(50% off)50% off.$139.95Comparable value $139.95(53)
NewClarks®Wallabee Genuine Calf Hair Chukka (Men)$99.97Current Price $99.97(44% off)44% off.$180.00Comparable value $180.00
Allen EdmondsCaden Lug Sole Chukka Boot (Men)$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00
Allen EdmondsGrady Chukka Boot (Men)$189.97 – $249.97Current Price $189.97 to $249.97(Up to 65% off)Up to 65% off.$550.00Comparable value $550.00
MagnanniSuede Chukka Boot (Men)$239.97Current Price $239.97(51% off)51% off.$495.00Comparable value $495.00
Clear The RackUGG®Neumel Shaggy Suede Chukka Boot (Men)$53.41Current Price $53.41(Extra 25% off)Includes extra 25% off.$71.22Previous Price $71.22$150.00Comparable value $150.00(2)
NUNN BUSHDenali Waterproof Plain Toe Boot - Wide Width Available$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00(1)
Donald PlinerKingston Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(3)
Clarks®Walpath Waterproof Chukka Boot (Men)$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00(2)
Donald PlinerSeya Chukka Boot (Men)$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(1)
Clear The RackBarbourTucker Chukka Boot (Men)$61.85Current Price $61.85(Extra 25% off)Includes extra 25% off.$82.47Previous Price $82.47$215.00Comparable value $215.00 Only a few left
Anthony VeerWilson Chukka Boot (Men)$139.97Current Price $139.97(40% off)40% off.$234.95Comparable value $234.95(1)
UGG®Hayden Chukka Boot (Men)$99.97Current Price $99.97(33% off)33% off.$150.00Comparable value $150.00(5) Only a few left
VINTAGE FOUNDRYAnderson Casual Chukka Boot (Men)$69.97Current Price $69.97(60% off)60% off.$175.00Comparable value $175.00 Only a few left
FERRAGAMOGiasone Ankle Chukka Boot (Men)$379.97Current Price $379.97(60% off)60% off.$950.00Comparable value $950.00
MagnanniOslo Schore Chukka Boot (Men)$239.97Current Price $239.97(49% off)49% off.$475.00Comparable value $475.00(1)
Bruno MagliMabelton Chukka Boot (Men)$179.97Current Price $179.97(57% off)57% off.$425.00Comparable value $425.00 Only a few left
Clear The RackAllSaintsSkiff Chukka Boot (Men)$91.85Current Price $91.85(Extra 25% off)Includes extra 25% off.$122.47Previous Price $122.47$299.00Comparable value $299.00(1)
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
Ben ShermanThames Chukka Boot (Men)$59.97Current Price $59.97(40% off)40% off.$100.00Comparable value $100.00 Only a few left
Tod'sIdeal Suede Chukka Boot (Men)$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00(1)
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
Clear The RackVinceJune Chukka Boot (Men)$50.61Current Price $50.61(Extra 25% off)Includes extra 25% off.$67.48Previous Price $67.48$375.00Comparable value $375.00(1) Only a few left
Donald PlinerKingston Chukka Boot (Men)$149.97Current Price $149.97(53% off)53% off.$325.00Comparable value $325.00(2) Only a few left
ROANTimothy Suede Chukka Boot$69.97Current Price $69.97(29% off)29% off.$99.00Comparable value $99.00(2)
MagnanniLello Castagna Suede Boot (Men)$249.97Current Price $249.97(47% off)47% off.$475.00Comparable value $475.00
AriatSpitfire Leather Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$129.95Comparable value $129.95(330)