BørnThomson Chukka Boot (Men)$89.97Current Price $89.97(30% off)30% off.$130.00Comparable value $130.00(25)
New!Cole HaanGrand Remix Chukka Boot (Men)$99.97Current Price $99.97(Up to 56% off)Up to 56% off.$220.00 – $230.00Comparable value $220.00 to $230.00(12)
New!AriatBooker Chelsea Round Toe Boot (Men)$79.97Current Price $79.97(46% off)46% off.$149.95Comparable value $149.95(138)Only a few left
NUNN BUSHKarnak Plain Toe Chelsea Boot (Men)$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00
New!AriatSpitfire All Terrain Waterproof Chukka Boot (Men)$89.97Current Price $89.97(47% off)47% off.$169.95Comparable value $169.95(2)
Cole Haan2.Zerogrand Chukka Boot (Men)$99.97Current Price $99.97(70% off)70% off.$338.00Comparable value $338.00(388)
New!BørnTheo Chukka Boot (Men)$79.97Current Price $79.97(38% off)38% off.$130.00Comparable value $130.00(5)
AriatSport Stratten Leather Boot (Men)$99.97Current Price $99.97(47% off)47% off.$189.95Comparable value $189.95(50)Only a few left
NUNN BUSHOtto Chukka Boot - Wide Width Available (Men)$44.97 – $74.97Current Price $44.97 to $74.97(Up to 52% off)Up to 52% off.$95.00Comparable value $95.00(11)
AriatStump Jumper Boot (Men)$119.97Current Price $119.97(40% off)40% off.$199.95Comparable value $199.95(24)Only a few left
New!Clarks®Wallaston Chukka Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00
Black Friday DealUGG®Burleigh Chukka (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00(10)
New!Cole HaanMorse GRANDFØAM Chukka Boot (Men)$109.97Current Price $109.97(51% off)51% off.$228.00Comparable value $228.00
New!Clarks®Maplewalk Rise Boot (Men)$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00
New!AriatSpitfire Leather Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$129.95Comparable value $129.95(298)Only a few left
New!SKECHERSx John Deere Relaxed Fit Terraform Waterproof Boot (Men)$59.97Current Price $59.97(55% off)55% off.$135.00Comparable value $135.00(9)
NUNN BUSHTrekker Mid Sneaker (Men)$54.97Current Price $54.97(35% off)35% off.$85.00Comparable value $85.00(2)
Ariat'Lookout' Moc Toe Boot (Men)$79.97Current Price $79.97(50% off)50% off.$159.95Comparable value $159.95(66)Only a few left
NUNN BUSHChase Plain Toe Chukka Boot - Wide Width Available (Men)$44.97 – $54.97Current Price $44.97 to $54.97(Up to 52% off)Up to 52% off.$90.00 – $95.00Comparable value $90.00 to $95.00(10)
New!SperryAvenue Waterproof Duck Boot (Men)$39.97Current Price $39.97(66% off)66% off.$120.00Comparable value $120.00(1)
NUNN BUSHDakoda Chelsea Boot (Men)$44.97 – $54.97Current Price $44.97 to $54.97(Up to 52% off)Up to 52% off.$95.00Comparable value $95.00(24)
Clarks®Craftwell Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$110.00Comparable value $110.00
BørnEli Suede Chukka Boot (Men)$89.97Current Price $89.97(30% off)30% off.$130.00Comparable value $130.00(1)
Black Friday DealUGG®The UGG Lug Waterproof Chukka Boot (Men)$79.97Current Price $79.97(38% off)38% off.$130.00Comparable value $130.00
New!Cole HaanChamberlin Grand Chukka Boot (Men)$129.97Current Price $129.97(55% off)55% off.$290.00Comparable value $290.00(1)
New!Clarks®Walpath Waterproof Chukka Boot (Men)$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00
Clarks®Emmett Chelsea Boot (Men)$79.97 – $89.97Current Price $79.97 to $89.97(Up to 27% off)Up to 27% off.$110.00 – $120.00Comparable value $110.00 to $120.00
New!Clarks®Weltridge Side Zip Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00
TimberlandField Trekker Waterproof Boot (Men)$69.97Current Price $69.97(36% off)36% off.$110.00Comparable value $110.00(3)
EastlandHerman Water Resistant Chelsea Boot (Men)$79.97Current Price $79.97(40% off)40% off.$135.00Comparable value $135.00(2)
Deer StagsGarfield Plain Toe Chukka Boot (Men)$64.97Current Price $64.97(35% off)35% off.$100.00Comparable value $100.00
UGG®Gender Inclusive Campfire Crafted Regenerate Water Resistant Boot$109.97Current Price $109.97(50% off)50% off.$220.00Comparable value $220.00(2)
EastlandSeth Memory Foam Chukka Boot (Men)$59.97Current Price $59.97(33% off)33% off.$90.00Comparable value $90.00(1)
New!TimberlandAttleboro Chelsea Boot (Men)$69.97 – $74.97Current Price $69.97 to $74.97(46% off)46% off.$130.00 – $140.00Comparable value $130.00 to $140.00(3)
TimberlandNewmarket Chukka Boot (Men)$89.97Current Price $89.97(40% off)40% off.$150.00Comparable value $150.00(5)
