NewAllSaintsHemsley Suede Chukka Boot$149.97Current Price $149.97(49% off)49% off.$299.00Comparable value $299.00
NewCole HaanChamberlin Grand Chukka Boot$139.97Current Price $139.97(Up to 53% off)Up to 53% off.$290.00 – $300.00Comparable value $290.00 to $300.00(12)
NewCole HaanGrand Aerion Chukka Boot$129.97Current Price $129.97(40% off)40% off.$220.00Comparable value $220.00
FryePaul Lite Chukka Boot$117.97 – $188.00Current Price $117.97 to $188.00(Up to 37% off select items)Up to 37% off select items.$188.00Comparable value $188.00
Milwaukee Boot CompanyWhitnall Chukka Boot$169.97Current Price $169.97(30% off)30% off.$245.00Comparable value $245.00
NewBruno MagliDiano Chukka Boot$199.97Current Price $199.97(49% off)49% off.$395.00Comparable value $395.00
NewBOSSKope Suede Chukka Boot$129.97Current Price $129.97(43% off)43% off.$230.00Comparable value $230.00
NORDSTROM RACKClifton Lug Sole Chukka Boot$59.97Current Price $59.97(40% off)40% off.$99.95Comparable value $99.95(2)
Cole Haan2.Zerogrand Chukka Boot$119.97Current Price $119.97(65% off)65% off.$345.00Comparable value $345.00(83)
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)
Allen EdmondsDowning Chukka Boot$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00(11)
Dune LondonClaus Chukka Boot$89.97Current Price $89.97(50% off)50% off.$180.00Comparable value $180.00(1)
Allen EdmondsCaden Lug Sole Chukka Boot$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00(1)
Allen EdmondsDonovan Chukka Boot$199.97Current Price $199.97(63% off)63% off.$550.00Comparable value $550.00(4)
NUNN BUSHBriggs Plain Toe Chelsea Boot - Wide Width Available$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00
NewVinceLafayette Chukka Boot$149.97Current Price $149.97(57% off)57% off.$350.00Comparable value $350.00
NewBlake MckayAlder Chukka Boot$69.97Current Price $69.97(57% off)57% off.$165.00Comparable value $165.00(4)
NewUGG®Neumal Crafted Regenerate Water Resistant Chukka Boot$119.97Current Price $119.97(42% off)42% off.$210.00Comparable value $210.00(6)
Dune LondonClydell Chukka Boot$94.97Current Price $94.97(51% off)51% off.$195.00Comparable value $195.00
Maison ForteDaytona Chukka Boot$109.97Current Price $109.97(43% off)43% off.$195.00Comparable value $195.00(3)
NewClarks®Eastridge Chukka Boot$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00(2)
NUNN BUSHCircuit Plain Toe Chukka Boot - Wide Width Available$49.97 – $54.97Current Price $49.97 to $54.97(Up to 45% off)Up to 45% off.$90.00 – $100.00Comparable value $90.00 to $100.00(18)
Cole Haan2.ZEROGRAND Chukka Boot$109.97Current Price $109.97(68% off)68% off.$345.00Comparable value $345.00
MagnanniEddison Chukka Boot$229.97Current Price $229.97(50% off)50% off.$465.00Comparable value $465.00(5)
AquataliaGolliard Water Resistant Chukka Boot$229.97Current Price $229.97(53% off)53% off.$495.00Comparable value $495.00(1)
AquataliaDuke Chukka Boot$219.97Current Price $219.97(51% off)51% off.$450.00Comparable value $450.00
NewBOSSDresletic Suede Chukka Boot$199.97Current Price $199.97(49% off)49% off.$399.00Comparable value $399.00
BarbourMeays Chukka Boot$119.97Current Price $119.97(47% off)47% off.$230.00Comparable value $230.00 Only a few left
NewTommy HilfigerReesh Faux Leather Chukka Boot$49.97Current Price $49.97(58% off)58% off.$119.00Comparable value $119.00
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)
NewGentle SoulsTorres Chukka Boot$95.97Current Price $95.97(61% off)61% off.$250.00Comparable value $250.00(2)
