Diabetic Dress Shoes for Men

When it comes to finding the perfect diabetic dress shoes for men, there are a lot of different challenges. Diabetes has a huge impact on circulation, and it usually accompanies other problems with the feet and legs. We’ve looked at hundreds of dress shoes and picked out the perfect pairs that have everything you need to be comfortable.

Diabetic Dress Shoes for Men – Reviews

1. Hush Puppies Men’s Venture Oxford

When it comes to diabetic dress shoes for men, hush puppies offers lace-up bicycle toe oxford option. Polyethylene outsole technology is incorporated by ZeroG technology which makes these shoes feel as if they were weightless. A permanent chemical bond is created between the layer upper and the outsole with direct construction, and this provides shock absorbing comfort and long-wearing durability.

Water is repelled due to the full grain waterproof leather upper, and its construction is also waterproof, meaning that all the seams are stitched and sealed to avoid water from penetrating. Quarter and tongue are lined with fabric vamp lining providing excellent climate control and comfort. The ankle area is properly cushioned with a padded instep and collar. People who have purchased this item claim that it is very comfortable and waterproof yet contemporary enough to wear with jeans or even khakis.

2. Dr. Comfort Wing Men’s Therapeutic Diabetic

The style of Dr. Comfort Wing is classic and sophisticated leather craftsmanship, those looking for diabetic dress shoes for men of only the highest quality and level of comfort will love these. Designed as a therapeutic shoe, it also provides all the needed protective and comfort features, and it includes Dr. Comfort Gel Inserts.

Only the finest leathers are used for the Men Dress Collection offering timeless classic designs and true sophistication. Consumers can enjoy all-day comfort thanks to the smooth leather interiors and the lightweight outsoles. The uppers are leather, and the lining is padded and seamless, and of course, they are crafted with only the finest leathers.

 3. Dunham Men’s Jackson Shoe

As far as diabetic dress shoes for men, this is a great choice. They are ideal for the office and so much more. The leather uppers are water resistant, and the construction is seam-sealed waterproof. For an adjustable as well as secure fit it offers a lace-up design as well as linings that are man-made.

The cushioned footbed is EVA foam and features extra foam pods located in the forefoot and heel. The extra foam pods provide extra comfort, and the rubber outsoles are highly durable. This shoe is the perfect choice for that businessman that is always on the go. The waterproof design offers protection and durability regardless of the weather conditions.

REVcrusade by Dunham

The REVcrusade by Dunham is an excellent blend of dress shoe and casual. The black leather uppers provide an upscale touch while the supportive yet flexible sole makes this pair feels like your favorite pair of tennis shoes. Anyone looking for dress shoes that are comfortable enough for everyday wear should pay attention to this pair from Dunham.
They feature all of the support, air flows, cushioning, and comfort as the rest, but with extra attention paid to the outsole and tread. Unlike most dress shoes that can be slippery on hard surfaces, these REVcrusades have a grippy rubber tread that holds fast even on wet surfaces. Dunham’s REVcrusade shoes are Medicare approved for diabetics.

3. SAS Ambassador Dress Shoes for Diabetic Men

SAS Ambassador Dress Shoes for Diabetic Men

SAS Ambassador is a classic style Medicare diabetic approved shoe for men that you can wear on work as well as any other occasion. It provides comfort, stability, and support for on feet all day. The odor resistant forefoot and heel cushion provides added support. The footbed molds to your unique shape of the foot to give a personalized custom fit. The toe box is roomy that prevents rubbing ulcers that many diabetics are prone to develop. The polyurethane outsole consists of air bubbles to provide maximum shock absorption and comfort.

If you are diabetic and on feet all day long, SAS Ambassador will provide you support and comfort and will prevent ulcers to your feet.

4. Drew Shoe Men’s Toledo – Diabetic

Drew Toledo has delivered a fantastic pair of diabetic men’s dress shoes, with plenty of support for your feet and excellent traction on slippery surfaces. These shoes look just as good as they feel, with full-grain leather uppers available in black, dark brown, and brandy. They’re perfect for casual wear too and look outstanding with jeans and slacks both.

You can expect plenty of support in the arch, a cushioned heel, ultra-comfortable insole, and an extra roomy toe box. These shoes won’t rub or irritate your feet, and they’re designed to cradle your heel with a custom 4-layer insole. This pair of Drew Toledo Men’s Shoes is Medicare approved for diabetics.

