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    Discount Size 8.5 Leather Mens Shoes

    1-36 of 527 results
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    New Balance 608v4 (Men's)
    New Balance 608v4 (Men's)
    New Balance 608v4 (Men's)
    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
    $75.00 up to 7% off
    Deer Stags Times (Men's)
    Deer Stags Times (Men's)
    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
    $65.00 23% 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
    Sale
    Rockport Margin Oxford(
Men's) -
Chocolate
    Sale
    Rockport Margin Oxford(
Men's) -
Espresso Nubuck
    Sale
    $99.95
    $110.00 9% off
    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
    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
    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
    Sale
    Rockport Perth Loafer(
Men's) -
Timber w/ Honey Sole
    Sale
    $109.95 - $124.95
    $125.00 up to 12% off
    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
    Deer Stags Telegraph (Men's)
    Deer Stags Telegraph (Men's)
    New!
    Sale
    Deer Stags Telegraph(
Men's) -
Black Smooth
    Sale
    $50.45
    $65.00 22% off
    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
    Ariat Rambler Square Toe Boot (Men's)
    Ariat Rambler Square Toe Boot (Men's)
    Ariat Rambler Square Toe Boot (Men's)
    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) -
Rustic Black Leather
    Sale
    Ariat Rambler Square Toe Boot(
Men's) -
Wicker Distressed Leather
    Sale
    $149.95 - $179.95
    $159.95 - $199.95 up to 10% off
    Rockport World Tour Encounter (Men's)
    Rockport World Tour Encounter (Men's)
    Rockport World Tour Encounter (Men's)
    New!
    Sale
    Rockport World Tour Encounter(
Men's) -
Black Tumbled
    Sale
    Rockport World Tour Encounter(
Men's) -
Dark Brown Tumbled
    Sale
    $109.95
    $120.00 8% off
    Bostonian Ipswich Oxford (Men's)
    Bostonian Ipswich Oxford (Men's)
    Bostonian Ipswich Oxford (Men's)
    New!
    Sale
    Bostonian Ipswich Oxford(
Men's) -
Black Smooth Leather
    Sale
    Bostonian Ipswich Oxford(
Men's) -
Brown Smooth Leather
    Sale
    $79.95
    $90.00 11% off
    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
    Mark Nason Skechers Gower Slip On (Men's)
    Mark Nason Skechers Gower Slip On (Men's)
    Mark Nason Skechers Gower Slip On (Men's)
    New!
    Sale
    Mark Nason Skechers Gower Slip On(
Men's) -
Black
    Sale
    Mark Nason Skechers Gower Slip On(
Men's) -
Dark Red
    Sale
    $57.95 - $82.95
    $79.00 - $90.00 up to 28% off
    Bostonian Bolton (Men's)
    Bostonian Bolton (Men's)
    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
    Rockport World Tour Eureka (Men's)
    Rockport World Tour Eureka (Men's)
    Rockport World Tour Eureka (Men's)
    Rockport World Tour Eureka (Men's)
    New!
    Sale
    Rockport World Tour Eureka(
Men's) -
Black Full Grain Leather
    Sale
    Rockport World Tour Eureka(
Men's) -
Brown Full Grain Leather
    Sale
    Rockport World Tour Eureka(
Men's) -
Chocolate Nubuck
    Sale
    $89.95
    $100.00 10% off
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Beeswax Leather
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Brown Suede
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Dark Brown Leather
    Sale
    $84.95
    $99.00 14% off
    DVS Celsius (Men's)
    DVS Celsius (Men's)
    New!
    Sale
    DVS Celsius(
Men's) -
Black/Grey/Red Nubuck
    Sale
    $61.45 - $69.95
    $70.00 - $75.00 up to 13% off
    Ariat Heritage Western R Toe (Men's)
    Ariat Heritage Western R Toe (Men's)
    Ariat Heritage Western R Toe (Men's)
    Ariat Heritage Western R Toe (Men's)
    New!
    Sale
    Ariat Heritage Western R Toe(
Men's) -
Antique Mocha Suede Full Grain Leather
    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 - $169.95
    $179.95 - $189.95 up to 11% off
    Clarks Desert London (Men's)
    Clarks Desert London (Men's)
    New!