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)
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)
Bruno MagliCat Walk Chukka Boot$159.97Current Price $159.97(54% off)54% off.$350.00Comparable value $350.00(1)
NUNN BUSHOzark II Chukka Boot - Wide Width Available$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
NewTommy HilfigerHarbin Chukka Boot$59.97Current Price $59.97(49% off)49% off.$119.00Comparable value $119.00(11)
Dockers®Esmond Chukka Boot$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
Dr. Scholl'sSyncflex Chukka Boot$74.97Current Price $74.97(31% off)31% off.$110.00Comparable value $110.00
NewVINTAGE FOUNDRYLewis Chukka Boot$69.97Current Price $69.97(68% off)68% off.$220.00Comparable value $220.00(5)
NewKenneth Cole New YorkWilhem Chukka Boot$89.97Current Price $89.97(45% off)45% off.$165.00Comparable value $165.00
NUNN BUSHDelton Plain Toe Chukka Boot$49.97Current Price $49.97(47% off)47% off.$95.00Comparable value $95.00
NewDune LondonMaxxy Plain Toe Chukka Boot$109.97Current Price $109.97(51% off)51% off.$229.00Comparable value $229.00
NewUGG®Chukka Lug Boot$89.97 – $99.97Current Price $89.97 to $99.97(Up to 40% off)Up to 40% off.$150.00Comparable value $150.00
SORELSlabtown 62™ Stoic Chukka Boot$99.97Current Price $99.97(37% off)37% off.$160.00Comparable value $160.00(2)
Anthony VeerGeorge Chukka Boot$99.97Current Price $99.97(39% off)39% off.$165.95Comparable value $165.95(1)
NewAllen EdmondsCarson Hybrid Chukka Boot$169.97 – $189.97Current Price $169.97 to $189.97(Up to 56% off)Up to 56% off.$395.00Comparable value $395.00(27)
NUNN BUSHBrady Faux Leather Plain Toe Chukka Boot$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00
Anthony VeerBushwick Chukka Boot$74.97Current Price $74.97(48% off)48% off.$145.99Comparable value $145.99(1)
BarbourBlaine Chukka Boot$129.97Current Price $129.97(46% off)46% off.$245.00Comparable value $245.00 Only a few left
Kenneth Cole ReactionVesto Chukka Boot$69.97Current Price $69.97(41% off)41% off.$119.00Comparable value $119.00(1)
NewAllen EdmondsGrady Chukka Boot$249.97Current Price $249.97(54% off)54% off.$550.00Comparable value $550.00(3)
EastlandJack Chukka Boot$89.97Current Price $89.97(28% off)28% off.$125.00Comparable value $125.00(1)
NewBlake MckayColton Chukka Boot$69.97Current Price $69.97(57% off)57% off.$165.00Comparable value $165.00(1)
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)
FERRAGAMOGiasone Ankle Chukka Boot$379.97Current Price $379.97(60% off)60% off.$950.00Comparable value $950.00
NewDeer StagsGarfield Plain Toe Chukka Boot$59.97Current Price $59.97(40% off)40% off.$100.00Comparable value $100.00
EastlandJack Chukka Boot$89.97Current Price $89.97(28% off)28% off.$125.00Comparable value $125.00(1)
AquataliaFlorian Chukka Boot$219.97Current Price $219.97(51% off)51% off.$450.00Comparable value $450.00
Clarks®Wallaston Low Chukka Sneaker$79.97Current Price $79.97(27% off)27% off.$110.00Comparable value $110.00
VINTAGE FOUNDRYParker Wingtip Boot$54.97Current Price $54.97(63% off)63% off.$149.00Comparable value $149.00(4)
Tod'sIdeal Suede Chukka Boot$249.97Current Price $249.97(57% off)57% off.$595.00Comparable value $595.00(1) Only a few left
ROANTimothy Suede Chukka Boot$74.97Current Price $74.97(24% off)24% off.$99.95Comparable value $99.95(2)
AriatSpitfire Waterproof Chukka Boot$89.97Current Price $89.97(40% off)40% off.$149.95Comparable value $149.95(66)
Dockers®Esmond Plain Toe Chukka Boot$64.97Current Price $64.97(23% off)23% off.$85.00Comparable value $85.00(10)