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    Mens Comfortable Shoes

    1-36 of 850 results
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    Birkenstock Arizona Suede with Soft Footbed
    Birkenstock Arizona Suede with Soft Footbed
    Birkenstock Arizona Suede with Soft Footbed
    Birkenstock Arizona Suede with Soft Footbed
    Birkenstock Arizona Suede with Soft Footbed
    New!
    Sale
    Birkenstock Arizona Suede with Soft Footbed -
Black Suede with Soft Footbed
    Birkenstock Arizona Suede with Soft Footbed -
Mocha Suede with Soft Footbed
    Birkenstock Arizona Suede with Soft Footbed -
Taupe Suede with Soft Footbed
    Birkenstock Arizona Suede with Soft Footbed -
Velvet Gray Suede with Soft Footbed
    $134.95
    Rockport World Tour Classic Walking Shoe (Men's)
    Rockport World Tour Classic Walking Shoe (Men's)
    Rockport World Tour Classic Walking Shoe (Men's)
    Rockport World Tour Classic Walking Shoe (Men's)
    Rockport World Tour Classic Walking Shoe (Men's)
    Rockport World Tour Classic Walking Shoe (Men's)
    New!
    Sale
    Rockport World Tour Classic Walking Shoe(
Men's) -
Black Tumbled
    Rockport World Tour Classic Walking Shoe(
Men's) -
Brown Tumbled
    Rockport World Tour Classic Walking Shoe(
Men's) -
Chocolate Nubuck
    Rockport World Tour Classic Walking Shoe(
Men's) -
Sand Nubuck
    Rockport World Tour Classic Walking Shoe(
Men's) -
Chocolate Chip
    $99.95
    Birkenstock Arizona Suede
    Birkenstock Arizona Suede
    Birkenstock Arizona Suede
    New!
    Sale
    Birkenstock Arizona Suede -
Mocha Suede
    Birkenstock Arizona Suede -
Taupe Suede
    $124.95
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    Keen Newport H2 Sandal (Men's)
    New!
    Sale
    Keen Newport H2 Sandal(
Men's) -
Black
    Keen Newport H2 Sandal(
Men's) -
Black Olive/Brindle
    Keen Newport H2 Sandal(
Men's) -
Black/Stone Grey
    Keen Newport H2 Sandal(
Men's) -
Brindle/Sunset
    Keen Newport H2 Sandal(
Men's) -
Burnt Olive/Golden Yellow
    Keen Newport H2 Sandal(
Men's) -
Midnight Navy/Feather Gray
    Keen Newport H2 Sandal(
Men's) -
Midnight Navy/Neutral Gray
    Keen Newport H2 Sandal(
Men's) -
Navy/Medium Gray
    Keen Newport H2 Sandal(
Men's) -
Raven/Aluminum
    $99.95
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    Merrell Jungle Moc Slip-on (Men's)
    New!
    Sale
    Merrell Jungle Moc Slip-on(
Men's) -
Castle Rock
    Merrell Jungle Moc Slip-on(
Men's) -
Dark Earth
    Merrell Jungle Moc Slip-on(
Men's) -
Taupe
    Merrell Jungle Moc Slip-on(
Men's) -
Midnight (Black)
    Merrell Jungle Moc Slip-on(
Men's) -
Dusty Olive
    Merrell Jungle Moc Slip-on(
Men's) -
Fudge
    Merrell Jungle Moc Slip-on(
Men's) -
Gunsmoke
    Merrell Jungle Moc Slip-on(
Men's) -
Midnight
    Merrell Jungle Moc Slip-on(
Men's) -
Sunburn
    $79.95 - $99.95
    Merrell Moab Ventilator Hiking Shoe (Men's)
    Merrell Moab Ventilator Hiking Shoe (Men's)
    Merrell Moab Ventilator Hiking Shoe (Men's)
    Merrell Moab Ventilator Hiking Shoe (Men's)
    Merrell Moab Ventilator Hiking Shoe (Men's)
    Merrell Moab Ventilator Hiking Shoe (Men's)
    Merrell Moab Ventilator Hiking Shoe (Men's)
    New!
    Sale
    Merrell Moab Ventilator Hiking Shoe(
Men's) -
Beluga/Denim Blue
    Merrell Moab Ventilator Hiking Shoe(
Men's) -
Black Night
    Merrell Moab Ventilator Hiking Shoe(
Men's) -
Walnut
    Merrell Moab Ventilator Hiking Shoe(
Men's) -
Earth
    Merrell Moab Ventilator Hiking Shoe(
Men's) -
Granite/Lantern
    Merrell Moab Ventilator Hiking Shoe(
Men's) -
Kangaroo
    $99.95
    Johnston & Murphy Aragon II Loafer (Men's)
    Johnston & Murphy Aragon II Loafer (Men's)
    Johnston & Murphy Aragon II Loafer (Men's)
    Johnston & Murphy Aragon II Loafer (Men's)
    New!
