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    Mens Dress Comfortable Shoes

    1-36 of 195 results
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    ECCO New Jersey Slip On (Men's)
    ECCO New Jersey Slip On (Men's)
    ECCO New Jersey Slip On (Men's)
    New!
    Sale
    ECCO New Jersey Slip On(Men's)-Black Santiago
    Sale
    ECCO New Jersey Slip On(Men's)-Mink Leather
    Sale
    $119.95
    $150.00 20% 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
    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)-Burgundy Brushed Calfskin
    Sale
    Johnston & Murphy Ski-Moc(Men's)-Black Brushed Calfskin
    Sale
    $148.95
    $175.00 15% off
    Neil M Wynne (Men's)
    Neil M Wynne (Men's)
    Neil M Wynne (Men's)
    Neil M Wynne (Men's)
    Neil M Wynne (Men's)
    Neil M Wynne (Men's)
    New!
    Sale
    Neil M Wynne(Men's)-Black Bison Leather
    Neil M Wynne(Men's)-Cognac Bison Leather
    Neil M Wynne(Men's)-Java Cowhide Leather
    Neil M Wynne(Men's)-Oxblood Bison Leather
    Neil M Wynne(Men's)-Worn Saddle Leather
    $239.95
    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 President (Men's)
    Neil M President (Men's)
    Neil M President (Men's)
    New!
    Sale
    Neil M President(Men's)-Black Buttery Calfskin
    Neil M President(Men's)-Cognac Buttery Calfskin
    $224.95
    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
    Sale
    Rockport Essential Details Waterproof Slip On(Men's)-Black Leather
    Rockport Essential Details Waterproof Slip On(Men's)-Dark Brown Leather
    $99.95
    $100.00 - $110.00 up to 9% 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
    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 Black Waxhide Trim
    Sale
    Johnston & Murphy Aragon II Loafer(Men's) -Tan Calfskin
    Sale
    Johnston & Murphy Aragon II Loafer(Men's) -Black Deer with Antique Chestnut Waxhide Trim
    $89.95 - $134.95
    $134.95 - $135.00 up to 33% off
    Rockport Essential Details Waterproof Plain Toe (Men's)
    Rockport Essential Details Waterproof Plain Toe (Men's)
    Rockport Essential Details Waterproof Plain Toe (Men's)
    Rockport Essential Details Waterproof Plain Toe (Men's)
    New!
    Sale
    Rockport Essential Details Waterproof Plain Toe(Men's) -Tan Antique Leather
    Sale
    Rockport Essential Details Waterproof Plain Toe(Men's) -Black Full Grain Leather
    Rockport Essential Details Waterproof Plain Toe(Men's) -Dark Brown Full Grain Leather
    $99.95
    $110.00 9% 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 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
    Sale
    Rockport Perth Loafer(Men's) -Timber w/ Honey Sole
    Sale
    Rockport Perth Loafer(Men's) -Navy Leather/Nubuck
    Sale
    $89.99 - $109.95
    $125.00 up to 28% 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
    Clarks Un.Seal (Men's)
    Clarks Un.Seal (Men's)
    Clarks Un.Seal (Men's)
    New!
    Sale
    Clarks Un.Seal(Men's) -Black Leather
    Clarks Un.Seal(Men's) -Brown Leather
    $159.95
    ECCO Classic Moc (Men's)
    ECCO Classic Moc (Men's)
    ECCO Classic Moc (Men's)
    New!
    Sale
    ECCO Classic Moc(Men's) -Lion Cow Leather
    New
    ECCO Classic Moc(Men's) -Black Cow Leather
    $109.95
    Nunn Bush Kent Loafer (Men's)
    Nunn Bush Kent Loafer (Men's)
    Nunn Bush Kent Loafer (Men's)
    Nunn Bush Kent Loafer (Men's)
    New!
    Sale
    Nunn Bush Kent Loafer(Men's) -Black Leather
    Sale
    Nunn Bush Kent Loafer(Men's) -Burgundy Leather
    Sale
    Nunn Bush Kent Loafer(Men's) -Saddle Tan Leather
    Sale
    $68.00
    $85.00 20% off
    Orthofeet Gramercy (Men's)
    Orthofeet Gramercy (Men's)
    Orthofeet Gramercy (Men's)
    New!
    Sale
    Orthofeet Gramercy(Men's) -Black
    Orthofeet Gramercy(Men's) -Brown
    $135.95
    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
    ECCO Windsor Slip On (Men's)
    ECCO Windsor Slip On (Men's)
    ECCO Windsor Slip On (Men's)
    New!
