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    Discount Size 8.5 Leather Mens Shoes

    1-36 of 626 results
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    New Balance 608v4 (Men's)
    New!
    Sale
    New Balance 608v4(Men's) -Black
    Sale
    New Balance 608v4(Men's) -White/Navy
    Sale
    New Balance 608v4(Men's) -White/Royal Blue
    Sale
    $69.95 - $74.95
    $74.95 - $75.00 up to 7% off
    Rockport Perth Loafer (Men's)
    New!
    Sale
    Rockport Perth Loafer(Men's) -Chocolate/Bark Nubuck
    Sale
    Rockport Perth Loafer(Men's) -Timber w/ Honey Sole
    Sale
    $109.95 - $124.95
    $125.00 up to 12% off
    Johnston & Murphy Aragon II Loafer (Men's)
    New!
    Sale
    Johnston & Murphy Aragon II Loafer(Men's) -Black Deer with Black Waxhide Trim
    Sale
    Johnston & Murphy Aragon II Loafer(Men's) -Black Deer with Antique Chestnut Waxhide Trim
    Sale
    $99.95
    $135.00 26% off
    Deer Stags Times (Men's)
    New!
    Sale
    Deer Stags Times(Men's) -Black Smooth
    Sale
    Deer Stags Times(Men's) -Brown Smooth
    Sale
    $49.99 - $64.95
    $64.95 - $65.00 up to 23% off
    Skechers Relaxed Fit Glides Calculous Slip On (Men's)
    New!
    Sale
    Skechers Relaxed Fit Glides Calculous Slip On(Men's) -Black
    Sale
    $70.45 - $76.95
    $70.00 - $75.00 up to 6% off
    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
    Johnston & Murphy Conard Cap Toe (Men's)
    New!
    Sale
    Johnston & Murphy Conard Cap Toe(Men's) -Burgundy Italian Calfskin
    Sale
    Johnston & Murphy Conard Cap Toe(Men's) -Navy Italian Calfskin
    Sale
    $109.95 - $154.95
    $155.00 up to 29% off
    Skechers Relaxed Fit Segment Rilar (Men's)
    New!
    Sale
    Skechers Relaxed Fit Segment Rilar(Men's) -Black
    Sale
    $71.95 - $76.95
    $65.00 - $78.95 up to 5% off
    Ariat Heritage Roper (Men's)
    New!
    Sale
    Ariat Heritage Roper(Men's) -Black Full Grain Leather
    Sale
    Ariat Heritage Roper(Men's) -Distressed Brown Full Grain Leather
    Sale
    $134.95
    $144.95 7% off
    Johnston & Murphy Ski-Moc (Men's)
    New!
    Sale
    Johnston & Murphy Ski-Moc(Men's) -Burgundy Brushed Calfskin
    Sale
    Johnston & Murphy Ski-Moc(Men's) -Black Brushed Calfskin
    Sale
    $148.95
    $175.00 15% off
    Johnston & Murphy Pattison Lace-Up (Men's)
    New!
    Sale
    Johnston & Murphy Pattison Lace-Up(Men's) -Black Waterproof Full Grain Leather
    Sale
    $123.95
    $155.00 20% off
    Clarks Tifton Edge Derby Shoe (Men's)
    New!
    Sale
    Clarks Tifton Edge Derby Shoe(Men's) -Black Cow Full Grain Leather
    Sale
    Clarks Tifton Edge Derby Shoe(Men's) -Brown Cow Full Grain Leather
    Sale
    $59.95
    $90.00 33% off
    Clarks Melshire Top Chukka Boot (Men's)
    New!
    Sale
    Clarks Melshire Top Chukka Boot(Men's) -Tan Cow Full Grain Leather
    Sale
    $69.95
    $110.00 36% off
    Ariat Heritage Western R Toe (Men's)
    New!
    Sale
    Ariat Heritage Western R Toe(Men's) -Black Deertan Full Grain Leather
    Sale
    Ariat Heritage Western R Toe(Men's) -Distressed Brown Full Grain Leather
    Sale
    $159.95
    $179.95 11% off
    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
    $79.95 - $94.95
    $100.00 up to 20% off
    Ariat Rambler Square Toe Boot (Men's)
    New!
    Sale
    Ariat Rambler Square Toe Boot(Men's) -Brown Bomber Full Grain Leather
    Sale
    Ariat Rambler Square Toe Boot(Men's) -Wicker Distressed Leather
    Sale
    $149.95
    $159.95 6% off
    Clarks Niland Energy Slip-on (Men's)
    New!
    Sale
    Clarks Niland Energy Slip-on(Men's) -Black Tumbled
    Sale
    Clarks Niland Energy Slip-on(Men's) -Black Tumbled Leather
    Sale
    Clarks Niland Energy Slip-on(Men's) -Brown Tumbled
    Sale
    $84.95
    $90.00 6% off
    Clarks Desert Boot (Men's)
    New!
    Sale
    Clarks Desert Boot(Men's) -Green Leather
    Sale
    $69.95 - $239.95
    $130.00 - $240.00 up to 46% off
    Clarks Touareg Vibe Sneaker (Men's)
    New!
    Sale
    Clarks Touareg Vibe Sneaker(Men's) -Black Full Grain Leather/Leather
    Sale
    Clarks Touareg Vibe Sneaker(Men's) -Brown Full Grain Leather/Leather
    Sale
    $84.95
    $90.00 6% off
    Rockport Total Motion Fusion Wing Tip (Men's)
    New!