    Sale
    Clarks Desert London(
Men's) -
Leaf
    Sale
    $65.45 - $124.95
    $125.00 up to 48% off
    Timberland Icon 6
    Timberland Icon 6
    New!
    Sale
    Timberland Icon 6
    Sale
    $119.95 - $149.95
    $150.00 up to 20% off
    Ariat Rawhide (Men's)
    Ariat Rawhide (Men's)
    New!
    Sale
    Ariat Rawhide(
Men's) -
Weathered Chestnut Full Grain Leather
    Sale
    $199.95
    $219.95 9% off
    Dan Post Boots Albany 7 DP2401 (Men's)
    Dan Post Boots Albany 7 DP2401 (Men's)
    New!
    Sale
    Dan Post Boots Albany 7 DP2401(
Men's) -
Tan Mad Cat Leather
    Sale
    $190.45
    $270.00 29% off
    Ariat Ironside H2O (Men's)
    Ariat Ironside H2O (Men's)
    New!
    Sale
    Ariat Ironside H2O(
Men's) -
Dusted Brown Waterproof Full Grain Leather
    Sale
    $184.95
    $199.95 8% off
    Ariat Workhog Pull-On H2O Composite (Men's)
    Ariat Workhog Pull-On H2O Composite (Men's)
    Ariat Workhog Pull-On H2O Composite (Men's)
    New!
    Sale
    Ariat Workhog Pull-On H2O Composite(
Men's) -
Dark Copper Composite Toe Waterproof Leather
    Sale
    Ariat Workhog Pull-On H2O Composite(
Men's) -
Oily Dist. Brown Composite Toe Waterproof Leather
    Sale
    $189.95
    $209.95 10% off
    Skechers Relaxed Fit Superior Gains (Men's)
    Skechers Relaxed Fit Superior Gains (Men's)
    Skechers Relaxed Fit Superior Gains (Men's)
    New!
    Sale
    Skechers Relaxed Fit Superior Gains(
Men's) -
Black
    Sale
    Skechers Relaxed Fit Superior Gains(
Men's) -
Brown
    Sale
    $72.95
    $85.00 14% off
    Bostonian Calhoun Limit (Men's)
    Bostonian Calhoun Limit (Men's)
    Bostonian Calhoun Limit (Men's)
    New!
    Sale
    Bostonian Calhoun Limit(
Men's) -
Black Leather
    Sale
    Bostonian Calhoun Limit(
Men's) -
Burgundy Brush
    Sale
    $89.95
    $100.00 10% off
    Ariat Tombstone (Men's)
    Ariat Tombstone (Men's)
    Ariat Tombstone (Men's)
    Ariat Tombstone (Men's)
    Ariat Tombstone (Men's)
    New!
    Sale
    Ariat Tombstone(
Men's) -
Black/Black Full Grain Leather
    Sale
    Ariat Tombstone(
Men's) -
Distressed Brown/Sunnyside Full Grain Leather
    Sale
    Ariat Tombstone(
Men's) -
Earth/Black Full Grain Leather
    Sale
    Ariat Tombstone(
Men's) -
Weathered Chestnut Full Grain Leather
    Sale
    $199.95
    $219.95 9% off
    Ariat Heritage Roper (Men's)
    Ariat Heritage Roper (Men's)
    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 Tabor Saddle (Men's)
    Johnston & Murphy Tabor Saddle (Men's)
    Johnston & Murphy Tabor Saddle (Men's)
    Johnston & Murphy Tabor Saddle (Men's)
    New!
    Sale
    Johnston & Murphy Tabor Saddle(
Men's) -
Black Calfskin
    Sale
    Johnston & Murphy Tabor Saddle(
Men's) -
Brown Calfskin
    Sale
    Johnston & Murphy Tabor Saddle(
Men's) -
Mahogany Calfskin
    Sale
    $99.95
    $135.00 26% off
    Steve Madden Milnerr Cap Toe Oxford (Men's)
    Steve Madden Milnerr Cap Toe Oxford (Men's)
    New!
    Sale
    Steve Madden Milnerr Cap Toe Oxford(
Men's) -
Tan Leather
    Sale
    $79.95
    $115.00 30% off