    Sale
    Johnston & Murphy Aragon II Loafer(
Men's) -
Black Deer with Antique Chestnut Waxhide Trim
    Sale
    Johnston & Murphy Aragon II Loafer(
Men's) -
Black Deer with Black Waxhide Trim
    Sale
    Johnston & Murphy Aragon II Loafer(
Men's) -
Tan Calfskin
    Sale
    $89.95 - $99.95
    $135.00 up to 33% off
    Rockport Perth Loafer (Men's)
    Rockport Perth Loafer (Men's)
    Rockport Perth Loafer (Men's)
    Rockport Perth Loafer (Men's)
    New!
    Sale
    Rockport Perth Loafer(
Men's) -
Chocolate/Bark Nubuck
    Rockport Perth Loafer(
Men's) -
Navy Leather/Nubuck
    Rockport Perth Loafer(
Men's) -
Timber w/ Honey Sole
    $119.95
    Propet Stability Walker Shoe (Men's)
    Propet Stability Walker Shoe (Men's)
    Propet Stability Walker Shoe (Men's)
    Propet Stability Walker Shoe (Men's)
    Propet Stability Walker Shoe (Men's)
    New!
    Sale
    Propet Stability Walker Shoe(
Men's) -
Black
    Sale
    Propet Stability Walker Shoe(
Men's) -
Choco/Black Nubuck
    Sale
    Propet Stability Walker Shoe(
Men's) -
White
    Sale
    Propet Stability Walker Shoe(
Men's) -
Grey/Black Nubuck
    Sale
    $69.95 - $74.95
    $84.95 up to 18% off
    Haflinger GZ Classic Grizzly
    Haflinger GZ Classic Grizzly
    Haflinger GZ Classic Grizzly
    Haflinger GZ Classic Grizzly
    Haflinger GZ Classic Grizzly
    Haflinger GZ Classic Grizzly
    Haflinger GZ Classic Grizzly
    New!
    Sale
    Haflinger GZ Classic Grizzly -
Black
    Haflinger GZ Classic Grizzly -
Chocolate
    Haflinger GZ Classic Grizzly -
Grey
    Haflinger GZ Classic Grizzly -
Eggplant
    Haflinger GZ Classic Grizzly -
Navy
    Haflinger GZ Classic Grizzly -
Earth
    $119.95
    Rockport Margin Oxford (Men's)
    Rockport Margin Oxford (Men's)
    Rockport Margin Oxford (Men's)
    Rockport Margin Oxford (Men's)
    New!
    Sale
    Rockport Margin Oxford(
Men's) -
Black
    Sale
    Rockport Margin Oxford(
Men's) -
Chocolate
    Sale
    Rockport Margin Oxford(
Men's) -
Espresso Nubuck
    Sale
    $99.95
    $110.00 9% off
    Neil M Rome (Men's)
    Neil M Rome (Men's)
    Neil M Rome (Men's)
    Neil M Rome (Men's)
    New!
    Sale
    Neil M Rome(
Men's) -
Black Waxed Leather
    Neil M Rome(
Men's) -
Maple Waxed Leather
    Neil M Rome(
Men's) -
Walnut Waxed Leather
    $224.95
    Merrell Moab Waterproof Hiking Shoe (Men's)
    Merrell Moab Waterproof Hiking Shoe (Men's)
    Merrell Moab Waterproof Hiking Shoe (Men's)
    Merrell Moab Waterproof Hiking Shoe (Men's)
    New!
    Sale
    Merrell Moab Waterproof Hiking Shoe(
Men's) -
Bark Brown
    Merrell Moab Waterproof Hiking Shoe(
Men's) -
Beluga
    Merrell Moab Waterproof Hiking Shoe(
Men's) -
Espresso
    $119.95
    Nunn Bush Nelson 84525 Wing Tip Oxford (Men's)
    Nunn Bush Nelson 84525 Wing Tip Oxford (Men's)
    Nunn Bush Nelson 84525 Wing Tip Oxford (Men's)
    Nunn Bush Nelson 84525 Wing Tip Oxford (Men's)
    New!
