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Black Friday - 35% Off Sitewide + Extra 10% Off w/ code: DRCBF10   |  SHOP NOW!  |  ENDS 11/30/25 |  Details

Comfortable Men's Dress Shoes

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  1. View Details Dr Comfort - Wing Shoe - Black - 3/4

    Wing

    Men’s Dress Shoe
    Special Price $107.25 Regular Price $165.00
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    Rating:
    100%
    (2) Reviews
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    A timeless dress shoe with subtle details and hand-burnished finish. Learn More
  2. View Details Dr Comfort - Ruk Shoe - Black - 3/4

    Ruk

    Men’s Chukka Boot
    Special Price $107.25 Regular Price $165.00
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    Rating:
    86%
    (14) Reviews
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    A classic, versatile chukka boot with a contemporary twist delivering comfort and support. Learn More
  3. View Details Stallion Black

    Stallion

    Men’s Dress Shoes
    Special Price $107.25 Regular Price $165.00
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    Rating:
    87%
    (6) Reviews
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    Lightweight, moccasin-style lace-up dress shoe with a business-casual look. Learn More
  4. View Details Classic Black

    Classic

    Men’s Dress Shoe
    Special Price $107.25 Regular Price $165.00
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    Rating:
    100%
    (4) Reviews
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    Clean, simple traditional dress shoe with high-polished, hand burnished leather. Learn More
  5. View Details Dr Comfort - Frank Shoe - Black - 3/4

    Frank

    Men’s Dress Shoe
    Special Price $107.25 Regular Price $165.00
    35% Off Save $57.75
    EXTRA 10% OFF
    Rating:
    100%
    (2) Reviews
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    Timeless, sophisticated leather dress shoe with detailed stitching for business or special events. Learn More
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A Blend of Style and Comfort

When it comes to comfortable men's dress shoes, Dr. Comfort delivers a perfect blend of style and ease. Whether you're looking for classic black leather dress shoes, elegant browns, or stylish Oxford shoes and boots, our collection offers a wide range of options tailored to both business and casual settings. Every pair is designed with features that support your feet, including built-in arch support, cushioning insoles, and the extra room in the toe box to relieve foot pain often caused by various conditions.
Dr. Comfort's orthopedic shoes for men combine smart fashion with foot-healthy functionality. Whether you're interested in an Oxford shoe, a dress boot, or loafers, we have options that cater to every style preference. Our comfortable dress shoe range also includes options in black leather and dark brown, providing versatility for various outfits. Dr. Comfort understands the importance of combining fashion with functionality, making us a trusted choice for not only men's dress shoes, but all men’s orthopedic shoes as well.


Exceptional Service and Convenience

Shopping with Dr. Comfort is just as smooth as wearing our shoes. In addition to our stylish and comfortable shoe options, we offer exceptional customer service to enhance your shopping experience. Use our store locator to find the nearest Dr. Comfort retailer or browse online and view all accessories and clearance items. Our size guide and hassle-free return policy make it easy to find the perfect fit. We respect your privacy and offer clear information on our cookies and privacy notice policies. At Dr. Comfort, we offer more than just shoes—we offer lasting comfort and timeless style for every step of your journey. Explore our collection today and discover why so many men trust Dr. Comfort for their dress shoe needs.

DOORBUSTER DEALS

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Dawn
Dawn
Special Price $49.50 Regular Price $165.00
70% Off Save $115.50
Sean
Sean
Special Price $49.50 Regular Price $165.00
70% Off Save $115.50
Meadow
Meadow
Special Price $107.25 Regular Price $165.00
35% Off Save $57.75
Dr Comfort - Jason - Black - 3/4
Jason
Special Price $49.50 Regular Price $165.00
70% Off Save $115.50
Dr Comfort - Katy - Turquoise/Green - 3/4
Katy
Special Price $49.50 Regular Price $165.00
70% Off Save $115.50
Marl Brown Womens
Therapeutic Comfort Wool Marl Crew Sock
Special Price $11.99 Regular Price $24.00
50% Off Save $12.01
Striper Duo
Therapeutic Comfort Wool Striper Crew Sock
Special Price $11.99 Regular Price $24.00
50% Off Save $12.01
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