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    $65 - $100 Mens Classic Shoes

    1-36 of 134 results
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    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
    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) -
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
    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
    Minnetonka Straight Plug (Men's)
    Minnetonka Straight Plug (Men's)
    Minnetonka Straight Plug (Men's)
    Minnetonka Straight Plug (Men's)
    New!
    Sale
    Minnetonka Straight Plug(
Men's) -
Black
    Minnetonka Straight Plug(
Men's) -
Dark Brown
    Minnetonka Straight Plug(
Men's) -
Tan
    $78.95
    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
    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
    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
    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 -
Orchid
    Haflinger AS Classic Slipper -
Purple Speckle
    $74.95
    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
    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
    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
    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
    Keen Voyageur (Men's)
    Keen Voyageur (Men's)
    New!
    Sale
    Keen Voyageur(
Men's) -
Dark Earth/Gargoyle
    Sale
    $94.95 - $114.95
    $115.00 up to 17% off
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    Sebago Docksides (Men's)
    New!
    Sale
    Sebago Docksides(
Men's) -
Black
    Sebago Docksides(
Men's) -
Black Neoprene
    Sebago Docksides(
Men's) -
Brown Oiled Waxy
    Sebago Docksides(
Men's) -
Blue Neoprene
    Sebago Docksides(
Men's) -
Blue Nite
    Sebago Docksides(
Men's) -
Bright Green Neoprene
    Sebago Docksides(
Men's) -
Grey Leather
    Sebago Docksides(
Men's) -
Red Neoprene
    Sebago Docksides(
Men's) -
Sand Suede
    $79.95 - $99.95
    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
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    New!
    Sale
    Eastland Seneca(
Men's) -
Tan Waxee Leather
    Sale
    $99.95 - $109.95
    $110.00 up to 9% off
    Timberland Classic Boat 2-Eye (Men's)
    Timberland Classic Boat 2-Eye (Men's)
    Timberland Classic Boat 2-Eye (Men's)
    Timberland Classic Boat 2-Eye (Men's)
    Timberland Classic Boat 2-Eye (Men's)
    New!
    Sale
    Timberland Classic Boat 2-Eye(
Men's) -
Black Smooth
    Sale
    Timberland Classic Boat 2-Eye(
Men's) -
Dark Brown Smooth
    Sale
    Timberland Classic Boat 2-Eye(
Men's) -
Navy Smooth
    Sale
    Timberland Classic Boat 2-Eye(
Men's) -
Rootbeer Smooth Leather
    Sale
    $74.95
    $95.00 21% off
    Converse Chuck Taylor All Star High Leather
    Converse Chuck Taylor All Star High Leather
    Converse Chuck Taylor All Star High Leather
    Converse Chuck Taylor All Star High Leather
    Converse Chuck Taylor All Star High Leather
    New!
    Sale
    Converse Chuck Taylor All Star High Leather -
Black
    Converse Chuck Taylor All Star High Leather -
Black Monochrome
    Converse Chuck Taylor All Star High Leather -
Optical White
    Converse Chuck Taylor All Star High Leather -
White Monochrome
    $69.95
    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
    G.H. Bass & Co. Carrington Penny Loafer (Men's)
    G.H. Bass & Co. Carrington Penny Loafer (Men's)
    G.H. Bass & Co. Carrington Penny Loafer (Men's)
    G.H. Bass & Co. Carrington Penny Loafer (Men's)
    New!
    Sale
    G.H. Bass & Co. Carrington Penny Loafer(
Men's) -
Black Leather
    Sale
    G.H. Bass & Co. Carrington Penny Loafer(
Men's) -
Cordovan Leather
    Sale
    G.H. Bass & Co. Carrington Penny Loafer(
Men's) -
Dark Tan Leather
    Sale
    $79.99
    $110.00 27% off
    Keen Austin Shoe (Men's)
    Keen Austin Shoe (Men's)
    New!
    Sale
    Keen Austin Shoe(
Men's) -
Black Full Grain
    Sale
    $82.95 - $109.95
    $110.00 up to 25% off
    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
    Nunn Bush Westby Penny (Men's)
    Nunn Bush Westby Penny (Men's)
    Nunn Bush Westby Penny (Men's)
    New!
    Sale
    Nunn Bush Westby Penny(
Men's) -
Black Leather
    Sale
    Nunn Bush Westby Penny(
Men's) -
Cognac Smooth Leather
    Sale
    $68.00
    $85.00 20% off
    Nunn Bush Marcell 83364 Bicycle Toe Oxford (Men's)
    Nunn Bush Marcell 83364 Bicycle Toe Oxford (Men's)
    Nunn Bush Marcell 83364 Bicycle Toe Oxford (Men's)
    New!
    Sale
    Nunn Bush Marcell 83364 Bicycle Toe Oxford(
Men's) -
Black Leather
    Sale
    Nunn Bush Marcell 83364 Bicycle Toe Oxford(
Men's) -
Brown Leather
    Sale
    $68.00
    $85.00 20% off
    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
    Propet Village Walker Mid (Men's)
    Propet Village Walker Mid (Men's)
    Propet Village Walker Mid (Men's)
    New!
    Sale
    Propet Village Walker Mid(
Men's) -
Black Grain
    Sale
    Propet Village Walker Mid(
Men's) -
Brown Grain
    Sale
    $99.95
    $109.95 9% 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
    Propet Pucker Moc Strap (Men's)
    Propet Pucker Moc Strap (Men's)
    New!
    Sale
    Propet Pucker Moc Strap(
Men's) -
Black
    Sale
    $89.95
    $99.95 10% off
    Giorgio Brutini Genuine Snake 15549 (Men's)
    Giorgio Brutini Genuine Snake 15549 (Men's)
    Giorgio Brutini Genuine Snake 15549 (Men's)
    Giorgio Brutini Genuine Snake 15549 (Men's)
    New!
    Sale
    Giorgio Brutini Genuine Snake 15549(
Men's) -
Black
    Sale
    Giorgio Brutini Genuine Snake 15549(
Men's) -
Brown
    Sale
    Giorgio Brutini Genuine Snake 15549(
Men's) -
Undyed Natural
    Sale
    $79.95
    $90.00 11% off