Johnston & MurphyBoswell Chukka Boot (Men)$89.97Current Price $89.97(48% off)48% off.$175.00Comparable value $175.00(4)
New!Clarks®Maplewalk Rise Boot (Men)$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00
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)
New!BørnTheo Chukka Boot (Men)$79.97Current Price $79.97(38% off)38% off.$130.00Comparable value $130.00(5)
New!Cole HaanChamberlain Cap Toe Boot (Men)$129.97Current Price $129.97(58% off)58% off.$310.00Comparable value $310.00
New!FlorsheimAzzano Plain Toe Chukka Boot (Men)$109.97Current Price $109.97(24% off)24% off.$145.00Comparable value $145.00
Clarks®Radcliff Plain Toe Chukka Boot (Men)$89.97Current Price $89.97(25% off)25% off.$120.00Comparable value $120.00(1)
Cole HaanGrand Atlantic Chukka Boot - Wide Width Available (Men)$99.97Current Price $99.97(50% off)50% off.$200.00Comparable value $200.00(38)
Clarks®Shepton Chukka Boot (Men)$74.97Current Price $74.97(31% off)31% off.$110.00Comparable value $110.00
FlorsheimChalet Chelsea Boot (Men)$99.97Current Price $99.97(31% off)31% off.$145.00Comparable value $145.00(108)
New!Clarks®Walpath Waterproof Chukka Boot (Men)$99.97Current Price $99.97(23% off)23% off.$130.00Comparable value $130.00
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!FlorsheimChalet Leather Cap Toe Boot (Men)$109.97Current Price $109.97(29% off)29% off.$155.00Comparable value $155.00(16)
New!Clarks®Shepton Easy Chelsea Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00
New!Cole HaanChamberlin Grand Water Resistant Chelsea Boot (Men)$129.97Current Price $129.97(50% off)50% off.$260.00Comparable value $260.00
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)
Johnston & MurphyBarrett Alpine Boot (Men)$99.97Current Price $99.97(45% off)45% off.$185.00Comparable value $185.00(10)
New!AquataliaEnrico Chelsea Boot (Men)$229.97Current Price $229.97(58% off)58% off.$550.00Comparable value $550.00
BørnSeth Chukka Boot (Men)$89.97Current Price $89.97(35% off)35% off.$140.00Comparable value $140.00(7)
New!NUNN BUSHOzark II Chukka Boot (Men)$94.97Current Price $94.97(13% off)13% off.$110.00Comparable value $110.00(3)
MerrellTempo Sol Mid Top Hiking Boot (Men)$79.97Current Price $79.97(20% off)20% off.$100.00Comparable value $100.00(10)
New!AquataliaGustavo Zip Combat Boot (Men)$259.97Current Price $259.97(58% off)58% off.$625.00Comparable value $625.00
EastlandJack Chukka Boot (Men)$89.97Current Price $89.97(28% off)28% off.$125.00Comparable value $125.00(1)
New!Clarks®Weltridge Side Zip Boot (Men)$94.97Current Price $94.97(26% off)26% off.$130.00Comparable value $130.00
OluKaiNalukai Kala Moc Toe Boot (Men)$69.97Current Price $69.97(50% off)50% off.$140.00Comparable value $140.00(1)
New!Eastland'Seneca' Moc Toe Boot (Men)$99.97Current Price $99.97(20% off)20% off.$125.00Comparable value $125.00
New!Eastland'Lumber Up' Moc Toe Boot (Men)$79.97 – $99.97Current Price $79.97 to $99.97(Up to 40% off)Up to 40% off.$135.00 – $150.00Comparable value $135.00 to $150.00(4)
Clarks®Craftwell Lace-Up Boot (Men)$79.97Current Price $79.97(27% off)27% off.$110.00Comparable value $110.00
New!Cole HaanNewmark Grand Chelsea Boot (Men)$129.97Current Price $129.97(63% off)63% off.$360.00Comparable value $360.00
Black Friday DealUGG®Burleigh Chukka (Men)$89.97Current Price $89.97(43% off)43% off.$160.00Comparable value $160.00(10)
New!Clarks®Wallaston Chukka Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00
Johnston & MurphyBarrett Water Resistant Boot (Men)$99.97Current Price $99.97(45% off)45% off.$185.00Comparable value $185.00(57)
EastlandSeth Memory Foam Chukka Boot (Men)$59.97Current Price $59.97(33% off)33% off.$90.00Comparable value $90.00(1)
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®Maplewalk Moc Toe Boot (Men)$79.97Current Price $79.97(33% off)33% off.$120.00Comparable value $120.00(6)
EastlandAllagash Standard Derby Boot (Men)$99.97Current Price $99.97(31% off)31% off.$145.00Comparable value $145.00
