Free Shipping. No Minimum.

$65 - $100 Mens Chelsea Boots

Rockport Cold Springs Plus Chelsea Boot (Men's)
New!
Sale
Rockport Cold Springs Plus Chelsea Boot(Men's) -Dark Brown Leather
Sale
$98.95
$130.00 24% off
Skechers Relaxed Fit Rolden Warton Chelsea Boot (Men's)
New!
Sale
Skechers Relaxed Fit Rolden Warton Chelsea Boot(Men's) -Dark Brown
Sale
$76.95
$85.00 9% off
Dr. Martens Work Hardie Low Cut Chelsea Boot (Men's)
New!
Sale
Dr. Martens Work Hardie Low Cut Chelsea Boot(Men's) -Black Pit Quarter Full Grain Leather
Dr. Martens Work Hardie Low Cut Chelsea Boot(Men's) -Whiskey Pit Quarter Full Grain Leather
Sale
$79.95
$90.00 11% off
Bogs Overcast Chelsea Rainboot (Men's)
New!
Sale
Bogs Overcast Chelsea Rainboot(Men's) -Black Rubber
New
Bogs Overcast Chelsea Rainboot(Men's) -Gray Rubber
New
Bogs Overcast Chelsea Rainboot(Men's) -Olive Rubber
New
$69.95
Crevo Denham Chelsea Boot (Men's)
New!
Sale
Crevo Denham Chelsea Boot(Men's) -Black Suede
Crevo Denham Chelsea Boot(Men's) -Brown Suede
Crevo Denham Chelsea Boot(Men's) -Chestnut Suede
Crevo Denham Chelsea Boot(Men's) -Tan Leather
$89.95
Timberland Logan Bay Chelsea Boot (Men's)
New!
Sale
Timberland Logan Bay Chelsea Boot(Men's) -Medium Brown Full Grain Leather
Sale
$89.95
$130.00 31% off
Dr. Martens Work Penly Low Cut Utility Chelsea Boot (Men's)
New!
Sale
Dr. Martens Work Penly Low Cut Utility Chelsea Boot(Men's) -Black Greenland Full Grain Leather
Sale
$91.95 - $114.95
$125.00 up to 26% off
Skechers Relaxed Fit Molton Gaveno Chelsea Boot (Men's)
New!
Sale
Skechers Relaxed Fit Molton Gaveno Chelsea Boot(Men's) -Black
Sale
Skechers Relaxed Fit Molton Gaveno Chelsea Boot(Men's) -Brown
Sale
$90.95
$105.00 13% off
ECCO Crepetray Chelsea Boot (Men's)
New!
Sale
ECCO Crepetray Chelsea Boot(Men's) -Cocoa Brown Suede
Sale
ECCO Crepetray Chelsea Boot(Men's) -Tarmac Suede
Sale
$81.95 - $89.95
$200.00 up to 59% off
Nunn Bush Otis Plain Toe Chelsea Boot (Men's)
New!
Sale
Nunn Bush Otis Plain Toe Chelsea Boot(Men's) -Black Tumble Leather
Sale
Nunn Bush Otis Plain Toe Chelsea Boot(Men's) -Brown Chamois Leather
Sale
Nunn Bush Otis Plain Toe Chelsea Boot(Men's) -Rust Leather
Sale
Nunn Bush Otis Plain Toe Chelsea Boot(Men's) -Tan Chamois Leather
Sale
$74.95
$95.00 21% off
Florsheim Estabrook Gore Boot (Men's)
New!
Sale
Florsheim Estabrook Gore Boot(Men's) -Brown Crazy Horse Leather
Sale
$89.95
$125.00 28% off
Dockers Ashford Plain Toe Chelsea Boot (Men's)
New!
Sale
Dockers Ashford Plain Toe Chelsea Boot(Men's) -Black Polished Full Grain
Sale
Dockers Ashford Plain Toe Chelsea Boot(Men's) -Whiskey Polished Full Grain
Sale
$79.99
$100.00 20% off
Clarks Bushacre Hill Chelsea Boot (Men's)
New!
