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!

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

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 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

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 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

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

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

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 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

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

Apex Conform Classic Oxford - Men's...

Designed to limit stress at the areas of the foot most susceptible to pain, Ambulator Biomechanical footwear provide unsurpassed comfort and protection with unique...
Price
$144.95

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

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

Propét Parson - Men's Double Depth...

The Parson is a classic men’s durable Nubuck upper casual dress shoe. This shoe features two removable layers of depth for a customized fit. The upper layer is a...
Price
$99.95

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 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 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

Apex Lexington Cap Toe Oxford - Men's...

The Lexington Cap Toe Oxford is made from the finest materials available and incorporates Apex's Customization Technology for personalized performance and comfort....
Price
$144.95

Apex Lexington Strap - Men's Penny...

Set in sleek leather, the Apex Lexington Loafer's classic penny saver band and low, tonal moc-toe stitching deliver a handsome, laidback look you'll want to...
Price
$144.95

Propet Troy - Men's Double Depth...

This waterproof boot combines comfort, weatherproof, and sophistication in one. The soft faux fur lining is gentle on your feet while the twin zippers on either side...
Price
$134.95

Drew Delaware - Men's Orthopedic...

A classic wingtip oxford style available in medium to extra-wide widths. Made with the finest suede leathers and includes a quality, breathable lining and steel...
Price
$164.99

Apex Conform Double Strap - Men's...

The Double Strap Ambulator Conform provides unsurpassed comfort and protection with unique features such as Hidden-Depth Rocker soles, removable comfort orthotics...
Price
$144.95

Apex Classic Moc Biomechanical -...

Designed to limit stress at the areas of the foot most susceptible to pain. These shoes are often recommended for diabetes, arthritis or for anyone seeking a shoe...
Price
$144.95

Dr. Comfort Classic - Men's Comfort...

All leather classic design with traditional lace closure. Features a lightweight outsole and fine leather uppers to offer your feet comfort that will last. Available...
Price
$144.95

Apis Mt. Emey 502-X - Men's Dress Shoes

Extra supra-depth to accommodate very severe edema/swollen feet. Features heel counter cushioned with expandable elastic foam/fabric, designed for sensitive...
Price
$154.95

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

Propét Patton - Men's Double Depth...

Ease and comfort in one with the Patton! A classic slip-on comfort dress casual men’s style with two layers of removable inserts. The top insole features a...
Price
$73.49

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

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

Propét Findley - Men's Comfort Chukka...

A classic chukka boot with detailed stitching and quality construction. The suede uppers give the boot a gentle look  with plenty of durability. Feel the difference...
Price
$104.95

Propet Vinn - Men's Comfort Casual...

The Vinn is a great everyday casual dress shoe. With it's soft leather uppers and knit mesh padded collar and tongue, you can't go wrong. A classic design infused...
Price
$94.95

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

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

Propét Pax - Men's Double Depth...

This mid-cut casual comfort boot excels in its category with the waxy Nubuck uppers and flexible dual density EVA outsoles to support and cradle the foot. A...
Price
$104.95

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

Propét Ford - Men's Leather Comfort...

A sophisticated design pair with quality materials make for a eligible contender in the men’s comfort boots category. The modern lace up boot with a leather cap-toe...
Price
$99.95

Propét Brock - Men's Weather-Proof...

Protect your feet in comfort and style. The smooth leather upper works with trousers or jeans, and the breathable mesh lining pulls moisture away from your feet,...
Price
$99.95

Propét Bruce - Men's Water-Resistant...

Protect your feet in comfort and style. The smooth leather upper works with trousers or jeans, and the breathable mesh lining pulls moisture away from your feet,...
Price
$99.95

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
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