Men's Orthopedic & Diabetic Dress Shoes

Stylish and comfortable men's orthopedic shoes available in a variety of sizes and colors to match your preference. We know fashion and orthopedic shoes are often not found together, but we offer a large number of brands that offer a diverse selection of men's dress footwear.

We offer orthopedic and diabetic dress shoes that provide...

Men's Orthopedic & Diabetic Dress Shoes

Stylish and comfortable men's orthopedic shoes available in a variety of sizes and colors to match your preference. We know fashion and orthopedic shoes are often not found together, but we offer a large number of brands that offer a diverse selection of men's dress footwear.

We offer orthopedic and diabetic dress shoes that provide comfort and support to keep you on your feet - for longer. Browse our selection of men's dress shoes from popular, podiatrist-respected brands like Drew Shoe, P.W. Minor, Vionic, and more!

FITec 6502 - Men's Oil Resistant Work...

The Fitec 6502 is a men’s work shoe with many therapeutic features designed to provide comfort and support while standing on your feet or walking the warehouse or...
Price
$134.95

Apis Mt. Emey 9501 - Men's Dress Shoe...

Added depth for a variety of foot conditions, including moderate bunions and AFOs. From swelling feet to custom orthotics, this shoe will comfortably fit to your foot...
Price
$129.95

Apis Mt. Emey 502-E - Men's...

The Accommodator 502-E has a heel counter cushioned with expandable elastic foam/fabric and is designed for sensitive feet and ankles. Accommodates very severe edema...
Price
$174.95

Apis Mt. Emey 801 - Men's Triple...

A solid dress shoe that is durable and therapeutic for a variety of foot conditions. The added depth provides room for custom orthotics and the extended lateral...
Price
$134.95

Apex Hudson - Men's Chukka Boot

The APEX Hudson Chukka Boot therapeutic shoe provides comfort and style for both casual or dress settings.  A classic design with many features, the Hudson...
Price
$179.95

SureFit London - Hook and Loop Moc...

A great men's dress shoe for foot conditions like, high instep/cavus/swelling, pronated/flat foot, bunions, hammertoes, and partial foot. The London also can...
Price
$119.95

Dr. Comfort Wing

A men's wing tip dress shoe from Dr. Comfort. Made with quality leather uppers, a lightweight outsole, and smooth leather interiors to offer your foot support and...
Price
$144.95

Apis Mt. Emey 802 - Men's Dress Shoes...

A Velcro strap closure on a quality and stylish dress shoe. The dual straps allow for a wider opening to insert your foot and a perfect fitting when fastened. The...
Price
$134.95

Apex Ariya Moc Toe - Men's...

The Ariya Collection is crafted form the finest full grain leathers and technologically advanced fabrics available. The outsole features high quality polyurethane to...
Price
$149.95

Dr. Comfort Ruk - Men's Orthopedic...

The Dr. Comfort Ruk is part of the Men's Dress Collection that offers the finest leathers and true sophistication in timeless classic designs. The Ruk includes...
Price
$144.95

Drew Doubler - Men's Orthopedic Shoes

Doubler offers proven benefits for feet in need of special care. Double the added depth provides 20 percent more in-shoe capacity than traditional footwear. Ideal...
Price
$234.99
  • New

Anodyne Men's No. 52 Casual Dress

The Anodyne Men's No.52 Casual Dress Shoe is tailored for those with foot conditions that need more from their shoes. Offering a combination of comfort and style,...
Price
$159.95

Drew Armstrong - Men's Comfort...

This men's casual sneaker is a perfect footwear option for those with high arches and need more stability with their shoes. The Armstrong comes with premium leather...
Price
$199.99

Drew Mansfield II - Men's Casual...

The Mansfield II is not only a stylish men's shoe but also has more than a few key features when looking for an ultra lightweight comfortable dress or casual shoe....
Price
$189.99

Propét Finn - Men's Comfort Suede...

The Finn brings a classic oxford design with premium suede uppers with detailed stitching. The shoe is cushioned by its EVA layer and rubber outsole – perfect for...
Price
$119.95

Drew Shoe Drifter - Men's Double...

One of Drew Shoe's best sellers is the Drifter. The Drifter features a soft padded tongue and collar as well as a stretchable vamp for extra toe room. The lightweight...
Price
$189.99

Drew Watson - Men's Comfort Casual...

The ultra-lightweight construction and large, single strap closure of the Drew Watson makes this style and ideal shoe for anyone wanting minimal effort for getting on...
Price
$189.99

Drew Bronx - Men's Comfort Chukka Boots

Dress up or down in this versatile men’s chukka boot. A classic design loaded with features for ultimate foot comfort. The Bronx features premium leather uppers and...
Price
$199.99

Drew Essex - Men's Orthopedic Slip-On...