Sale
Clarks Bushacre Hill Chelsea Boot(Men's) -Beeswax Leather
Sale
Clarks Bushacre Hill Chelsea Boot(Men's) -Dark Brown Full Grain Leather
Sale
$78.95 - $80.95
$110.00 up to 28% off
Iron Age Galvanizer Chelsea Steel Toe Work Boot (Men's)
New!
Sale
Iron Age Galvanizer Chelsea Steel Toe Work Boot(Men's) -Black Full Grain Leather/Kevlar
Sale
Iron Age Galvanizer Chelsea Steel Toe Work Boot(Men's) -Brown Full Grain Leather/Kevlar
Sale
$94.99
$119.00 20% off
Sorel Ace Chelsea Waterproof Boot (Men's)
New!
Sale
Sorel Ace Chelsea Waterproof Boot(Men's) -Black/Black Waterproof Full Grain Leather
Sale
Sorel Ace Chelsea Waterproof Boot(Men's) -Quarry/Black Waterproof Full Grain Leather
Sale
$97.95
$190.00 48% off
Rocky Lakeland Twin Gore Outdoor Chelsea Boot RKS0362 (Men's)
New!
Sale
Rocky Lakeland Twin Gore Outdoor Chelsea Boot RKS0362(Men's) -Brown Full Grain Leather
Sale
$99.99
$119.99 17% off
Mark Nason Los Angeles Tamar Chelsea Boot (Men's)
New!
Sale
Mark Nason Los Angeles Tamar Chelsea Boot(Men's) -Black
Sale
$82.95
$89.95 8% off
Timberland Naples Trail Chelsea Boot (Men's)
New!
Sale
Timberland Naples Trail Chelsea Boot(Men's) -Dark Brown Suede
Sale
Timberland Naples Trail Chelsea Boot(Men's) -Dark Grey Suede
Sale
$84.95 - $94.95
$130.00 up to 35% off
Crevo Blake Chelsea Boot (Men's)
New!
Sale
Crevo Blake Chelsea Boot(Men's) -Grey Suede
Crevo Blake Chelsea Boot(Men's) -Tan Suede
$89.95
Dr. Martens Oakford Chelsea Boot (Men's)
New!
Sale
Dr. Martens Oakford Chelsea Boot(Men's) -Black Grizzly
Sale
Dr. Martens Oakford Chelsea Boot(Men's) -Dark Brown Grizzly
Sale
$91.95
$115.00 20% off
Sorel Cheyanne II Chelsea Winter Boot (Men's)
New!
Sale
Sorel Cheyanne II Chelsea Winter Boot(Men's) -Black/Dark Grey Full Grain Leather
Sale
Sorel Cheyanne II Chelsea Winter Boot(Men's) -Elk/Black Full Grain Leather
Sale
Sorel Cheyanne II Chelsea Winter Boot(Men's) -Umber/Buffalo Full Grain Leather
Sale
$72.95 - $79.95
$145.00 up to 50% off
Giorgio Brutini Foster Chelsea Boot (Men's)
New!
Sale
Giorgio Brutini Foster Chelsea Boot(Men's) -Dark Brown Leather
Giorgio Brutini Foster Chelsea Boot(Men's) -Tan Leather
$79.95 - $84.95
Camper Truman Chelsea Boot (Men's)
New!
Sale
Camper Truman Chelsea Boot(Men's) -Black Smooth Leather
Sale
Camper Truman Chelsea Boot(Men's) -Dark Brown Smooth Leather
Sale
$79.95
$165.00 52% off
UGG Camino Chelsea Boot (Men's)
New!
Sale
UGG Camino Chelsea Boot(Men's) -Taupe Suede/Nubuck
Sale
$67.95 - $139.95
$140.00 up to 51% off
GBX Panther Chelsea Boot (Men's)
New!
Sale
GBX Panther Chelsea Boot(Men's) -Black Leather
GBX Panther Chelsea Boot(Men's) -Tan Leather
$78.95
Dr. Martens Lyme Chelsea Boot (Men's)
New!
Sale
Dr. Martens Lyme Chelsea Boot(Men's) -Black Grizzly
Sale
$44.95 - $95.99
$120.00 up to 20% off