    Sale
    Rockport Total Motion Fusion Wing Tip(Men's) -New Caramel Leather
    Sale
    Rockport Total Motion Fusion Wing Tip(Men's) -New Dress Blues
    Sale
    Rockport Total Motion Fusion Wing Tip(Men's) -New Griffin Leather
    Sale
    Rockport Total Motion Fusion Wing Tip(Men's) -Rocksand Leather
    Sale
    $107.95 - $139.95
    $140.00 up to 23% off
    Ariat Workhog Wide Square Toe (Men's)
    New!
    Sale
    Ariat Workhog Wide Square Toe(Men's) -Dark Earth/Brick Full Grain Leather
    Sale
    Ariat Workhog Wide Square Toe(Men's) -Mossy Oak Full Grain Leather
    Sale
    Ariat Workhog Wide Square Toe(Men's) -Rugged Bark Full Grain Leather
    Sale
    Ariat Workhog Wide Square Toe(Men's) -Toast Premium USA Full Grain Leather
    Sale
    $152.95 - $169.95
    $189.95 up to 19% off
    ECCO Yucatan Sandal 69564 (Men's)
    New!
    Sale
    ECCO Yucatan Sandal 69564(Men's) -Tarmac/Moon Rock Oil Nubuck/Textile
    Sale
    $99.95 - $129.95
    $130.00 up to 23% off
    Rockport Ellingwood Waterproof (Men's)
    New!
    Sale
    Rockport Ellingwood Waterproof(Men's) -Black Full Grain Leather
    Sale
    Rockport Ellingwood Waterproof(Men's) -Oxblood Full Grain Leather
    Sale
    $99.95
    $110.00 9% off
    Ariat Workhog Pull-On (Men's)
    New!
    Sale
    Ariat Workhog Pull-On(Men's) -Aged Bark/Army Green Full Grain Leather
    Sale
    Ariat Workhog Pull-On(Men's) -Dark Copper Full Grain Leather
    Sale
    $169.95
    $189.95 11% off
    Johnston & Murphy Nolen Double Buckle Monkstrap (Men's)
    New!
    Sale
    Johnston & Murphy Nolen Double Buckle Monkstrap(Men's) -Dark Brown Italian Calfskin
    Sale
    Johnston & Murphy Nolen Double Buckle Monkstrap(Men's) -Gray Italian Calfskin
    Sale
    $129.95 - $147.95
    $185.00 up to 30% off
    Clarks Kyros Plain Toe Lace Up Shoe (Men's)
    New!
    Sale
    Clarks Kyros Plain Toe Lace Up Shoe(Men's) -Brown Tumbled Leather
    Sale
    $59.95
    $90.00 33% off
    Ariat Workhog? Wide Square Steel Toe Boot (Men's)
    New!
    Sale
    Ariat Workhog? Wide Square Steel Toe Boot(Men's) -Dark Earth/Brick Full Grain Leather
    Sale
    Ariat Workhog? Wide Square Steel Toe Boot(Men's) -Rugged Bark Full Grain Leather
    Sale
    Ariat Workhog? Wide Square Steel Toe Boot(Men's) -Toast Premium USA Full Grain Leather
    Sale
    $179.95
    $199.95 10% off
    Clarks Tilden Cap Toe Oxford (Men's)
    New!
    Sale
    Clarks Tilden Cap Toe Oxford(Men's) -Black Leather
    Sale
    Clarks Tilden Cap Toe Oxford(Men's) -Brown Leather
    Sale
    $59.95 - $79.95
    $90.00 up to 33% off
    Bostonian Bolton (Men's)
    New!
    Sale
    Bostonian Bolton(Men's) -Black Smooth Leather
    Sale
    Bostonian Bolton(Men's) -Brown Smooth Leather
    Sale
    $79.95
    $90.00 11% off
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Black Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Black Suede
    Sale
    Clarks Bushacre 2 Boot(Men's) -Brown Suede
    Sale
    Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
    Sale
    Clarks Bushacre 2 Boot(Men's) -Grey Leather
    Sale
    $59.99
    $100.00 40% off
    Ariat Workhog Pull-On H2O (Men's)
    New!
    Sale
    Ariat Workhog Pull-On H2O(Men's) -Army Green/Aged Bark Full Grain Leather
    Sale
    Ariat Workhog Pull-On H2O(Men's) -Oily Distressed Brown Waterproof Leather
    Sale
    $179.95
    $199.95 10% off
    Steve Madden Harken Chukka Boot (Men's)
    New!
    Sale
    Steve Madden Harken Chukka Boot(Men's) -Black  Leather
    Sale
    Steve Madden Harken Chukka Boot(Men's) -Cognac Leather
    Sale
    $71.95 - $89.95
    $90.00 up to 6% off
    Clarks Cotrell Edge Lace Up Shoe (Men's)
    New!
    Sale
    Clarks Cotrell Edge Lace Up Shoe(Men's) -Black Oily Cow Full Grain Leather
    Sale
    Clarks Cotrell Edge Lace Up Shoe(Men's) -Brown Oily Cow Full Grain Leather
    Sale
    Clarks Cotrell Edge Lace Up Shoe(Men's) -Tobacco Oily Cow Full Grain Leather
    Sale
    $75.95
    $90.00 16% off
    Rockport Style Leader 2 Bike Slip On (Men's)
    New!
    Sale
    Rockport Style Leader 2 Bike Slip On(Men's) -Black Leather
    Sale
    Rockport Style Leader 2 Bike Slip On(Men's) -Tan II Leather
    Sale
    $79.95 - $89.95
    $100.00 up to 20% off