Men's Comfort Boots

Mephisto Berto Chukka Boot (Men)

$439Current Price $439

5(3)

Red Wing Weekend Chukka Boot (Men)

$269.99Current Price $269.99

4.3(10)

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$140 – $150Current Price $140 to $150

4.3(11)

Gentle Souls Torres Chukka Boot (Men)

$250Current Price $250

Gentle Souls Santo Chelsea Boot (Men)

$250Current Price $250

Blundstone Footwear Classic Chelsea Boot (Men)

$209.95 – $214.95Current Price $209.95 to $214.95

4.9(21)

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

4.5(19)

Ariat Hilo Moc Toe Slip-On (Men)

$89.95Current Price $89.95

4.9(117)

Vionic Danfield Desert Boot (Men)

$210Current Price $210

4.3(9)

Vionic Uptown Jackson Boot - Wide Width Available (Men)

$230Current Price $230

5(1)

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$199.95Current Price $199.95

4.8(29)

Only a few left

Gentle Souls Almada Lug Sole Boot (Men)

$250Current Price $250

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

4.6(140)

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

4.2(35)

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

4.8(170)

Johnston & Murphy Calder Oiled Suede Chukka Boot (Men)

$179Current Price $179

4.6(10)

Vionic Livermore Water Repellent Lace-Up Bootie (Men)

$230Current Price $230

4.3(16)

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(768)

Aquatalia Golliard Water Resistant Chukka Boot (Men)

$495Current Price $495

3(2)

Ariat 'Heritage' Boot

$199.95Current Price $199.95

4.7(402)

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

Timberland Premium 6-Inch Waterproof Boot (Men)

$199Current Price $199

4.6(2755)

Red Wing Iron Ranger Cap Toe Boot (Men)

$349.99Current Price $349.99

4.7(788)

New

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

3.8(4)

Blundstone Footwear Gender Inclusive Blundstone Original Series Chelsea Boot

$179.95 – $189.95Current Price $179.95 to $189.95

4.3(6)

Blundstone Footwear Blundstone City Chelsea Boot (Men)

$234.95Current Price $234.95

5(3)

Aquatalia Duke Chukka Boot (Men)

$450Current Price $450

Bogs Digger Waterproof Clog (Men)

$80Current Price $80

3.4(34)

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(770)

Timberland Oak Forge Boot (Men)

$225Current Price $225

5(5)

Blundstone Footwear Plain Toe Chelsea Boot (Men)

$209.95Current Price $209.95

4(4)

Johnston & Murphy Barret Zip Boot (Men)

$199Current Price $199

4.9(17)

New

Timberland Britton Road Mid Chelsea Boot (Men)

$160Current Price $160

4.6(40)

Aquatalia Prospero Water Resistant Chelsea Boot (Men)

$450Current Price $450

Ariat Spitfire Chukka Boot (Men)

$129.95Current Price $129.95

4.7(335)

Aquatalia Prospero Chelsea Boot (Men)

$450Current Price $450

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

4.3(6)

Ariat Sport Wide Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

4.8(431)

Aquatalia Florian Chukka Boot (Men)

$450Current Price $450

2(1)

Red Wing Classic Muleskinner Moc Toe Boot (Men)

$319.99Current Price $319.99

5(3)

Hoss Boot Company HOSS Chiller Composite Toe Insulated Waterproof Work Boot

$150Current Price $150

Johnston & Murphy Calder Chelsea Boot (Men)

$179Current Price $179

5(2)

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(773)

Ariat Sport Rambler Western Boot (Men)

$179.95Current Price $179.95

4.8(80)

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

4.7(166)

New

Timberland Redwood Falls Waterproof Boot (Men)

$160Current Price $160

4.7(80)

Blundstone Footwear Thermal Waterproof Genuine Shearling Lined Chelsea Boot (Men)

$279.95Current Price $279.95

5(1)

Timberland White Ledge Waterproof Hiking Boot (Men)

$130Current Price $130

4.6(493)

Ariat 'Heritage Roper' Boot (Online Only) (Men)

$169.95Current Price $169.95

4.5(494)

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

5(2)

Blundstone Footwear Water Resistant Lace-Up Boot (Men)

$239.95Current Price $239.95

Aquatalia Denali Water Resistant Lace-Up Boot (Men)

$550Current Price $550

Nordstrom For Good

UGG® Neumel Era Chukka Boot (Men)

$99.99Current Price $99.99

$159.95Previous Price $159.95

4.6(20)

Børn 'Harrison' Chukka Boot (Online Only) (Men)

$145Current Price $145

4.1(12)

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

4.9(23)

Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

Blundstone Footwear Chelsea Boot (Women)

$204.95Current Price $204.95

4.5(6)

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$189.95Current Price $189.95

1(1)

Børn Nigel Low Boot (Men)

$150Current Price $150

4.1(7)

Red Wing Blacksmith Boot (Men)

$329.99Current Price $329.99

4.5(179)

Clarks® Wallabee Suede Boot (Men)

$110Current Price $110

5(8)

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

4.5(2)

Hoss Boot Company HOSS Buster Low Composite Toe Athletic Work Shoe

$130 – $140Current Price $130 to $140

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(768)

Nordstrom For Good

UGG® Ultra Mini Classic Water Resistant Boot (Men)

$119.99 – $159.95Current Price $119.99 to $159.95

$159.95Previous Price $159.95

4.5(45)

New

Johnston & Murphy Reeve Zip Boot (Men)

$139.90Current Price $139.90

5(2)

New

Clarks® Torhill Hi Chukka Boot (Men)

$140Current Price $140

4.6(14)

New

Blundstone Footwear Classic Chelsea Boot (Men)

$224.95Current Price $224.95

Ariat Spitfire H2O Waterproof Chukka Boot (Men)

$139.95Current Price $139.95

4.5(54)

Florsheim Forge Chukka Boot (Men)

$130Current Price $130

5(2)

Bogs Boga Recovery Clog (Men)

$80Current Price $80

4.6(22)