Cole Haan2.Zerogrand Chukka Boot (Men)$99.97Current Price $99.97(70% off)70% off.$338.00Comparable value $338.00(386)
New!EastlandHigh Fidelity Leather Boot (Men)$79.97 – $119.97Current Price $79.97 to $119.97(Up to 40% off)Up to 40% off.$135.00Comparable value $135.00
ECCOTurn II Waterproof Lace-Up Boot (Men)$119.97Current Price $119.97(25% off)25% off.$160.00Comparable value $160.00(7)
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)
New!Cole HaanChamberlin Grand Chelsea Boot (Men)$129.97Current Price $129.97(50% off)50% off.$260.00Comparable value $260.00
New!Johnston & MurphyJenson Chelsea Boot (Men)$209.97Current Price $209.97(35% off)35% off.$328.00Comparable value $328.00(2)
Black Friday DealUGG®Neumel Boot (Men)$79.99Current Price $79.99(46% off)46% off.$150.00Comparable value $150.00(5)
New!SperryAvenue Waterproof Duck Boot (Men)$39.97Current Price $39.97(66% off)66% off.$120.00Comparable value $120.00(1)
Black Friday DealUGG®Waterproof Biltmore Boot (Men)$89.99Current Price $89.99(43% off)43% off.$160.00Comparable value $160.00(5)Only a few left
ECCORugged Track Waterproof Lug Sole Boot (Men)$99.97Current Price $99.97(41% off)41% off.$170.00Comparable value $170.00(1)Only a few left
Johnston & MurphyCalder Chukka Boot (Men)$79.97Current Price $79.97(51% off)51% off.$165.00Comparable value $165.00(18)
Black Friday DealUGG®Neumel 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(455)
New!AquataliaEdwin Weatherproof Lace-Up Boot (Men)$239.97Current Price $239.97(58% off)58% off.$575.00Comparable value $575.00
NordstromPayton Mini Lug Pebbled Leather Chukka Boot (Men)$69.97Current Price $69.97(46% off)46% off.$129.95Comparable value $129.95(12)Only a few left
New!Cole HaanChamberlin Grand Chukka Boot (Men)$129.97Current Price $129.97(55% off)55% off.$290.00Comparable value $290.00(1)
Deer StagsGarfield Plain Toe Chukka Boot (Men)$64.97Current Price $64.97(35% off)35% off.$100.00Comparable value $100.00
New!BørnLincoln Chukka (Men)$89.97Current Price $89.97(41% off)41% off.$155.00Comparable value $155.00(3)
Black Friday DealDockers®Esmond Chukka Boot (Men)$54.99Current Price $54.99(42% off)42% off.$95.00Comparable value $95.00
New!AquataliaEdwin Weatherproof Lace-Up Boot (Men)$239.97Current Price $239.97(58% off)58% off.$575.00Comparable value $575.00
TimberlandField Trekker Waterproof Boot (Men)$69.97Current Price $69.97(36% off)36% off.$110.00Comparable value $110.00(2)
TimberlandRockaway Waterproof Boot (Men)$89.97Current Price $89.97(35% off)35% off.$140.00Comparable value $140.00
New!Dockers®Camden Chelsea Boot (Men)$59.99Current Price $59.99(29% off)29% off.$85.00Comparable value $85.00
Dockers®Dee Chukka Boot (Men)$39.97Current Price $39.97(57% off)57% off.$95.00Comparable value $95.00
Johnston & MurphyBrody Chukka Boot (Men)$109.97Current Price $109.97(33% off)33% off.$165.00Comparable value $165.00(25)Only a few left
TimberlandNewmarket Mid Lace Up Boot (Men)$79.97Current Price $79.97(46% off)46% off.$150.00Comparable value $150.00(4)
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!AriatBooker Chelsea Round Toe Boot (Men)$79.97Current Price $79.97(Up to 46% off)Up to 46% off.$144.95 – $149.95Comparable value $144.95 to $149.95(138)
New!AriatSpitfire Leather Chukka Boot (Men)$59.97Current Price $59.97(53% off)53% off.$129.95Comparable value $129.95(298)
Dockers®Thomas Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00
NUNN BUSHKarnak Water Resistant Moc Toe Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00(3)
Dockers®Davis Lace-Up Boot (Men)$59.97Current Price $59.97(36% off)36% off.$95.00Comparable value $95.00(5)
araFranz Gore-Tex® Boot (Men)$109.97Current Price $109.97(54% off)54% off.$240.00Comparable value $240.00
New!Cole HaanMorse GRANDFØAM Chukka Boot (Men)$109.97Current Price $109.97(51% off)51% off.$228.00Comparable value $228.00
NUNN BUSHKarnak Water Resistant Plain Toe Boot (Men)$89.97Current Price $89.97(18% off)18% off.$110.00Comparable value $110.00
Dockers®Moc Toe Boot (Men)$64.97Current Price $64.97(31% off)31% off.$95.00Comparable value $95.00(1)