5. Propet Commuterlite Walking Shoe

Propet Men’s Commuterlite Walking Shoe is an excellent choice for active people. In addition to being dressy, they’re also a great walking shoe thanks to Propet’s advanced engineering and design. The insoles are antibacterial and designed to wick moisture away from your feet, which is vital to preventing blisters with heavy use. They have excellent traction, a custom midsole for support, and come with a padded collar and tongue to help make long-term wear more comfortable.

Propet Men’s Commuterlite Walking Shoe is Medicare approved for diabetics, so you can buy them with confidence knowing that you’re covered. This stylish Oxford comes in black and brown and is guaranteed to hold up to either 1,000 miles or 6 months of abuse or the manufacturer will replace them free of charge.

6. Aetrex Men’s Conform Double Strap Hook & Loop Oxford

Finally, these Oxfords from Aetrex are stylish and comfortable, and they come with Velcro straps for adjustability. They come in brown or black leather and feature extra padding on the tongue for the ultimate in support and comfort. They feature AntiShox gel insoles for additional support, helping to cradle your arch without forcing your foot into an uncomfortable position.
Anyone who experiences arch or heel pain is going to love this pair of shoes. The cuff is even surrounded by a padded leather collar to prevent painful rubbing on your ankles. Aetrex Men’s Conform Double Strap Hook & Loop Oxford are designed for diabetics, and perfect for anyone who suffers foot pain, mobility issues, plantar fasciitis, or pain due to poor circulation.

7. Orthofeet Gramercy Diabetic Men’s Orthopedic Dress Shoes

These soft leather shoes by Orthofeet are just as comfortable as they are attractive. They’re available in a both black and brown, and regardless of color, they’re made from the same supple, breathable, all-natural leather. They have a lightweight sole with plenty of cushion for extended wear and have foam padding on all interior pressure points including heels.

The quality of construction and degree of cushioning make these shoes an excellent choice not just for diabetics, but anyone who suffers from foot pain or disorders like plantar fasciitis, heel spurs, or bunions. Also, they’re made wider than normal, to provide plenty of space for your toes.
The insole of these shoes uses high-performance padding to ensure that your feet are as comfortable as possible. They have an ergonomic arch support and an extra-deep heel seat to cradle and cushion your foot.  The Orthofeet Gramercy dress shoes have got Medicare approval for diabetics.

Diabetic Dress Shoes for Men buying guidelines

Wide and Deep Toe Box

Having a large enough toe boxes is important for diabetics. If the shoes constantly rub on your toes, then painful blisters and even sores could develop. That’s why every shoe listed here has a roomier than average toe box, giving you plenty of room in your shoes to avoid unnecessary irritation.


The best shoes for diabetics are breathable, and all six of these dress shoes have better than average airflow. It’s difficult to find a breathable dress shoe, but it’s important to keep your feet dry and well ventilated to stay comfortable. These dress shoes all have features, like vents and unique fabric, which increases the amount of air that can get through the leather and on to your feet.


For a pair of shoes to be comfortable enough to wear all day, they need to be lightweight. These men’s diabetic dress shoes make use of cutting-edge materials like foam and nylon mesh to shave off ounces and lighten up your loafers. Because the manufacturers can use composite materials for the insoles and in the lining, they can cut down on the weight while still providing durability.

Soft and Supportive Insoles

Another feature that diabetics need a pair of shoes is soft and supportive insoles. These shoes have better than average arch support to help keep your feet healthy and ward off the pain. If you’ve ever worn a pair of dress shoes that leave you feeling sore at the end of the day, consider buying a pair from this list. Every pair of diabetic-friendly dress shoes we’ve reviewed is comfortable enough for all-day wear without causing pain in your heels and arches.

Orthotic Friendly

Finally, many diabetics rely on orthotics to help keep their feet and legs healthy. Custom orthotics does everything from providing necessary support to correcting posture and increasing blood flow. These shoes are all wide and roomy enough to be able to fit orthotics inside, so you’ll be able to get the sort of support you need while still looking great in your new dress shoes.

These diabetic dress shoes for men are the perfect addition to your closet if you’re worried about foot pain and sores due to reduced circulation and diabetes. Regardless of which pair you choose, every shoe has been engineered by professionals to ensure that you have the most comfortable experience possible. Don’t let diabetes affect your mobility and quality of life, upgrade your shoes today and experience the difference that a great fit makes.

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