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$65 - $100 Mens Classic Shoes

1-36 of 143 results
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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
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
Sperry Top-Sider Authentic Original Boat Shoe (Men's)
New!
Sale
Sperry Top-Sider Authentic Original Boat Shoe(
                                      Men's) -
                                     Amaretto
Sperry Top-Sider Authentic Original Boat Shoe(
                                      Men's) -
                                     Black/Amaretto
Sperry Top-Sider Authentic Original Boat Shoe(
                                      Men's) -
                                     Brown/Brown
Sperry Top-Sider Authentic Original Boat Shoe(
                                      Men's) -
                                     Classic Brown
Sperry Top-Sider Authentic Original Boat Shoe(
                                      Men's) -
                                     Sahara
Sperry Top-Sider Authentic Original Boat Shoe(
                                      Men's) -
                                     Ice
Sperry Top-Sider Authentic Original Boat Shoe(
                                      Men's) -
                                     Oatmeal
Sperry Top-Sider Authentic Original Boat Shoe(
                                      Men's) -
                                     New Navy
$94.95
Johnston & Murphy Atchison Plain Cap Toe (Men's)
Johnston & Murphy Atchison Plain Cap Toe (Men's)
Johnston & Murphy Atchison Plain Cap Toe (Men's)
New!
Sale
Johnston & Murphy Atchison Plain Cap Toe(
                                      Men's) -
                                     Black Brushed Calfskin
Sale
Johnston & Murphy Atchison Plain Cap Toe(
                                      Men's) -
                                     Burgundy Brushed Calfskin
Sale
$99.95
$135.00 26% off
Birkenstock Arizona Soft Footbed Sandal
Birkenstock Arizona Soft Footbed Sandal
New!
Sale
Birkenstock Arizona Soft Footbed Sandal -
                                     Python Bronze Leather
Sale
$97.95 - $134.95
$135.00 - $140.00 up to 30% off
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)
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) -
                                     Bossa Nova/Gargoyle
Keen Newport H2 Sandal(
                                      Men's) -
                                     Brindle/Sunset
Keen Newport H2 Sandal(
                                      Men's) -
                                     Burnt Olive/Golden Yellow
Keen Newport H2 Sandal(
                                      Men's) -
                                     Gargoyle/Bossa Nova
Keen Newport H2 Sandal(
                                      Men's) -
                                     Gargoyle/Neutral Gray
Keen Newport H2 Sandal(
                                      Men's) -
                                     Loden/Black
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
Keen Newport H2 Sandal(
                                      Men's) -
                                     Raven/Bossa Nova
Keen Newport H2 Sandal(
                                      Men's) -
                                     Shitake/Brown Sugar
$99.95
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
$99.95 - $104.95
$110.00 up to 9% 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
Rockport Prowalker M7100 Shoe(
                                      Men's) -
                                     Sport White
Rockport Prowalker M7100 Shoe(
                                      Men's) -
                                     White
$89.95
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) -
                                     Choco/Black Nubuck
Sale
Propet Stability Walker Shoe(
                                      Men's) -
                                     Grey/Black Nubuck
Sale
$64.95 - $74.95
$84.95 up to 12% off
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
Rockport Margin Oxford(
                                      Men's) -
                                     Chocolate
Rockport Margin Oxford(
                                      Men's) -
                                     Espresso Nubuck
$99.95
Haflinger AS Classic Slipper
Haflinger AS Classic Slipper
Haflinger AS Classic Slipper
Haflinger AS Classic Slipper
Haflinger AS Classic Slipper
Haflinger AS Classic Slipper
Haflinger AS Classic Slipper
Haflinger AS Classic Slipper
Haflinger AS Classic Slipper
New!
Sale
Haflinger AS Classic Slipper -
                                     Black
Haflinger AS Classic Slipper -
                                     Charcoal
Haflinger AS Classic Slipper -
                                     Natural
Haflinger AS Classic Slipper -
                                     Chianti
Haflinger AS Classic Slipper -
                                     Chocolate
Haflinger AS Classic Slipper -
                                     Grey
Haflinger AS Classic Slipper -
                                     Navy
Haflinger AS Classic Slipper -
                                     Purple Speckle
$74.95
Propet LifeWalker Strap Shoe (Men's)
Propet LifeWalker Strap Shoe (Men's)
Propet LifeWalker Strap Shoe (Men's)
Propet LifeWalker Strap Shoe (Men's)
New!
Sale
Propet LifeWalker Strap Shoe(
                                      Men's) -
                                     Black
Propet LifeWalker Strap Shoe(
                                      Men's) -
                                     Sport White
Propet LifeWalker Strap Shoe(
                                      Men's) -
                                     White
Sale
$74.95 - $79.95
$79.95 up to 6% off
Nunn Bush Keaton 84198 Moc Toe Kiltie Tasseled Slip On (Men's)
Nunn Bush Keaton 84198 Moc Toe Kiltie Tasseled Slip On (Men's)
Nunn Bush Keaton 84198 Moc Toe Kiltie Tasseled Slip On (Men's)
Nunn Bush Keaton 84198 Moc Toe Kiltie Tasseled Slip On (Men's)
New!