NUNN BUSHCircuit Plain Toe Chukka Boot - Wide Width Available (Men)$54.97Current Price $54.97(38% off)38% off.$90.00Comparable value $90.00(16)
New!AriatSpitfire Leather Chukka Boot (Men)$69.97Current Price $69.97(50% off)50% off.$139.95Comparable value $139.95(41)
Ariat'Mesteno' Boot (Men)$149.97Current Price $149.97(44% off)44% off.$269.95Comparable value $269.95(48)Only a few left
Johnston & MurphyBoswell Chukka Boot (Men)$89.97Current Price $89.97(48% off)48% off.$175.00Comparable value $175.00(4)
Black Friday DealDockers®Esmond Plain Toe Chukka Boot (Men)$39.97 – $54.99Current Price $39.97 to $54.99(Up to 57% off)Up to 57% off.$85.00 – $95.00Comparable value $85.00 to $95.00(5)
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(1)
Clarks®Shepton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$110.00Comparable value $110.00
Clarks®Shepton Easy Chelsea Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00
Dockers®Dee Chukka Boot (Men)$39.97Current Price $39.97(57% off)57% off.$95.00Comparable value $95.00
Black Friday DealUGG®Venture Daze Ultra Mini Boot (Men)$92.99Current Price $92.99(48% off)48% off.$180.00Comparable value $180.00(9)
MerrellTempo Sol Mid Top Hiking Boot (Men)$79.97Current Price $79.97(20% off)20% off.$100.00Comparable value $100.00(10)
New!Cole HaanChamberlin Grand Water Resistant Chelsea Boot (Men)$129.97Current Price $129.97(50% off)50% off.$260.00Comparable value $260.00
AriatRebar Wedge 6-Inch Waterproof Work Boot (Men)$69.97Current Price $69.97(56% off)56% off.$159.95Comparable value $159.95(30)
New!Cole HaanGrand Atlantic Chelsea Boot (Men)$99.97Current Price $99.97(50% off)50% off.$200.00Comparable value $200.00(2)
UGG®Neumel Shaggy Suede Chukka Boot (Men)$89.97 – $94.97Current Price $89.97 to $94.97(Up to 40% off)Up to 40% off.$150.00Comparable value $150.00(1)
EastlandCryus Chelsea Boot (Men)$59.97Current Price $59.97(33% off)33% off.$90.00Comparable value $90.00(10)
AriatCarlsbad Western Boot (Men)$149.97Current Price $149.97(50% off)50% off.$299.95Comparable value $299.95(30)Only a few left
UGG®Neumal Crafted Regenerate Water Resistant Chukka Boot (Men)$99.97Current Price $99.97(50% off)50% off.$200.00Comparable value $200.00(2)
OluKaiNalukai Kala Moc Toe Boot (Men)$69.97Current Price $69.97(50% off)50% off.$140.00Comparable value $140.00(1)
Dockers®Townsend Chelsea Boot (Men)$39.97Current Price $39.97(57% off)57% off.$95.00Comparable value $95.00(1)
AriatFarmland Waterproof Boot (Men)$104.97Current Price $104.97(19% off)19% off.$129.95Comparable value $129.95(33)Only a few left
Clarks®Radcliff Plain Toe Chukka Boot (Men)$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00(1)
FlorsheimChalet Chelsea Boot (Men)$99.97Current Price $99.97(31% off)31% off.$145.00Comparable value $145.00(108)
KEENZionic Waterproof Hiking Boot (Men)$94.97Current Price $94.97(44% off)44% off.$170.00Comparable value $170.00(2)
New!Dockers®Camden Chelsea Boot (Men)$59.99Current Price $59.99(29% off)29% off.$85.00Comparable value $85.00
Black Friday DealUGG®Hayden Chukka Boot (Men)$79.99 – $109.97Current Price $79.99 to $109.97(Up to 46% off select items)Up to 46% off select items.$150.00Comparable value $150.00(5)
AriatFuturity Time Western Boot (Men)$149.97Current Price $149.97(46% off)46% off.$279.95Comparable value $279.95(65)
Dockers®Dylan Chelsea Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00
UGG®Neumel Waterproof Hybrid Boot (Men)$119.97Current Price $119.97(36% off)36% off.$190.00Comparable value $190.00(5)
AriatMoresby Waterproof Boot (Men)$119.97Current Price $119.97(42% off)42% off.$209.95Comparable value $209.95(22)Only a few left
araPasquale Waterproof Boot (Men)$109.97Current Price $109.97(54% off)54% off.$240.00Comparable value $240.00
New!Cole HaanChamberlin Grand Chelsea Boot (Men)$129.97Current Price $129.97(50% off)50% off.$260.00Comparable value $260.00
AriatWillie French Toe Western Boot (Men)$149.97Current Price $149.97(40% off)40% off.$249.95Comparable value $249.95(5)
TimberlandNewmarket Mid Lace Up Boot (Men)$79.97Current Price $79.97(46% off)46% off.$150.00Comparable value $150.00(4)
AriatSport Patriot Cowboy Boot (Men)$99.97Current Price $99.97(41% off)41% off.$169.95Comparable value $169.95(289)
Johnston & MurphyBrody Chelsea Boot (Men)$69.97Current Price $69.97(57% off)57% off.$165.00Comparable value $165.00(18)
Black Friday DealUGG®Emmett Waterproof Snow Boot (Men)$64.99Current Price $64.99(56% off)56% off.$150.00Comparable value $150.00(83)