Men's Comfort Boots

Nordstrom Elijah Polished Leather Chelsea Boot (Men)

$149.95Current Price $149.95

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

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

Birkenstock Highwood Chelsea Boot (Men)

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

$209.95Previous Price $209.95

UGG® Ultra Mini Classic Water Resistant Boot (Men)

$159.95Current Price $159.95

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

Camper Dean Chelsea Boot (Men)

$185.50 – $245Current Price $185.50 to $245

$245 – $260Previous Price $245 to $260

ECCO Metropole Milan Chelsea Boot (Men)

$137.50Current Price $137.50

$194.95Previous Price $194.95

UGG® Neumel Chukka Boot (Men)

$149.95Current Price $149.95

Cole Haan Judson Grand Chelsea Boot (Men)

$260Current Price $260

UGG® Chelsea Lug Boot (Men)

$89.96Current Price $89.96

$149.95Previous Price $149.95

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$150Current Price $150

Clarks® Originals Wallabee Chukka Boot (Men)

$160 – $170Current Price $160 to $170

Clarks® Wallabee Suede Boot (Men)

$120Current Price $120

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

Camper Walden Chelsea Boot (Men)

$196Current Price $196

$275Previous Price $275

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

UGG® Neumel Era Chukka Boot (Men)

$159.95Current Price $159.95

New!

Blundstone Footwear Classic Chelsea Boot (Men)

$219.95Current Price $219.95

UGG® Classic Mini Boot (Men)

$169.95Current Price $169.95

UGG® Classic Ultra Mini Regen Boot (Men)

$109.99Current Price $109.99

$169.95Previous Price $169.95

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Ariat 'Heritage' Leather Cowboy R-Toe Boot (Men)

$199.95Current Price $199.95

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

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

$229.95Previous Price $229.95

Johnston & Murphy Reeve Chelsea Boot (Men)

$139Current Price $139

Timberland Field Waterproof Boot (Men)

$160Current Price $160

UGG® Truckee Field Boot (Men)

$149.95Current Price $149.95

Blundstone Footwear Plain Toe Chelsea Boot (Men)

$209.95Current Price $209.95

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

Vionic Livermore Water Repellent Lace-Up Bootie (Men)

$230Current Price $230

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

Timberland 6-Inch Premium Waterproof Boot (Men)

$199Current Price $199

Clarks® Originals Clarks® Desert Trek Chukka Boot (Men)

$140 – $150Current Price $140 to $150

UGG® Heritage Trailgazer Waterproof Genuine Shearling & Wool Boot (Men)

$134.99Current Price $134.99

$209.95Previous Price $209.95

Only a few left

UGG® Chelsea Lug Boot (Men)

$159.95Current Price $159.95

New!

Ariat Sport Wide Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

Clarks® Originals Wallabee Chukka (Men)

$160Current Price $160

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

$229.95Current Price $229.95

Johnston & Murphy Braxton Chukka Boot (Men)

$159Current Price $159

Johnston & Murphy Barret Zip Boot (Men)

$199Current Price $199

Clarks® Originals Desert Boot (Men)

$190Current Price $190

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$184.95Current Price $184.95

Johnston & Murphy Reeve Zip Boot (Men)

$139Current Price $139

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

Camper Dean Chelsea Boot (Men)

$175Current Price $175

$245Previous Price $245

Johnston & Murphy Jameson Chelsea Boot (Men)

$295Current Price $295

UGG® Idyllwild Lace-Up Boot (Men)

$189.95Current Price $189.95

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

$239.95Current Price $239.95

Johnston & Murphy Barrett Plain Toe Boot (Men)

$199Current Price $199

Pajar Messi Waterproof Ice-Gripper Chelsea Boot (Men)

$275Current Price $275

Only a few left

Florsheim 'Midtown' Zip Boot (Men)

$150Current Price $150

UGG® Neumel Waterproof Hybrid Boot (Men)

$142.50 – $189.95Current Price $142.50 to $189.95

$189.95Previous Price $189.95

Sperry Mini Lug Chukka Boot (Men)

$150Current Price $150

Johnston & Murphy XC Flex Connelly Wingtip Boot (Men)

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

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

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

UGG® Classic Ultra Mini Weather Hybrid Boot (Men)

$149.99 – $199.95Current Price $149.99 to $199.95

$199.95Previous Price $199.95

Aquatalia Denali Water Resistant Lace-Up Boot (Men)

$550Current Price $550

Red Wing 1907 Classic Moc Boot (Men)

$349.99Current Price $349.99

Camper Pelotas Ariel Boot (Men)

$295Current Price $295

Timberland Earthkeepers® Original Mid Plain Toe Boot (Men)

$160Current Price $160

Aquatalia Prospero Water Resistant Chelsea Boot (Men)

$450Current Price $450

New Markdown

Camper Dean Desert Boot (Men)

$168Current Price $168

$235Previous Price $235

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$184.95Current Price $184.95

Ariat Big Sport Cowboy Boot (Men)

$179.95Current Price $179.95

Clarks® Originals Wallabee Genuine Calf Hair Chukka (Men)

$180Current Price $180

UGG® Neumel High Top Waterproof Hybrid Boot (Men)

$219.95Current Price $219.95

Sperry Mini Lug Chukka Boot (Men)

$150Current Price $150

Ariat 'Heritage' Boot

$199.95Current Price $199.95

Ariat Solado VentTEK™ Western Boot (Men)

$249.95Current Price $249.95