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Men's Casual Diabetic & Orthopedic Shoes

Men's casual footwear that comes in numerous colors, sizes, and widths to match your style preference and foot. Our men's casual orthopedic shoes come in wider widths and provide extra volume in the toebox area to accommodate for a variety of foot conditions.

Whether you need a more volume for hammertoes, swelling or another foot conditions, we have the selection for you. Also, our casual shoes feature removable footbeds to replace with your own custom orthotics.

CasualThere are 236 products.

per page
  • $ 109.95

    The Porter is a classic men's casual shoe with the Propet flair. This moc toe style features suede uppers and a wide hook and loop strap for easy closure. It offer two removable footbeds to accommodate a variety of foot conditions including AFO braces, swelling, and more. Inside is a delight with the micro-fiber lining and the flexible EVA outsole...

    $ 109.95
    In Stock
  • $ 148.95

    Another great shoe from Dr. Lin. The Nevis lace up shoe from Oasis is made of quality genuine full grain leather and a Trek-Dry® fabric that has been given an anti-microbial treatment to enhance its moisture absorption. Comes with pre-molded inserts that include a pair of removable spacers allowing for internal extra depth for the foot. F.C.T Technology...

    $ 148.95
    In Stock
  • $ 137.95

    The Dr. Comfort Brian offers stretch Lycra with leather trim to accommodate for foot conditions like bunions and hammertoes. The stretchable material provides some give to prevent uncomfortable rubbing and restriction. The Brian has a single strap Velcro closure for a secure fit and a lightweight outsole for added support. Available in Acorn or Black.

    $ 137.95
    In Stock
  • $ 99.95

    This classic and quality slip on is made with a supple full-grain leather that works with your casual or work wardrobes. The mesh lining and firm heel design makes sure you stay comfortable all day. Two elastic side goring for adjustability and comfort at the instep. Open cell poly upper gives you a cool, dry footbed to keep your feet healthy, and the...

    $ 99.95
    In Stock
  • $ 137.95

    Part of the Dr. Comfort Specialty Collection, the Douglas features partial leather uppers with stretch Lycra bands to accommodate for a variety of foot conditions, including hammertoes and bunions. The single strap Velcro closure provides adjustability and secure fitting. Available in Chestnut or Black.

    $ 137.95
    In Stock
  • $ 144.95

    The Ariya Collection is crafted form the finest full grain leathers and technologically advanced fabrics available. The outsole features high quality polyurethane to provide light weight resiliency and shock absorption.  

    $ 144.95
    In Stock
  • $ 126.99

    Cool, flexible, sturdy and comfortable...all in one! The Drew Ski can keep you feeling great on your feet with its vulcanized rubber outsole and supportive insoles to help alleviate lower body pain and improving alignment. Inserts can be removed to make for an orthotic-friendly sneaker. Easily adjust and secure the sneaker with the three straps across the...

    $ 126.99
    In Stock
  • $ 139.95

    Take your formal wear up a notch in the Snyder. The Snyder loafer boasts a classic and powerful look. You’ll love wearing the shoes with all types of formal wear. Try wearing these loafers with skinny jeans or jeans with a rolled cuff to express your laid back and fashionable side.  Additionally, Vionic shoes come with their podiatrist-designed Orthaheel...

    $ 139.95
    In Stock
  • $ 149.95

    Sophisticated comfort is the essence of the Luca. Made of leather uppers and a durable rubber outsole, you can be sure this will be the staple to your daily casual attire. A sleek design with stylish stitching around the vamp and garnished with a dapper lacing. The removable insoles offer support to relieve pain at the arches and heel. The contoured...

    $ 149.95
    In Stock
  • $ 144.95

    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 that provides maximum comfort.  

    $ 144.95
    In Stock
  • $ 126.99

    Look and feel your best in the Drew Buzz. This style features an extremely soft stretch opening at the ankle of the shoe, so no need to let swollen ankles get you down. The footbed comes with two removable pieces for added customization and depth. This style also features a built-in, wide, synthetic fiber shank for support. You’ll appreciate the flannel...

    $ 126.99
    In Stock
  • $ 169.95

    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 construction allows for a easy to wear feel and there are two removable insoles for those needing extra room inside the shoe for swelling, hammertoes, AFO accommodation and more. The Drifter...

