Men's Comfort Boots

New

Red Wing Weekend Chukka Boot (Men)

$269.99Current Price $269.99

New

Red Wing Classic Muleskinner Moc Toe Boot (Men)

$319.99Current Price $319.99

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$140 – $150Current Price $140 to $150

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

New

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

$219Current Price $219

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

$169.96Current Price $169.96

$229.95Previous Price $229.95

Mephisto Alexander Chukka Boot (Men)

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Nordstrom Elijah Polished Leather Chelsea Boot (Men)

$99.99Current Price $99.99

$149.95Previous Price $149.95

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

Johnston & Murphy Calder Plain Toe Chelsea Boot (Men)

$179Current Price $179

Red Wing 1907 Classic Moc Boot (Men)

$349.99Current Price $349.99

Cole Haan Judson Grand Chelsea Boot (Men)

$182Current Price $182

$260Previous Price $260

Timberland Oak Forge Boot (Men)

$225Current Price $225

Blundstone Footwear Classic Chelsea Boot (Men)

$209.95Current Price $209.95

Red Wing Iron Ranger Cap Toe Boot (Men)

$349.99Current Price $349.99

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

UGG® Neumel Era Chukka Boot (Men)

$111.96 – $159.95Current Price $111.96 to $159.95

$159.95Previous Price $159.95

Johnston & Murphy Upton Chukka (Men)

$119.99Current Price $119.99

$179Previous Price $179

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

Blundstone Footwear Plain Toe Chelsea Boot (Men)

$146.96 – $209.95Current Price $146.96 to $209.95

$209.95Previous Price $209.95

Timberland Premium 6-Inch Waterproof Boot (Men)

$199Current Price $199

Johnston & Murphy Upton Chelsea Boot (Men)

$119.99Current Price $119.99

$179Previous Price $179

Florsheim 'Midtown' Zip Boot (Men)

$150Current Price $150

New

Merrell Moab 3 Mid Waterproof Hiking Shoe (Men)

$169.99 – $175Current Price $169.99 to $175

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

New

Ariat Wexford Waterproof Chelsea Boot (Men)

$189.95 – $199.95Current Price $189.95 to $199.95

Bogs Kicker II Waterproof Chelsea Rain Boot (Men)

$95Current Price $95

Clarks® Originals Wallabee Chukka Boot (Men)

$150 – $170Current Price $150 to $170

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

Johnston & Murphy Reeve Chelsea Boot (Men)

$83.94 – $139Current Price $83.94 to $139

$139Previous Price $139

New Markdown

Johnston & Murphy Parker Waterproof Chukka Boot (Men)

$129.99Current Price $129.99

$189Previous Price $189

Blundstone Footwear Blundstone City Chelsea Boot (Men)

$224.95 – $234.95Current Price $224.95 to $234.95

Florsheim Launch Plain Toe Chukka (Men)

$135Current Price $135

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

Cole Haan Muir Waterproof Moc Toe Boot (Men)

$145.60Current Price $145.60

$208Previous Price $208

Bogs Digger Waterproof Ankle Boot (Men)

$85Current Price $85

Birkenstock Highwood Chelsea Boot (Men)

$99.99 – $104.98Current Price $99.99 to $104.98

$209.95Previous Price $209.95

Ariat Bodie Western Boot (Men)

$179.95Current Price $179.95

Merrell Moab 3 Mid Hiking Shoe (Men)

$150Current Price $150

New

Vionic Livermore Water Repellent Lace-Up Bootie (Men)

$230Current Price $230

UGG® Neumel Chukka Boot (Men)

$149.95Current Price $149.95

Vionic Uptown Jackson Boot - Wide Width Available (Men)

$230Current Price $230

Johnston & Murphy Barrett Plain Toe Boot (Men)

$99.50 – $199Current Price $99.50 to $199

$199Previous Price $199

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

$114.96 – $119.98Current Price $114.96 to $119.98

$229.95Previous Price $229.95

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

Blundstone Footwear Original Water Resistant Chelsea Boot (Men)

$199.95Current Price $199.95

Birkenstock Uppsala Boot (Men)

$99.99 – $169.95Current Price $99.99 to $169.95

$169.95Previous Price $169.95

New Markdown

Mephisto Berto Chukka Boot (Men)

$439Current Price $439

Bogs Digger Waterproof Clog (Men)

$80Current Price $80

Blundstone Footwear Water Resistant Lace-Up Boot (Men)

$234.95Current Price $234.95

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

ECCO Metropole Milan Chelsea Boot (Men)

$137.50Current Price $137.50

$195Previous Price $195

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

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

Florsheim Traveler Chukka Boot (Men)

$135Current Price $135

New

Ariat Sport Outdoor Square Toe Cowboy Boot (Men)

$169.95 – $179.95Current Price $169.95 to $179.95

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

$140 – $150Current Price $140 to $150

Josef Seibel Earl 04 Chukka Boot (Men)

$180Current Price $180

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

UGG® Chelsea Lug Boot (Men)

$79.98Current Price $79.98

$159.95Previous Price $159.95

Ariat 'Heritage' Boot

$199.95Current Price $199.95

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

UGG® Neumel Chelsea Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Calder 175th Chukka Boot (Men)

$159Current Price $159

$175Previous Price $175

Only a few left

Ariat Spitfire Chukka Boot (Men)

$129.95Current Price $129.95

Florsheim Lodge Plain Toe Boot (Men)

$145Current Price $145