Look and feel your best in the Drew Essex. This style features smooth leather uppers and a convenient Gentlemen’s heel notch to prevent your heel from getting...
Price
$184.99

Surefit Milan - Men's Lace Dress Shoes

A classic men's lace-up dress shoe available in medium, wide, and extra-wide widths to accommodate a variety of foot conditions and/or orthotics. Feel the difference...
Price
$119.95

Apex Lexington Moc Toe Oxford Men's...

You can wear these new Apex Lexington Moc Toe Oxford Men with Dress Pants, Khaki's or Jeans. This Oxford is designed to combine classic, refined styling with Apex's...
Price
$149.95

Drew Park - Men's Orthopedic Dress Shoes

For guys who want a stylish casual shoe with therapeutic benefits turn to the Park by Drew. Showcasing a sleek and classic design, you'd never know it is...
Price
$239.95

Mt. Emey 708-L - Men's Extra-Depth...

Need a shoe where the sole can be modified to your specifications? The 708-L offers a symmetrical cut-line so a custom sole can be added for a variety of foot...
Price
$129.95

Hush Puppies Gil - Men's Comfort Shoes

So light, they're almost weightless. Hook and loop closure gets you in and out easily. In smooth leather. Take a classic, mix in an offbeat detail, and stir. The...
Price
$94.95

Propét Scandia Strap - Men's Casual...

Hand-stitched construction for flexibility, grain leather uppers with lined quarters, adjustable fasteners. ( Padded collar, external and internal heel counters for...
Price
$129.95

Apis Mt. Emey 502 - Men's Orthopedic...

Men's Apis 502 Dress Shoes are double depth and made of genuine leather on the uppers and the lining. Accommodates moderate bunions, hammer toes, pronated/flat foot,...
Price
$129.95

Drew Dakota - Men's Orthopedic Dress...

The Dakota is perfect for the man on the go in need of functional style. Featuring a functional zipper, hidden depth and sleek Opanka construction, and...
Price
$164.99

Dr. Comfort John - Men's Comfort...

Classic loafer design with the all the support and comfort expected from Dr. Comfort shoes. The John brings a bold men's dress shoe that offers soft pigskin leather...
Price
$149.95

Surefit Kingston - Men's Stretchable...

A stretch men's dress casual shoe that offers exceptional comfort and functional features for a variety of foot conditions. The leather and stretch lyrca combo uppers...
Price
$119.95

Surefit Copenhagen - Men's Strap...

Get the therapeutic benefit of soft leather upper and leather linings paired with supportive insoles and a wide toe box area. The Copenhagen is a classic gentlemen's...
Price
$129.95

Drew Canton - Men's Orthopedic Dress...

The Canton from Drew Shoe is a casual dress shoe that has therapeutic foot health benefits and a sleek style. You will be able to adjust the fit just to your liking...
Price
$164.99

Propét Parker - Men's Extra Depth...

Protect your feet and walk as long as you want to in this ultra-supportive leather upper. The micro-fiber lining, padded collar and tongue create a comfort package...
Price
$109.95

Drew Trevino - Men's Comfort Boots

The Drew Trevino is a sleek styling, men's double depth comfort hi-top shoe. This style offers a premium leather upper and odor- and moisture-resistant Drilex®...
Price
$199.99

Mt. Emey 9608 - Men's Comfort Casual...

A men's extra depth casual shoe made with durable leather uppers and seamless linings for reduced friction to prevent abrasions. The extra depth is perfect for those...
Price
$129.95

Drew Mansfield - Men's Casual Shoes

For casual orthopedic shoe with a unique style and fit, the Mansfield from Drew Shoe is the right choice! This casual shoe has all the added foot health features and...
Price
$169.99

Apis Mt. Emey 9502 - Men's Dress Shoe

A classic design with therapeutic features for bunions, hammertoes, diabetes, and more. The quality of the soft genuine leather uppers and lightweight EVA outsole...
Price
$129.95

Apis Mt. Emey 888-V - Men's Casual...

An orthopedic shoe designed to accommodate moderate hammer toes, bunions, and deformities. Also, the added depth helps for fitting with swollen feet, substantial foot...
Price
$129.95

Orthofeet Zodiac - Men's Orthopedic...

The Zodiac features soft leather uppers and soft, padded interior fabric for enhanced comfort and foot health. The hook-and-loop strap makes for easy, adjustable...
Price
$144.95

Propet Flynn - Men's Slip-On Dress Shoe

If you love the look of a classic slip-on but want a little more support, then the Flynn is your perfect match. With stretch twin gores for adjustability at the...
Price
$114.95
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