    Sale
    Nunn Bush Nelson 84525 Wing Tip Oxford(
Men's) -
Black Leather
    Sale
    Nunn Bush Nelson 84525 Wing Tip Oxford(
Men's) -
Brown Leather
    Sale
    Nunn Bush Nelson 84525 Wing Tip Oxford(
Men's) -
Cognac Smooth Leather
    Sale
    $68.00
    $85.00 20% off
    Rockport Prowalker M7100 Shoe (Men's)
    Rockport Prowalker M7100 Shoe (Men's)
    Rockport Prowalker M7100 Shoe (Men's)
    Rockport Prowalker M7100 Shoe (Men's)
    New!
    Sale
    Rockport Prowalker M7100 Shoe(
Men's) -
Black
    Sale
    Rockport Prowalker M7100 Shoe(
Men's) -
Sport White
    Sale
    Rockport Prowalker M7100 Shoe(
Men's) -
White
    Sale
    $84.95
    $90.00 6% off
    Rockport Northfield Oxford (Men's)
    Rockport Northfield Oxford (Men's)
    Rockport Northfield Oxford (Men's)
    Rockport Northfield Oxford (Men's)
    New!
    Sale
    Rockport Northfield Oxford(
Men's) -
Black
    Sale
    Rockport Northfield Oxford(
Men's) -
Dark Brown
    Sale
    Rockport Northfield Oxford(
Men's) -
Espresso Nubuck
    $99.95 - $104.95
    $110.00 up to 9% off
    Neil M Murphy (Men's)
    Neil M Murphy (Men's)
    Neil M Murphy (Men's)
    New!
    Sale
    Neil M Murphy(
Men's) -
Black/Gaucho Leather
    Neil M Murphy(
Men's) -
Walnut/Gaucho Leather
    $224.95
    Keen Newport (Men's)
    Keen Newport (Men's)
    Keen Newport (Men's)
    Keen Newport (Men's)
    New!
    Sale
    Keen Newport(
Men's) -
Bison
    Keen Newport(
Men's) -
Neutral Gray/Gargoyle
    Keen Newport(
Men's) -
White Pepper/Black
    $109.95
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    New!
    Sale
    Clarks Wallabee Boot(
Men's) -
Bronze Suede
    New
    Clarks Wallabee Boot(
Men's) -
Dark Green Suede
    New
    Clarks Wallabee Boot(
Men's) -
Beeswax/Beeswax Leather
    Clarks Wallabee Boot(
Men's) -
Black/Black Leather
    Clarks Wallabee Boot(
Men's) -
Black/Black Suede
    Clarks Wallabee Boot(
Men's) -
Dark Brown Suede
    Clarks Wallabee Boot(
Men's) -
Maple Suede
    Clarks Wallabee Boot(
Men's) -
Petrol Blue Leather
    New
    Clarks Wallabee Boot(
Men's) -
Rust Vintage Suede
    New
    $127.95 - $199.95
    $140.00 - $200.00 up to 9% off
    Johnston & Murphy Ski-Moc (Men's)
    Johnston & Murphy Ski-Moc (Men's)
    Johnston & Murphy Ski-Moc (Men's)
    New!
    Sale
    Johnston & Murphy Ski-Moc(
Men's) -
Black Brushed Calfskin
    Sale
    Johnston & Murphy Ski-Moc(
Men's) -
Burgundy Brushed Calfskin
    Sale
    $148.95
    $175.00 15% off
    Birkenstock Boston Suede Clog
    Birkenstock Boston Suede Clog
    Birkenstock Boston Suede Clog
    New!
    Sale
    Birkenstock Boston Suede Clog -
Mocha Suede
    Birkenstock Boston Suede Clog -
Taupe Suede
    $129.95
    Giovanni Marquez 1115 Vitello Cap Toe Blucher (Men's)
    Giovanni Marquez 1115 Vitello Cap Toe Blucher (Men's)
    Giovanni Marquez 1115 Vitello Cap Toe Blucher (Men's)
    Giovanni Marquez 1115 Vitello Cap Toe Blucher (Men's)
    New!
    Sale
    Giovanni Marquez 1115 Vitello Cap Toe Blucher(
Men's) -
Blue Leather
    Sale
    Giovanni Marquez 1115 Vitello Cap Toe Blucher(
Men's) -
Nero Leather
    Sale
    Giovanni Marquez 1115 Vitello Cap Toe Blucher(
Men's) -
T. Moro Leather
    Sale
    $294.95
    $450.00 34% off
    Neil M Cambridge (Men's)
    Neil M Cambridge (Men's)
    Neil M Cambridge (Men's)
    New!
