Men's Comfort Boots

New

Red Wing Weekend Chukka Boot (Men)

$269.99Current Price $269.99

4.3(10)

Blundstone Footwear Classic Chelsea Boot (Men)

$209.95Current Price $209.95

4.9(21)

Ariat Hilo Moc Toe Slip-On (Men)

$89.95Current Price $89.95

4.9(115)

Blundstone Footwear Blundstone City Chelsea Boot (Men)

$168.71 – $234.95Current Price $168.71 to $234.95

$224.95 – $234.95Previous Price $224.95 to $234.95

New Markdown

5(3)

New

Vionic Livermore Water Repellent Lace-Up Bootie (Men)

$230Current Price $230

4.3(16)

Timberland Oak Forge Boot (Men)

$225Current Price $225

5(5)

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

4.7(166)

Timberland White Ledge Waterproof Hiking Boot (Men)

$130Current Price $130

4.6(493)

Johnston & Murphy Parker Waterproof Chukka Boot (Men)

$129.99Current Price $129.99

$189Previous Price $189

4.7(11)

Nordstrom For Good

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

$137.96Current Price $137.96

$229.95Previous Price $229.95

5(2)

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

4.3(34)

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

4.6(140)

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

$219Current Price $219

4.9(7)

Timberland Premium 6-Inch Waterproof Boot (Men)

$199Current Price $199

4.6(2755)

Nordstrom For Good

Nordstrom Elijah Polished Leather Chelsea Boot (Men)

$74.98Current Price $74.98

$149.95Previous Price $149.95

5(3)

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

New

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

3.8(4)

Cole Haan Muir Waterproof Moc Toe Boot (Men)

$114.40Current Price $114.40

$208Previous Price $208

Bogs Kicker II Waterproof Chelsea Rain Boot (Men)

$95Current Price $95

4.5(37)

Vionic Uptown Jackson Boot - Wide Width Available (Men)

$230Current Price $230

5(1)

Mephisto Berto Chukka Boot (Men)

$439Current Price $439

5(3)

Cole Haan Judson Grand Chelsea Boot (Men)

$143Current Price $143

$260Previous Price $260

4.5(13)

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

4.5(19)

Hoss Boot Company HOSS Chiller Composite Toe Insulated Waterproof Work Boot

$150Current Price $150

Red Wing Classic Muleskinner Moc Toe Boot (Men)

$319.99Current Price $319.99

5(3)

Johnston & Murphy Upton Chukka (Men)

$119.99Current Price $119.99

$179Previous Price $179

4.6(165)

Nordstrom For Good

UGG® Neumel Era Chukka Boot (Men)

$79.98 – $99.99Current Price $79.98 to $99.99

$159.95Previous Price $159.95

New Markdown

4.6(20)

New

Ariat Wexford Waterproof Chelsea Boot (Men)

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

4.5(284)

Nordstrom For Good

UGG® Idyllwild Lace-Up Boot (Men)

$189.95Current Price $189.95

5(1)

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(750)

Florsheim Rucci Plain Toe Chukka Boot

$155Current Price $155

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(755)

Johnston & Murphy Barret Zip Boot (Men)

$199Current Price $199

4.9(16)

Red Wing 1907 Classic Moc Boot (Men)

$349.99Current Price $349.99

4.6(576)

Vionic Danfield Desert Boot (Men)

$210Current Price $210

4.3(9)

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

$199.99Current Price $199.99

$274.95Previous Price $274.95

New Markdown

5(1)

Blundstone Footwear Gender Inclusive Blundstone Original Series Chelsea Boot

$179.95 – $184.95Current Price $179.95 to $184.95

4.3(6)

DieHard Sunbird Composite Toe Work Shoe Brown

$100Current Price $100

$144Previous Price $144

Hoss Boot Company HOSS Buster Low Composite Toe Athletic Work Shoe

$130 – $140Current Price $130 to $140

Florsheim Anthem Plain Toe Chukka (Men)

$145Current Price $145

Gentle Souls Almada Lug Sole Boot (Men)

$250Current Price $250

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

4.8(164)

Gentle Souls Santo Chelsea Boot (Men)

$250Current Price $250

Johnston & Murphy Calder 175th Chukka Boot (Men)

$159Current Price $159

$175Previous Price $175

4.1(10)

Only a few left

Bogs Digger Waterproof Mid Boot (Men)

$95Current Price $95

4.2(37)

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

4.5(2)

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$140 – $150Current Price $140 to $150

4.3(11)

Florsheim Launch Plain Toe Chukka (Men)

$135Current Price $135

Bogs Arcata Waterproof Chelsea Boot (Men)

$98.99 – $165Current Price $98.99 to $165

$165Previous Price $165

New Markdown

3.9(71)

Merrell Moab 3 Mid Waterproof Hiking Shoe (Men)

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

4.4(504)

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

4.9(32)

Johnston & Murphy Calder Plain Toe Chelsea Boot (Men)

$179Current Price $179

4(17)

Gentle Souls Torres Chukka Boot (Men)

$250Current Price $250

Red Wing 6 Inch Moc Toe Boot

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

4.5(652)

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(752)

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

4.9(23)

Børn Nigel Low Boot (Men)

$150Current Price $150

4.1(7)

Ariat Sport Wide Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

4.8(431)

Birkenstock Uppsala Boot (Men)

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

$169.95Previous Price $169.95

4.4(10)

DieHard Squire Composite Toe Waterproof Work Boot

$130Current Price $130

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(750)

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(95)

Nordstrom For Good

UGG® Chelsea Lug Boot (Men)

$79.98Current Price $79.98

$159.95Previous Price $159.95

4.6(5)

Bogs Digger Waterproof Ankle Boot (Men)

$85Current Price $85

3.7(54)

Hoss Boot Company HOSS Eric Low Composite Toe Wedge Work Shoe

$135 – $140Current Price $135 to $140

5(2)

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

5(2)

Florsheim Lodge Plain Toe Boot (Men)

$145Current Price $145

Ariat Sonoro Roper Toe Western Boot (Men)

$169.95Current Price $169.95

4.6(5)

Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

Timberland Britton Road Waterproof Boot (Men)

$160Current Price $160

4.6(28)

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(750)