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Cole Haan Dress Shoes

Hit refresh on your collection of men’s dress shoes. From wing-tip oxfords to penny loafers to suede moccasins, there are Cole Haan dress shoes to match almost every outfit and occasion. Explore classic designs with modern detailing including extended widths for guys that need a little extra room.

Distinguished Gentleman
Look every bit the part with Cole Haan dress shoes. For formal occasions, a suit easily works well with wing-tip or cap-toe oxfords and double monk-strap loafers. You can expect to find classic colors like black and brown, but even those neutrals standout thanks to the Cole Haan treatment. Browns are burnished and mahogany while blacks are rich, patent or accented with tassels.

Business As Usual
A pair of Cole Haan dress shoes will inspire you to look professional from head to toe. Find a pair of shoes that are both comfortable and provide subtle sophistication. Cole Haan oxfords are a great choice for the workplace. Have fun with colorful rubber soles. They’re an awesome way to bring a touch of color into your look.

Casual Classics
Your everyday wardrobe gets an instant upgrade with the right pair of shoes. Go for moccasins or drivers from Cole Haan if you want to look laidback with a hint of polish. Slip-on styles are carefree and come in timeless and on-trend hues and finishes--think black laser-cut, colorblocking and colored suede.

Ready to put your best foot forward? Shop for Cole Haan dress shoes plus other men’s shoes at Macy’s.

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  • 17 items in Cole Haan Dress Shoes

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    • 3 colors
      Cole Haan Men's Original Grand Wing Oxfords
      $150.00
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    • 3 colors
      Cole Haan Men's Henry Grand Cap-Toe Oxfords
      $170.00
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      (109)
    • 2 colors
      Cole Haan Men's Henry Grand Cap-Toe Oxfords
      $170.00
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      Extended Widths
      Cole Haan Men's Pinch Tassel Moc-Toe Loafers - Extended Widths Available
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      $160.00
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    • 2 colors
      Cole Haan Men's Henry Grand Oxfords
      $170.00
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    • 2 colors
      Cole Haan Men's Henry Grand Short Wing-Tip Oxfords
      $170.00
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    • 2 colors
      Cole Haan Men's Pinch Penny Moc-Toe Loafers
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      $160.00
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    • 3 colors
      Cole Haan Men's Pinch Friday Contemporary Loafers
      $130.00
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    • Cole Haan Men's Henry Grand Double-Monk Strap Oxfords Created for Macy's
      $170.00
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    • 2 colors
      Cole Haan Men's Pinch Friday Contemporary Tassel Loafer
      $130.00
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    • Cole Haan Men's Henry Grand Double-Monk Strap Oxfords Created for Macy's
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    • 2 colors
      Cole Haan Men's Washington Grand Casual Wingtip Oxfords
      $400.00
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    • Cole Haan Men's Washington Grand Tassel Loafers
      $320.00
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      (1)
    • 2 colors
      Cole Haan Men's Santa Barbara II Twin Gore Slip-Ons
      $130.00
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    • Cole Haan Men's Hartfield Apron-Toe Oxfords
      $200.00
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    • Cole Haan Men's Hartfield Apron-Toe Oxfords
      $200.00
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    • 2 colors
      Cole Haan Men's Hartsfield Cap-Toe Oxfords
      $200.00
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