    Sale
    ECCO Windsor Slip On(Men's) -Black
    ECCO Windsor Slip On(Men's) -Cocoa Brown Antic Calf Leather
    $249.95
    Rockport Sharp & Ready Colben (Men's)
    Rockport Sharp & Ready Colben (Men's)
    Rockport Sharp & Ready Colben (Men's)
    Rockport Sharp & Ready Colben (Men's)
    Rockport Sharp & Ready Colben (Men's)
    Rockport Sharp & Ready Colben (Men's)
    Rockport Sharp & Ready Colben (Men's)
    New!
    Sale
    Rockport Sharp & Ready Colben(Men's) -Black Leather
    Sale
    Rockport Sharp & Ready Colben(Men's) -Brown II Leather
    Sale
    Rockport Sharp & Ready Colben(Men's) -Castlerock Leather
    Sale
    Rockport Sharp & Ready Colben(Men's) -Chocolate Brown Leather
    Sale
    Rockport Sharp & Ready Colben(Men's) -New Burnished Brown
    Sale
    Rockport Sharp & Ready Colben(Men's) -New Tan Leather
    Sale
    $79.99
    $130.00 38% 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
    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
    $88.95 - $99.95
    $110.00 up to 19% off
    Mephisto Waino (Men's)
    Mephisto Waino (Men's)
    Mephisto Waino (Men's)
    Mephisto Waino (Men's)
    New!
    Sale
    Mephisto Waino(Men's) -Black Perceval
    Mephisto Waino(Men's) -Dark Brown Grunge
    Mephisto Waino(Men's) -Hazelnut Leather
    $398.95
    Rockport City Smart Plain Toe Oxford (Men's)
    Rockport City Smart Plain Toe Oxford (Men's)
    Rockport City Smart Plain Toe Oxford (Men's)
    New!
    Sale
    Rockport City Smart Plain Toe Oxford(Men's) -Black Leather
    Sale
    Rockport City Smart Plain Toe Oxford(Men's) -Tan Leather
    Sale
    $89.99
    $130.00 - $135.00 up to 33% off
    Rockport Style Leader 2 Bike Toe Oxford (Men's)
    Rockport Style Leader 2 Bike Toe Oxford (Men's)
    Rockport Style Leader 2 Bike Toe Oxford (Men's)
    New!
    Sale
    Rockport Style Leader 2 Bike Toe Oxford(Men's) -Black Leather
    Sale
    Rockport Style Leader 2 Bike Toe Oxford(Men's) -Tan II Leather
    Sale
    $89.99
    $110.00 18% off
    Rockport Fairwood Macudam Lace (Men's)
    Rockport Fairwood Macudam Lace (Men's)
    New!
    Sale
    Rockport Fairwood Macudam Lace(Men's) -Black Leather
    Sale
    $89.99
    $125.00 28% off
    Rockport City Smart Wing Tip Oxford (Men's)
    Rockport City Smart Wing Tip Oxford (Men's)
    New!
    Sale
    Rockport City Smart Wing Tip Oxford(Men's) -Black Leather
    Sale
    $89.99
    $135.00 33% off
    Related Products
    This cap-toe oxford features removable footbeds, Abzorb® pods in the heel and forefoot, and seam-sealed waterproof construction. Adjustable Lace ClosureFull ...
    Dunham Jackson (Men's)
    Description:
    This cap-toe oxford features removable footbeds, Abzorb® pods in the heel and forefoot, and seam-sealed waterproof construction. Adjustable Lace ClosureFull grain leather upperMedicare / HCPCS code = A9270, may be eligible for Medicare reimbursementNylon stability shank embedded into midsole supports ...
    This bicycle toe oxford dress shoe features a genuine deerskin and calf leather upper, a sheepskin lining with Florsheim imperial ...
    Florsheim Orlando (Men's)
    Description:
    This bicycle toe oxford dress shoe features a genuine deerskin and calf leather upper, a sheepskin lining with Florsheim imperial fabric detailing, a Bio Comfort™ Imperial Sock Liner that is breathable, moisture-wicking, and shock-absorbing, and a leather sole. Heel Height: ...
    Hydro-shield construction helps keep foot dry. Padded collar and tongue help prevent blisters and lace bruising. PU Kinetic Air Circulator ...
    Rockport Evander Waterproof (Men's)
    Description:
    Hydro-shield construction helps keep foot dry. Padded collar and tongue help prevent blisters and lace bruising. PU Kinetic Air Circulator footbed offers durable cushioning & patented active air-circulating technology. Polyurethane durable cushioning outsole helps provide long lasting comfort. Waterproof full ...