    $ 169.95
    In Stock
  • $ 64.99

    A classic men's casual shoe with a whole lot of comfort. The Orion features a lightweight, EVA footbed to alleviate common foot aches and the Orthaheel Technology to help reduce over-pronation. A perfect shoe for the summer and an even better choice for your foot health.

    $ 64.99
    Product available with different options
  • $ 149.95

    A blend of sneaker with boat shoe styling make the Damian a versatile footwear choice. Plus, the stretch material around the ankle make for a more comfortable, adjustable fit. Get more breathability with the perforated detail and added comfort with the shock absorption in the durable rubber sole. A sneaker designed for a variety of occasions – step into...

    $ 149.95
    In Stock
  • $ 99.95

    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, keeping them cool and dry. A high traction rubber sole gives you a strong grip on any surface. Side zippers on both sides for a larger entry area to make it easy to get the boots on and off.

    $ 99.95
    In Stock
  • $ 179.95

    Enjoy the new Drew Bexley II with its similar popular design as the original, but with tons more improvements. This men's casual slip-on features twin side goring for a  better fit and easy on-and-off. Plus, Bexley II features firm heel stabilizers to help with lower body alignment and padded heel and forefoot - great for foot conditions like...

    $ 179.95
    In Stock
  • $ 119.99

    This is a great open air shoe suitable for hotter climates with a beautiful leather finish. The Leather and Drilex® linings wick away moisture to keep your feet dry. These sandals do come with two removable footbeds for ultimate custom ability. 

    $ 119.99
    Product available with different options
  • $ 94.95

    Finally! A low profile shoe with easy entry for slightly swollen feet. The stretch gore band across the instep provides flexibility with the shoe. Combine super comfort with sporty style in this contemporary sneaker. The leather and suede upper has accent stitching on the padded collar and tongue insole. The wide Velcro snap makes it an easy on and off...

    $ 94.95
    In Stock
  • $ 124.99

    Maximize quality and comfort with the Bradley Shoe which is designed to look as good as it feels! Featuring a soft full grain leather upper with a microfiber collar lining and midsole made of compression-molded EVA foam for added support.

    $ 124.99
    In Stock
  • $ 74.95

    Rain or shine the Vance is the shoe to wear. It's Scotchgard© treated wool blend uppers can withstand some raindrops and keep you going. Made with a supportive firm heel counter and a padded collar and tongue. Get around smoothly with the responsive cushion from the thermally controlled rubber outsole. Plus, keep your feet cool and dry with the breathable...

    $ 74.95
    In Stock
  • $ 104.95

    The Pierson Strap is a classic men’s casual dress shoe with an adjustable strap and stretch leather uppers. The stretchable leather uppers offer some give at the toe area which makes this shoe an ideal footwear choice for feet with bunions, hammertoes, or other conditions with protrusions or swelling. The soft microfiber lining enhances the...

    $ 104.95
    In Stock
  • $ 104.95

    The Pierson is an ideal footwear choice for feet with bunions, hammertoes, or other foot conditions that require stretch material at the toe area. The uppers are made of a stretch leather that give to reduce rubbing or friction during wear. The soft microfiber lining enhances the comfortability. The Ortholite insoles are breathable and cushioned for...

    $ 104.95
    In Stock
  • $ 69.95

    It designed to enhance foot comfort and support so that you can spend all-day without foot fatigue or discomfort. Made with a proprietary polyurethane formula, this men's clog is extremely shock absorbent, providing energy return each time you step on hard surfaces. This design also includes a sole that is slip-resistant and oil-resistant...

    $ 69.95
    In Stock
  • $ 149.95

    A hybrid casual sneaker that combines comfort features with sophisticated style. The elastic stretch material around the ankle and elastic band at the instep offers exceptional comfort and and adjustable fit. The leather uppers make the shoe durable and the rubber outsole maintains a lightweight feel. Inside the sneaker is a supportive, removable...

    $ 149.95
    In Stock
  • $ 135.95

    Orthofeet Jackson Square men’s Oxford shoes offer anatomical arch support, non-binding relaxed fit, and maximum protection against pressure points. The Gel orthotic-insole along with the ergonomic, cushioning sole soften step, enhance stability, and facilitate natural foot motion. The deep toe box design allows the foot to relax and spread out naturally...

    $ 135.95
    In Stock
  • $ 139.95

    Be indulge with this casual slip-on with super soft suede upper, while its metallic hardware across the vamp adds sophistication and elegance with a rubber outsole that adds traction and durability and genuine leather-skinned removal insole.