    Sale
    Neil M Cambridge(
Men's) -
Tan Nubuck
    Neil M Cambridge(
Men's) -
White Nubuck
    $209.95
    ECCO Yucatan Sandal (Men's)
    ECCO Yucatan Sandal (Men's)
    ECCO Yucatan Sandal (Men's)
    ECCO Yucatan Sandal (Men's)
    New!
    Sale
    ECCO Yucatan Sandal(
Men's) -
Bison/Black/Black
    ECCO Yucatan Sandal(
Men's) -
Black/Mole/Black Oiled Nubuck/Textile
    ECCO Yucatan Sandal(
Men's) -
Espresso/Cocoa Brown/Black Nubuck/Textile
    $129.95
    Rockport Essential Details Waterproof Slip On (Men's)
    Rockport Essential Details Waterproof Slip On (Men's)
    Rockport Essential Details Waterproof Slip On (Men's)
    Rockport Essential Details Waterproof Slip On (Men's)
    New!
    Sale
    Rockport Essential Details Waterproof Slip On(
Men's) -
Tan Antique Leather
    New
    Rockport Essential Details Waterproof Slip On(
Men's) -
Black Leather
    Rockport Essential Details Waterproof Slip On(
Men's) -
Dark Brown Leather
    $99.95 - $109.95
    Orthofeet Ventura (Men's)
    Orthofeet Ventura (Men's)
    Orthofeet Ventura (Men's)
    New!
    Sale
    Orthofeet Ventura(
Men's) -
Black Leather
    Orthofeet Ventura(
Men's) -
White Leather
    $135.95
    Clarks Un.Ravel (Men's)
    Clarks Un.Ravel (Men's)
    Clarks Un.Ravel (Men's)
    New!
    Sale
    Clarks Un.Ravel(
Men's) -
Black Leather
    Clarks Un.Ravel(
Men's) -
Brown Leather
    $159.95
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    New!
    Sale
    Clarks Niland Energy Slip-on(
Men's) -
Black Tumbled
    Clarks Niland Energy Slip-on(
Men's) -
Black Tumbled Leather
    Clarks Niland Energy Slip-on(
Men's) -
Brown Leather
    Sale
    Clarks Niland Energy Slip-on(
Men's) -
Brown Tumbled
    Clarks Niland Energy Slip-on(
Men's) -
Brown Tumbled Leather
    $65.45 - $89.95
    $90.00 up to 27% off
    Rockport Classic Loafer Lite Penny (Men's)
    Rockport Classic Loafer Lite Penny (Men's)
    Rockport Classic Loafer Lite Penny (Men's)
    Rockport Classic Loafer Lite Penny (Men's)
    Rockport Classic Loafer Lite Penny (Men's)
    New!
    Sale
    Rockport Classic Loafer Lite Penny(
Men's) -
Black II Leather
    Rockport Classic Loafer Lite Penny(
Men's) -
Cognac Leather
    Rockport Classic Loafer Lite Penny(
Men's) -
Dark Brown Leather
    Rockport Classic Loafer Lite Penny(
Men's) -
New Caramel 2 Leather
    $109.95
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    adidas Daroga Plus Mid Lea Hiking Shoe (Men's)
    Description:
    This mid cut, lightweight, rich leather outdoor shoe adapts to trails and travel thanks to a protective toe, ADIPRENE® heel cushioning and grippy TRAXION™ outsole. Features: Soft nubuck leathers for enhanced comfort.adiPRENE® insert for comfort and shock absorption.Super High Traction ...
    Multifunctional low-cut shoe ideal for light hikes. Durable, rich leather upper keeps feet comfortable. Features EVA cushioning, ADIPRENE® support and ...
    adidas Brushwood Hiking Shoe (Men's)
    Description:
    Multifunctional low-cut shoe ideal for light hikes. Durable, rich leather upper keeps feet comfortable. Features EVA cushioning, ADIPRENE® support and grippy Continental™ Rubber outsole. Features: Strong nubuck leathers and synthetics for extra durability and stability.Molded sockliner to enhance comfort ...
    This stylish shoe features a Strobel® Construction that offers forefoot flexibility to aid the walking motion, a padded collar and ...
    Rockport Barrows Loft Moc Slip On (Men's)
    Description:
    This stylish shoe features a Strobel® Construction that offers forefoot flexibility to aid the walking motion, a padded collar and tongue, that helps prevent blisters and lace bruising, full grain leathers and nubucks that are durable and easy to clean, ...