Men's Comfort Boots

Free Delivery by Christmas

UGG® Neumel Era Chukka Boot (Men)

$159.95Current Price $159.95

Mephisto Leonardo HydroProtect Waterproof Genuine Shearling Lined Boot (Men)

$469Current Price $469

Timberland 6-Inch Premium Waterproof Boot (Men)

$199Current Price $199

Timberland Mt. Maddsen Waterproof Hiking Boot (Men)

$120 – $125Current Price $120 to $125

Johnston & Murphy Durham Waterproof Cap Toe Boot (Men)

$199 – $229Current Price $199 to $229

New Markdown

Johnston & Murphy Upton Chukka (Men)

$119.99Current Price $119.99

$179Previous Price $179

New Markdown

Johnston & Murphy XC Flex Connelly Lace-Up Leather Boot (Men)

$149.99Current Price $149.99

$199Previous Price $199

Florsheim Traveler Chukka Boot (Men)

$135Current Price $135

New!

PIKOLINOS Vigo Water Resistant Boot (Men)

$215Current Price $215

Timberland Euro Sprint Mid Hiking Boot (Men)

$130Current Price $130

Johnston & Murphy XC Flex Connelly Wingtip Boot (Men)

$199 – $219Current Price $199 to $219

UGG® Truckee Field Boot (Men)

$149.95Current Price $149.95

Aquatalia Bernardo Water Repellent Combat Boot (Men)

$495Current Price $495

Cole Haan Roundhill Grand Waterproof Chukka Boot (Men)

$260Current Price $260

UGG® Adirondack XXV Boot (Men)

$249.95Current Price $249.95

Ariat Slingshot Square Toe Cowboy Boot (Men)

$229.95 – $239.95Current Price $229.95 to $239.95

Pajar Torsion IG Waterproof Boot (Men)

$295Current Price $295

Johnston & Murphy Barrett Plain Toe Boot (Men)

$199Current Price $199

Free Delivery by Christmas

UGG® Idyllwild Lace-Up Boot (Men)

$189.95Current Price $189.95

New Markdown

Johnston & Murphy Parker Waterproof Chukka Boot (Men)

$129.99Current Price $129.99

$189Previous Price $189

Josef Seibel Earl 04 Chukka Boot (Men)

$180Current Price $180

New Markdown

ECCO Metropole London Waterproof Suede Chukka Boot (Men)

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

$229.95Previous Price $229.95

Florsheim Forge Chukka Boot (Men)

$130Current Price $130

Red Wing Blacksmith Boot (Men)

$329.99Current Price $329.99

Johnston & Murphy Calder Oiled Suede Chukka Boot (Men)

$179Current Price $179

Ariat Booker Ultra Chelsea Boot (Men)

$149.95Current Price $149.95

New Markdown

Johnston & Murphy Upton Chelsea Boot (Men)

$119.99Current Price $119.99

$179Previous Price $179

Johnston & Murphy Calder Chukka Boot (Men)

$179Current Price $179

Josef Seibel Erroll Waterproof Chukka (Men)

$185Current Price $185

New!

PIKOLINOS York M2M Lace-Up Cap Toe Boot (Men)

$240Current Price $240

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

Ariat Sport Herdsman Square Toe Cowboy Boot (Men)

$189.95Current Price $189.95

New!

UGG® Neumel Chukka Boot (Men)

$149.95Current Price $149.95

Johnston & Murphy Reeve Chelsea Boot (Men)

$139Current Price $139

Johnston & Murphy Barret Zip Boot (Men)

$199Current Price $199

Børn Nigel Low Boot (Men)

$150Current Price $150

Timberland Mt. Maddsen Water Resistant Hiking Boot (Men)

$110Current Price $110

Blundstone Footwear Classic 587 Water Resistant Chelsea Boot (Men)

$209.95Current Price $209.95

Timberland Redwood Falls Waterproof Lace-Up Boot (Men)

$160Current Price $160

Florsheim Rucci Plain Toe Chukka Boot

$155Current Price $155

ECCO Track 25 Waterproof Boot (Men)

$274.95Current Price $274.95

Timberland Premium Waterproof Lace-Up Chukka Boot (Men)

$150Current Price $150

Johnston & Murphy Calder Plain Toe Chelsea Boot (Men)

$179Current Price $179

New!

Merrell Moab Speed 2 Gore-Tex® Mid Hiking Shoe (Men)

$180Current Price $180

Ariat Plano Cowboy Boot (Men)

$229.95 – $239.95Current Price $229.95 to $239.95

New!

Aquatalia Golliard Water Resistant Chukka Boot (Men)

$495Current Price $495

Johnston & Murphy Hartley Wingtip Boot (Men)

$325Current Price $325

Ariat Oakwood Cowboy Boot (Men)

$259.95Current Price $259.95

Mephisto Pitt Mid Lace-Up Boot (Men)

$499Current Price $499

Free Delivery by Christmas

Nordstrom Italian Collection Saluzzo Chukka Boot (Men)

$229.95Current Price $229.95

Ariat Midtown Rambler Mid Chelsea Boot (Men)

$169.95Current Price $169.95

Sperry Mini Lug Chukka Boot (Men)

$150Current Price $150

Ariat Booker Ultra Square Toe Western Chelsea Boot (Men)

$149.95Current Price $149.95

Cole Haan Muir Waterproof Moc Toe Boot (Men)

$208Current Price $208

Blundstone Footwear Water Resistant Lace-Up Boot (Men)

$234.95Current Price $234.95

Timberland White Ledge Waterproof Hiking Boot (Men)

$120Current Price $120

New!

Aquatalia Denali Water Resistant Lace-Up Boot (Men)

$550Current Price $550

Ariat Rambler Boot (Men)

$189.95Current Price $189.95

Ron White Neville Weatherproof Boot (Men)

$379.99Current Price $379.99

$545Previous Price $545

New!

Clarks® Originals Wallabee Kiltie Chukka Boot (Men)

$170 – $190Current Price $170 to $190

Florsheim 'Midtown' Zip Boot (Men)

$150Current Price $150

New!

Ariat Bodie Western Boot (Men)

$179.95Current Price $179.95

Timberland Field Waterproof Boot (Men)

$160Current Price $160

Sperry Mini Lug Chukka Boot (Men)

$150Current Price $150

Vionic Uptown Jackson Boot - Wide Width Available (Men)

$230Current Price $230

New!

Ariat Wexford Waterproof Chelsea Boot (Men)

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

Johnston & Murphy Braxton Chukka Boot (Men)

$159Current Price $159

UGG® Neumel Chelsea Boot (Men)

$149.95Current Price $149.95

Merrell Thermo Chill 2 Waterproof Boot (Men)

$150Current Price $150

Rockport Flynn Plain Toe Derby Boot (Men)

$160Current Price $160

Florsheim Anthem Plain Toe Chukka (Men)

$145Current Price $145