NewCole Haan2.ZEROGRAND Chukka Boot$109.97Current Price $109.97(68% off)68% off.$345.00Comparable value $345.00
NewBruno MagliCat Walk Chukka Boot$159.97Current Price $159.97(54% off)54% off.$350.00Comparable value $350.00
NUNN BUSHOzark II Chukka Boot - Wide Width Available$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
Top DealAllen EdmondsCaden Lug Sole Chukka Boot$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00(1)
Clarks®Shepton Chukka Boot$79.97Current Price $79.97(27% off)27% off.$110.00Comparable value $110.00(8)
VANCE COStratton Chukka Boot$74.97Current Price $74.97(31% off)31% off.$109.99Comparable value $109.99(1)
NUNN BUSHOtto Chukka Boot - Wide Width Available$49.97 – $59.97Current Price $49.97 to $59.97(Up to 58% off)Up to 58% off.$110.00 – $120.00Comparable value $110.00 to $120.00(14)
NUNN BUSHCircuit Plain Toe Chukka Boot - Wide Width Available$54.97Current Price $54.97(Up to 45% off)Up to 45% off.$90.00 – $100.00Comparable value $90.00 to $100.00(17)
BarbourMaxwell Waterproof Chukka Boot$119.97Current Price $119.97(50% off)50% off.$240.00Comparable value $240.00(1)
NUNN BUSHBriggs Plain Toe Chelsea Boot - Wide Width Available$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00
Dune LondonClaus Chukka Boot$89.97Current Price $89.97(50% off)50% off.$180.00Comparable value $180.00(1)
NUNN BUSHChase Plain Toe Chukka Boot - Wide Width Available$44.97 – $49.97Current Price $44.97 to $49.97(Up to 52% off)Up to 52% off.$90.00 – $95.00Comparable value $90.00 to $95.00(14)
NUNN BUSHDelton Plain Toe Chukka Boot$54.97Current Price $54.97(42% off)42% off.$95.00Comparable value $95.00
BarbourReadhead Chukka Boot$109.97 – $119.97Current Price $109.97 to $119.97(Up to 50% off)Up to 50% off.$220.00Comparable value $220.00(2)
Anthony VeerGeorge Chukka Boot$99.97Current Price $99.97(39% off)39% off.$165.95Comparable value $165.95(1)
EastlandJack Chukka Boot$89.97Current Price $89.97(28% off)28% off.$125.00Comparable value $125.00(1)
Dockers®Esmond Chukka Boot$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
Clarks®Wallaston Low Chukka Sneaker$79.97Current Price $79.97(27% off)27% off.$110.00Comparable value $110.00
BarbourBlaine Chukka Boot$129.97Current Price $129.97(46% off)46% off.$245.00Comparable value $245.00
Anthony VeerBushwick Chukka Boot$74.97Current Price $74.97(48% off)48% off.$145.99Comparable value $145.99(1)
NewNUNN BUSHBrady Faux Leather Plain Toe Chukka Boot$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00
Kenneth Cole ReactionVesto Chukka Boot$69.97Current Price $69.97(41% off)41% off.$119.00Comparable value $119.00(1)
NewBruno MagliCarlo Leather Chukka Boot$179.97Current Price $179.97(52% off)52% off.$375.00Comparable value $375.00
NewAriatSpitfire Waterproof Chukka Boot$89.97Current Price $89.97(40% off)40% off.$149.95Comparable value $149.95(62)
VINTAGE FOUNDRYAnderson Casual Chukka Boot$69.97Current Price $69.97(60% off)60% off.$175.00Comparable value $175.00(1)
NUNN BUSHDenali Waterproof Plain Toe Boot - Wide Width Available$99.97Current Price $99.97(16% off)16% off.$120.00Comparable value $120.00(1)
Johnston & MurphyUpton Chukka$129.97Current Price $129.97(27% off)27% off.$179.00Comparable value $179.00
NewJohnston & MurphyCalder Chukka Boot$116.97Current Price $116.97(38% off)38% off.$189.00Comparable value $189.00(29)
Dockers®Esmond Plain Toe Chukka Boot$59.97Current Price $59.97(29% off)29% off.$85.00Comparable value $85.00(10)
RESERVE FOOTWEARZion Chukka Boot$39.97Current Price $39.97(50% off)50% off.$80.00Comparable value $80.00(3)
BarbourHadston Chukka Boot$129.97Current Price $129.97(45% off)45% off.$240.00Comparable value $240.00
Clarks®Wallaston Chukka Boot$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00(9)
NewBOSSKope Suede Chukka Boot$129.97Current Price $129.97(43% off)43% off.$230.00Comparable value $230.00 Only a few left
BarbourBoulder Chukka Boot$119.97Current Price $119.97(47% off)47% off.$230.00Comparable value $230.00(1)
NewLUGZConvoy 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)
VINTAGE FOUNDRYMilton Chukka Boot$49.97Current Price $49.97(72% off)72% off.$180.00Comparable value $180.00(3)
VANCE COAustin Cap Toe Chukka Boot - Wide Width$54.97 – $59.97Current Price $54.97 to $59.97(Up to 38% off)Up to 38% off.$89.99Comparable value $89.99(3)
NewNUNN BUSHBrady Plain Toe Chukka Boot$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00
Bruno MagliPrimo High Top Chukka Boot$99.97Current Price $99.97(71% off)71% off.$350.00Comparable value $350.00(5)
Marc Joseph New YorkChicago Chukka Boot$79.97Current Price $79.97(58% off)58% off.$195.00Comparable value $195.00(1) Only a few left
La MilanoAcross II Cap Toe Chukka Boot$79.97Current Price $79.97(20% off)20% off.$99.99Comparable value $99.99 Only a few left
Clarks® OriginalsWallabee Scout Chukka Boot$99.99 – $139.97Current Price $99.99 to $139.97(Up to 65% off select items)Up to 65% off select items.$270.00 – $290.00Comparable value $270.00 to $290.00(1)
Carlos by Carlos SantanaCorazon Chukka Boot$109.97Current Price $109.97(38% off)38% off.$179.00Comparable value $179.00(1)
Clarks®Wallaston Low Chukka Boot$79.97 – $84.97Current Price $79.97 to $84.97(Up to 27% off)Up to 27% off.$110.00Comparable value $110.00(4)
Tod'sIdeal Suede Chukka Boot$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00(1)
Tod'sDesert Chukka Boot$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00 Only a few left
ROANTimothy Suede Chukka Boot$74.97Current Price $74.97(24% off)24% off.$99.95Comparable value $99.95(2)
FERRAGAMOGiasone Ankle Chukka Boot$379.97Current Price $379.97(60% off)60% off.$950.00Comparable value $950.00
Clarks®Wallabee 2 Future Chukka$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00(1)
NewSantoniRock Chukka Boot$459.97Current Price $459.97(48% off)48% off.$890.00Comparable value $890.00(1) Only a few left
Clarks® OriginalsWallabee Chukka Boot$79.97Current Price $79.97(52% off)52% off.$170.00Comparable value $170.00
Donald PlinerSeya Chukka Boot$139.97Current Price $139.97(56% off)56% off.$325.00Comparable value $325.00(1) Only a few left
VINTAGE FOUNDRYParker Wingtip Boot$54.97Current Price $54.97(63% off)63% off.$149.00Comparable value $149.00(4)