Men's Comfort Boots

Gentle Souls Santo Chelsea Boot (Men)

$149.99 – $162.50Current Price $149.99 to $162.50

$250Previous Price $250

New Markdown

5(1)

Red Wing Weekend Chukka Boot (Men)

$269.99Current Price $269.99

3.8(12)

New

Florsheim Anthem Plain Toe Chelsea Boot (Men)

$145Current Price $145

4.5(2)

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

$219Current Price $219

4.9(7)

Florsheim 'Midtown' Zip Boot (Men)

$150Current Price $150

4.4(60)

Clarks® Originals Clarks® Desert Chukka Boot (Men)

$140 – $150Current Price $140 to $150

4.3(12)

Johnston & Murphy Barret Zip Boot (Men)

$199Current Price $199

4.9(17)

Ariat Hybrid Low Boy Western Chelsea Boot (Men)

$159.95Current Price $159.95

4.8(196)

Florsheim Anthem Plain Toe Chukka (Men)

$145Current Price $145

Timberland Premium 6-Inch Waterproof Boot (Men)

$210Current Price $210

4.6(2767)

Rockport Cassius Chelsea Boot (Men)

$160Current Price $160

4.3(6)

Blundstone Footwear Blundstone City Chelsea Boot (Men)

$140.96 – $234.95Current Price $140.96 to $234.95

$234.95Previous Price $234.95

New Markdown

5(3)

Florsheim Traveler Chukka Boot (Men)

$135Current Price $135

3(1)

New

Ariat Clean Country Shoe (Men)

$139.95Current Price $139.95

4.4(23)

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

4.9(23)

New

Timberland Premium 6-Inch Waterproof Boot (Men)

$160 – $199Current Price $160 to $199

$198 – $199Previous Price $198 to $199

4.6(2736)

Blundstone Footwear Gender Inclusive Blundstone Original Series Chelsea Boot

$179.95 – $189.95Current Price $179.95 to $189.95

4.3(6)

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$194.95Current Price $194.95

Blundstone Footwear Classic Chelsea Boot (Men)

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

4.7(22)

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(791)

Vionic Livermore Water Repellent Lace-Up Bootie (Men)

$230Current Price $230

4.3(16)

Nordstrom For Good

UGG® Neumel Era Chukka Boot (Men)

$63.98Current Price $63.98

$159.95Previous Price $159.95

New Markdown

4.6(21)

Nordstrom For Good

UGG® Classic Mini Boot (Men)

$175Current Price $175

4.8(37)

New

Timberland Mt. Maddsen Waterproof Hiking Boot (Men)

$100 – $130Current Price $100 to $130

$125 – $130Previous Price $125 to $130

4.6(591)

Johnston & Murphy Barrett Plain Toe Boot (Men)

$199Current Price $199

4.3(8)

Ariat Midtown Rambler Mid Chelsea Boot (Men)

$169.95Current Price $169.95

4.6(298)

Gentle Souls Almada Lug Sole Boot (Men)

$149.99Current Price $149.99

$250Previous Price $250

New Markdown

ECCO Track 25 Waterproof Boot (Men)

$275Current Price $275

4.5(37)

Timberland Redwood Edge Essential Water Repellent Boot (Men)

$160Current Price $160

4.8(27)

Johnston & Murphy XC Flex Connelly Wingtip Boot (Men)

$149 – $219Current Price $149 to $219

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

New Markdown

4.2(61)

Red Wing Classic Muleskinner Moc Toe Boot (Men)

$319.99Current Price $319.99

5(3)

Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

Gentle Souls Torres Chukka Boot (Men)

$175Current Price $175

$250Previous Price $250

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(786)

New

Ariat Rambler Recon Square Toe Chelsea Boot (Men)

$159.95Current Price $159.95

5(8)

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

4.6(141)

Ariat Sport Wide Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

4.8(443)

Johnston & Murphy Calder Plain Toe Chelsea Boot (Men)

$179Current Price $179

3.9(19)

Vionic Uptown Jackson Boot - Wide Width Available (Men)

$230Current Price $230

5(2)

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(98)

Johnston & Murphy Jameson Chelsea Boot (Men)

$199Current Price $199

$295Previous Price $295

5(1)

New

Aquatalia Golliard Water Resistant Chukka Boot (Men)

$495Current Price $495

3(2)

Florsheim Forge Chelsea Boot (Men)

$130Current Price $130

5(2)

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

4.3(20)

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

4.1(38)

Ariat Sport Outdoor Square Toe Cowboy Boot (Men)

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

4.8(134)

Merrell Moab Speed 2 Waterproof Hiking Boot (Men)

$133 – $190Current Price $133 to $190

$190Previous Price $190

New Markdown

4.6(48)

Florsheim Forge Lace-Up Boot (Men)

$135Current Price $135

Ariat Booker Wide Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(786)

OluKai Mōlina Water Repellent Boot (Men)

$150Current Price $150

4.5(4)

Ariat Bodie Western Boot (Men)

$179.95Current Price $179.95

4.8(23)

Florsheim Forge Chukka Boot (Men)

$130Current Price $130

5(2)

Hoss Boot Company HOSS Beta Soft Toe Wide Fit Work Shoe

$125 – $135Current Price $125 to $135

Florsheim Launch Plain Toe Chukka (Men)

$135Current Price $135

Merrell Moab 3 Mid Waterproof Hiking Shoe (Men)

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

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

4.4(513)

Ariat Heritage R Toe Western Boot (Men)

$199.95Current Price $199.95

4.7(447)

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(784)

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

3.8(4)

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

Red Wing 6 Inch Moc Toe Boot

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

4.5(655)

New

Blundstone Footwear All Terrain Series Water Resistant Chelsea Boot (Men)

$224.95 – $239.95Current Price $224.95 to $239.95

5(2)

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

4.8(788)

Nordstrom For Good

UGG® Neumel Chelsea Boot (Men)

$155Current Price $155

4.7(61)

Ariat Wexford Waterproof Chelsea Boot (Men)

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

4.6(294)

Timberland Field Waterproof Boot (Men)

$160 – $170Current Price $160 to $170

4.3(149)

New

Blundstone Footwear Original Rigger Water Resistant Boot (Men)

$279.95Current Price $279.95

Blundstone Footwear Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

4.9(32)

New

Ariat Sonoro Roper Toe Western Boot (Men)

$179.95Current Price $179.95

4.7(6)

Red Wing Iron Ranger Cap Toe Boot (Men)

$349.99Current Price $349.99

4.7(791)

Ariat Hilo Moc Toe Slip-On (Men)

$89.95Current Price $89.95

4.9(124)

Camper Brutus Boot (Men)

$235Current Price $235

5(4)