Sale
Nunn Bush Keaton 84198 Moc Toe Kiltie Tasseled Slip On(
                                      Men's) -
                                     Black Leather
Sale
Nunn Bush Keaton 84198 Moc Toe Kiltie Tasseled Slip On(
                                      Men's) -
                                     Burgundy Leather
Sale
Nunn Bush Keaton 84198 Moc Toe Kiltie Tasseled Slip On(
                                      Men's) -
                                     Saddle Tan Leather
Sale
$68.00
$80.00 - $85.00 up to 20% 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
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     Cognac Leather
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     Dark Brown Leather
Sale
Rockport Classic Loafer Lite Penny(
                                      Men's) -
                                     New Caramel 2 Leather
Sale
$99.95 - $109.95
$110.00 up to 9% off
Propet Galway Walker (Men's)
Propet Galway Walker (Men's)
Propet Galway Walker (Men's)
New!
Sale
Propet Galway Walker(
                                      Men's) -
                                     Black Grain
Sale
Propet Galway Walker(
                                      Men's) -
                                     Dark Brown Grain
$89.95 - $94.95
$94.95 up to 5% off
Haflinger AT Classic Hardsole Slipper
Haflinger AT Classic Hardsole Slipper
Haflinger AT Classic Hardsole Slipper
Haflinger AT Classic Hardsole Slipper
Haflinger AT Classic Hardsole Slipper
Haflinger AT Classic Hardsole Slipper
Haflinger AT Classic Hardsole Slipper
New!
Sale
Haflinger AT Classic Hardsole Slipper -
                                     Black
Haflinger AT Classic Hardsole Slipper -
                                     Chianti
Haflinger AT Classic Hardsole Slipper -
                                     Grey Speckle
Haflinger AT Classic Hardsole Slipper -
                                     Navy Speckle
Haflinger AT Classic Hardsole Slipper -
                                     Earth Speckle
Haflinger AT Classic Hardsole Slipper -
                                     Chocolate
$92.95
Hush Puppies Gus (Men's)
Hush Puppies Gus (Men's)
Hush Puppies Gus (Men's)
Hush Puppies Gus (Men's)
New!
Sale
Hush Puppies Gus(
                                      Men's) -
                                     Black
Hush Puppies Gus(
                                      Men's) -
                                     Dark Brown
Hush Puppies Gus(
                                      Men's) -
                                     Tan
$94.95
Stacy Adams Garrison 24916 (Men's)
Stacy Adams Garrison 24916 (Men's)
Stacy Adams Garrison 24916 (Men's)
Stacy Adams Garrison 24916 (Men's)
New!
Sale
Stacy Adams Garrison 24916(
                                      Men's) -
                                     Black Leather
Stacy Adams Garrison 24916(
                                      Men's) -
                                     Brown Leather
Stacy Adams Garrison 24916(
                                      Men's) -
                                     Cognac Leather
$89.95
Propet Village Walker (Men's)
Propet Village Walker (Men's)
Propet Village Walker (Men's)
New!
Sale
Propet Village Walker(
                                      Men's) -
                                     Black Grain
Sale
Propet Village Walker(
                                      Men's) -
                                     Brown Grain
Sale
$89.95
$94.95 5% off
Hush Puppies Gil (Men's)
Hush Puppies Gil (Men's)
Hush Puppies Gil (Men's)
Hush Puppies Gil (Men's)
New!
Sale
Hush Puppies Gil(
                                      Men's) -
                                     Black
Hush Puppies Gil(
                                      Men's) -
                                     Sport White
Hush Puppies Gil(
                                      Men's) -
                                     Tan
$94.95
Birkenstock Super Birki
Birkenstock Super Birki
Birkenstock Super Birki
Birkenstock Super Birki
New!
Sale
Birkenstock Super Birki -
                                     Black Polyurethane
Birkenstock Super Birki -
                                     Blue Polyurethane
Birkenstock Super Birki -
                                     Red Polyurethane
$79.95
Keen Arroyo II (Men's)
Keen Arroyo II (Men's)
Keen Arroyo II (Men's)
New!
Sale
Keen Arroyo II(
                                      Men's) -
                                     Black Olive/Bombay Brown
Keen Arroyo II(
                                      Men's) -
                                     Slate Black/Bronze Green
$99.95
Bostonian Prescott (Men's)
Bostonian Prescott (Men's)
Bostonian Prescott (Men's)
New!
Sale
Bostonian Prescott(
                                      Men's) -
                                     Black
Sale
Bostonian Prescott(
                                      Men's) -
                                     Burgundy
Sale
$84.95
$110.00 23% off
Simple OS Sneaker (Men's)
Simple OS Sneaker (Men's)
Simple OS Sneaker (Men's)
Simple OS Sneaker (Men's)
New!
Sale
Simple OS Sneaker(
                                      Men's) -
                                     Black Suede
Simple OS Sneaker(
                                      Men's) -
                                     Navy Suede
Simple OS Sneaker(
                                      Men's) -
                                     Taupe Suede
$69.95
Johnston & Murphy Atchison Wing Tip (Men's)
Johnston & Murphy Atchison Wing Tip (Men's)
New!
Sale
Johnston & Murphy Atchison Wing Tip(
                                      Men's) -
                                     Black Brushed Calfskin
Sale
$99.95
$135.00 26% off
Bostonian Wenham (Men's)
Bostonian Wenham (Men's)
Bostonian Wenham (Men's)
New!
Sale
Bostonian Wenham(
                                      Men's) -
                                     Black
Sale
Bostonian Wenham(
                                      Men's) -
                                     Brown
Sale
$74.95
$90.00 17% off
Propet Scandia Strap (Men's)
Propet Scandia Strap (Men's)
Propet Scandia Strap (Men's)
New!
Sale
Propet Scandia Strap(
                                      Men's) -
                                     Black Grain
Propet Scandia Strap(
                                      Men's) -
                                     Dark Brown Grain
$99.95