Men's Comfort Boots

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

Nordstrom Elijah Polished Leather Chelsea Boot (Men)

$149.95Current Price $149.95

Blundstone Footwear Classic Chelsea Boot (Men)

$209.95 – $219.95Current Price $209.95 to $219.95

New!

Timberland Premium 6-Inch Waterproof Boot (Men)

$198 – $210Current Price $198 to $210

UGG® Neumel Chukka Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Reeve Chelsea Boot (Men)

$139Current Price $139

Red Wing 1907 Classic Moc Boot (Men)

$349.99Current Price $349.99

UGG® Classic Mini Boot (Men)

$169.95Current Price $169.95

UGG® Neumel Era Chukka Boot (Men)

$159.95Current Price $159.95

Johnston & Murphy Calder Plain Toe Chelsea Boot (Men)

$179Current Price $179

Johnston & Murphy Upton Chukka (Men)

$119.99Current Price $119.99

$179Previous Price $179

New!

Ariat Bodie Western Boot (Men)

$179.95Current Price $179.95

UGG® Ultra Mini Classic Water Resistant Boot (Men)

$159.95Current Price $159.95

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

$159.99 – $172.50Current Price $159.99 to $172.50

$229.95Previous Price $229.95

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

ECCO Metropole Milan Chelsea Boot (Men)

$137.50Current Price $137.50

$194.95Previous Price $194.95

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

$229.95Current Price $229.95

Johnston & Murphy Barret Zip Boot (Men)

$199Current Price $199

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

Nordstrom Lockhart Mini Lug Suede Chelsea Boot (Men)

$119.95Current Price $119.95

Camper Brutus Boot (Men)

$192 – $235Current Price $192 to $235

$235Previous Price $235

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

Birkenstock Highwood Chelsea Boot (Men)

$124.99 – $137.50Current Price $124.99 to $137.50

$209.95Previous Price $209.95

New!

Ariat Sport Wide Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

New Markdown

Johnston & Murphy Barrett Plain Toe Boot (Men)

$139.29 – $199Current Price $139.29 to $199

$199Previous Price $199

Clarks® Originals Wallabee Chukka Boot (Men)

$160 – $170Current Price $160 to $170

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

$199 – $229Current Price $199 to $229

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$199.95Current Price $199.95

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$150Current Price $150

Timberland Field Waterproof Boot (Men)

$160Current Price $160

Cole Haan Judson Grand Chelsea Boot (Men)

$260Current Price $260

Blundstone Footwear Plain Toe Chelsea Boot (Men)

$209.95Current Price $209.95

Merrell Thermo Chill 2 Waterproof Boot (Men)

$150Current Price $150

UGG® Heritage Utility Mini Boot (Men)

$149.99Current Price $149.99

$229.95Previous Price $229.95

New Markdown

Camper Mil 1913 Boot (Men)

$157.50Current Price $157.50

$205Previous Price $205

Timberland 6-Inch Premium Waterproof Boot (Men)

$199Current Price $199

Florsheim Forge Lace-Up Boot (Men)

$135Current Price $135

New!

Blundstone Footwear Classic Chelsea Boot (Men)

$219.95Current Price $219.95

Red Wing Classic Muleskinner Moc Toe Boot (Men)

$299.99Current Price $299.99

Only a few left

UGG® Chelsea Lug Boot (Men)

$159.95Current Price $159.95

Johnston & Murphy Calder Oiled Suede Chukka Boot (Men)

$179Current Price $179

Camper Pelotas Ariel Boot (Men)

$295Current Price $295

Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

New Markdown

Timberland Mid Lace-Up Moc Toe GORE-TEX® Shoe (Men)

$99.99 – $160Current Price $99.99 to $160

$160Previous Price $160

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

Cole Haan Judson Grand Chelsea Boot (Men)

$260Current Price $260

Johnston & Murphy XC Flex Connelly Wingtip Boot (Men)

$149.99 – $199Current Price $149.99 to $199

$199 – $219Previous Price $199 to $219

Florsheim Traveler Chukka Boot (Men)

$135Current Price $135

Florsheim Forge Chukka Boot (Men)

$130Current Price $130

UGG® Chelsea Lug Boot (Men)

$89.96Current Price $89.96

$149.95Previous Price $149.95

Timberland Redwood Falls Chelsea Boot (Men)

$130Current Price $130

Florsheim Anthem Plain Toe Chukka (Men)

$145Current Price $145

New!

Merrell Moab 3 Mid Hiking Shoe (Men)

$150Current Price $150

Bogs Digger Waterproof Boot (Men)

$95Current Price $95

Red Wing 6 Inch Moc Toe Boot

$319.99 – $329.99Current Price $319.99 to $329.99

Sperry Mini Lug Chukka Boot (Men)

$150Current Price $150

Johnston & Murphy Reeve Zip Boot (Men)

$139Current Price $139

Red Wing Iron Ranger Cap Toe Boot (Men)

$349.99Current Price $349.99

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

PIKOLINOS Vigo Water Resistant Boot (Men)

$215Current Price $215

UGG® Idyllwild Lace-Up Boot (Men)

$189.95Current Price $189.95

Blundstone Footwear Water Resistant Lace-Up Boot (Men)

$234.95Current Price $234.95

Birkenstock Highwood Mid Lace-Up Boot (Men)

$209.95Current Price $209.95

Johnston & Murphy Braxton Chukka Boot (Men)

$159Current Price $159

Ariat Plano Cowboy Boot (Men)

$229.95 – $239.95Current Price $229.95 to $239.95