Men's Comfort Boots

Timberland Premium 6-Inch Waterproof Boot (Men)

$199Current Price $199

4.6(2764)

Red Wing Weekend Chukka Boot (Men)

$269.99Current Price $269.99

4(11)

Ariat Hilo Moc Toe Slip-On (Men)

$89.95Current Price $89.95

4.9(119)

Gentle Souls Santo Chelsea Boot (Men)

$250Current Price $250

5(1)

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

$219Current Price $219

4.9(7)

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$140 – $150Current Price $140 to $150

4.3(11)

Red Wing Classic Muleskinner Moc Toe Boot (Men)

$319.99Current Price $319.99

5(3)

Gentle Souls Torres Chukka Boot (Men)

$175Current Price $175

$250Previous Price $250

New Markdown

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

4.1(36)

Red Wing 6 Inch Moc Toe Boot

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

4.5(653)

Florsheim Anthem Plain Toe Chukka (Men)

$145Current Price $145

Merrell Moab 3 Mid Waterproof Hiking Shoe (Men)

$110.50 – $175Current Price $110.50 to $175

$169.99 – $175Previous Price $169.99 to $175

New Markdown

4.4(507)

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

Blundstone Footwear Classic Chelsea Boot (Men)

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

4.9(21)

Florsheim Rucci Plain Toe Chukka Boot

$155Current Price $155

Johnston & Murphy XC Flex Connelly Wingtip Boot (Men)

$199 – $219Current Price $199 to $219

4.2(60)

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

4.6(141)

Johnston & Murphy Calder Oiled Suede Chukka Boot (Men)

$179Current Price $179

4.6(10)

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

4.5(2)

Johnston & Murphy Barret Zip Boot (Men)

$199Current Price $199

4.9(17)

New

Clarks® Torhill Hi Chukka Boot (Men)

$140Current Price $140

4.6(14)

Florsheim Forge Lace-Up Boot (Men)

$135Current Price $135

Florsheim Forge Chukka Boot (Men)

$130Current Price $130

5(2)

Gentle Souls Almada Lug Sole Boot (Men)

$250Current Price $250

Bogs Classic Seamless Mid Waterproof Boot (Men)

$84Current Price $84

$140Previous Price $140

New Markdown

4.6(22)

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

4.5(19)

Florsheim Traveler Chukka Boot (Men)

$135Current Price $135

3(1)

Merrell Moab 3 Mid Waterproof Hiking Shoe (Men)

$155Current Price $155

4.4(160)

New

Timberland Redwood Edge Essential Water Repellent Chelsea Boot (Men)

$140Current Price $140

4.7(21)

Mephisto Berto Chukka Boot (Men)

$439Current Price $439

5(3)

Florsheim Lodge Plain Toe Boot (Men)

$145Current Price $145

Merrell Moab 3 Mid Hiking Shoe (Men)

$155Current Price $155

4.5(158)

Johnston & Murphy Jameson Chelsea Boot (Men)

$199Current Price $199

$295Previous Price $295

New Markdown

5(1)

Clarks® Originals Wallabee Chukka Boot (Men)

$150 – $170Current Price $150 to $170

4.6(5)

Florsheim Launch Plain Toe Chukka (Men)

$135Current Price $135

Florsheim 'Midtown' Zip Boot (Men)

$150Current Price $150

4.5(59)

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(772)

Bogs Digger Waterproof Ankle Boot (Men)

$85Current Price $85

3.7(54)

Timberland Earthkeepers® Original Mid Plain Toe Boot (Men)

$160Current Price $160

4.3(578)

New

Ariat Wexford Waterproof Chelsea Boot (Men)

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

4.5(291)

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

5(2)

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

4.8(180)

Nordstrom For Good

UGG® Neumel Chukka Boot (Men)

$155Current Price $155

4.8(530)

Ariat Spitfire Chukka Boot (Men)

$129.95Current Price $129.95

4.7(336)

Hoss Boot Company HOSS Buster Low Composite Toe Athletic Work Shoe

$130 – $140Current Price $130 to $140

Bogs Digger Waterproof Clog (Men)

$80Current Price $80

3.4(34)

Hoss Boot Company HOSS Beta Soft Toe Wide Fit Work Shoe

$125 – $135Current Price $125 to $135

Johnston & Murphy Barrett Plain Toe Boot (Men)

$199Current Price $199

4.3(8)

Nordstrom For Good

UGG® Classic Mini Boot (Men)

$175Current Price $175

4.8(37)

Florsheim Lodge Plain Toe Boot (Men)

$145Current Price $145

2(4)

Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

Bogs Boga Recovery Clog (Men)

$80Current Price $80

4.7(23)

New

Johnston & Murphy Reeve Zip Boot (Men)

$139.90Current Price $139.90

5(2)

Ariat Sport Outdoor Square Toe Cowboy Boot (Men)

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

4.8(131)

Clarks® Originals 'Desert' Boot (Men)

$150Current Price $150

4.6(138)

DieHard Sunbird Composite Toe Work Shoe Brown

$100Current Price $100

$144Previous Price $144

New

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

3.8(4)

Vionic Livermore Water Repellent Lace-Up Bootie (Men)

$230Current Price $230

4.3(16)

Nordstrom For Good

UGG® Idyllwild Lace-Up Boot (Men)

$189.95Current Price $189.95

5(1)

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

4.3(6)

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

4.9(32)

Timberland Field Waterproof Boot (Men)

$160Current Price $160

4.3(147)

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(777)

Merrell Thermo Chill 2 Waterproof Boot (Men)

$150Current Price $150

4.5(25)

Ariat Alden Wide Square Toe Western Boot (Men)

$179.95Current Price $179.95

4.7(7)

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

4.8(173)

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

$145Current Price $145

4.1(12)

Pajar Fenwick Waterproof Boot (Men)

$114 – $190Current Price $114 to $190

$190Previous Price $190

New Markdown

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(772)

Nordstrom For Good

UGG® Classic Ultra Mini Weather Hybrid Boot (Men)

$149.96 – $199.95Current Price $149.96 to $199.95

$199.95Previous Price $199.95

5(1)

Vionic Uptown Jackson Boot - Wide Width Available (Men)

$230Current Price $230

5(1)