    $ 139.95
    In Stock
  • $ 144.95

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

    $ 144.95
    In Stock
  • $ 139.95

    Classic style boat shoes with Vionic’s supportive technology for arch support for foot pains associated with plantar fasciitis and metatarsalgia. The Greyson features leather uppers and durable rubber outsoles. The insole is removable to replace with your own orthotics or can be kept inside to help with natural lower body alignment for relief and...

    $ 139.95
    In Stock
  • $ 52.99

    The Stewart provides an innovative design for ultimate adjustability. It's hook and loop velcro strap and elastic laces offer a comfortable fit with reinforced closure for a convenient, secure fastening. The fresh look of the Stewart make this a popular shoe of choice for those who work on their feet all day. The Stewart is made for being on your feet...

    $ 52.99
    Product available with different options
  • $ 139.95

    Slip on the Knight for instant sophistication. Our classic moc-toe shoe redefines comfort with a full-grain leather upper, soft padding on the tongue, heel and footbed, along with a slip-resistant polyurethane sole. It's a stylish way to prevent tired, sore feet. So go ahead, wear the Knight all day long.

    $ 139.95
    In Stock
  • $ 137.95

    The Dr. Comfort Justin features nubuck Chestnut leather or top grain leather in Black. A lace closure shoe and lightweight outsole to give your feet support and comfort throughout the day, while staying stylish.

    $ 137.95
    In Stock
  • $ 149.95

    Earl is Vionic’s contemporary take on the boat shoe, with fine stitch detail that take these shoes to another level of style and comfort. Twin gore panels make this show easy on, easy off, and the removable leather-covered footbed make room for insoles or orthotics. The one-inch rubber outsoles give you an easy impact cushion for all-day wear.

    $ 149.95
    In Stock
  • $ 109.95

    Albert is Vionic’s classic men's walking shoe, updated with hook-in-loop for easier wear and a stylish look. The removable mesh covered insole and rubber outsole give you the cushion and support you need with every step, making this a comfortable way to move around all day.

    $ 109.95
    In Stock
  • $ 144.95

    Designed to limit stress at the areas of the foot most susceptible to pain, Ambulator Biomechanical footwear provides unsurpassed comfort and protection. 

    $ 144.95
    In Stock
  • $ 52.99

    Felix is a ruggedly handsome slip-on with twin side gores, at home at the office or over a pint.Full-grain waxed Nubuck upper Mesh lining and EVA insole with memory foam cushion heel for comfort TPR outsole provides excellent traction and durability.   

    $ 52.99
    Product available with different options
  • $ 112.95

    The neutral color scheme and simple design of the Jimmie Men's Casual shoe make this shoe a staple item for your wardrobe.  Made of quality genuine full grain leather and comes with pre-molded inserts that include a pair of removable spacers allowing for internal extra depth for the foot.  Wear these slip resistant shoes with...

    $ 112.95
    In Stock
  • $ 54.39

    For the ultimate experience, sink into the ultra-comfy Vista from Propet. Whether you're power-walking or just trying to keep up a fast-paced, active lifestyle, its fully padded interior will keep you feeling good while its traditional design offers an easy, everyday look.  

    $ 54.39
    In Stock
  • $ 89.95

    The slip-on Hankin Men's Casual Shoe is made with genuine quality suede that stays soft and supple longer than competing synthetics. Comes with pre-molded inserts that include a pair of removable spacers allowing extra depth for the foot if needed.  The Trek-Dry® fabric has been given an anti-microbial treatment to enhance its natural...

    $ 89.95
  • $ 73.99

    A hip high top sneaker that promotes foot health. From its breathable "V" perforation on the quarter to the podiatrist designed Orthaheel insoles, you will treat your feet right. The inserts help with foot conditions like over-pronation and plantar fasciitis by aligning your feet in their natural position. A high top casual sneaker perfect for a variety...

    $ 73.99
    In Stock
  • $ 144.95

    Keep your casual style clean and classic with the Apex Venture Classic Boat Shoe. The Venture collection offers the ultimate in comfort and function without compromising on style. It also exceeds SATRA and MARK II slip-resistant standards for dry, wet and oily surfaces. 

    $ 144.95
    In Stock
  • $ 99.95

    This classic shoe has the style of a lace up oxford, but with the easy-wear feature of Velcro™ straps. Perfect with a suit or for an evening out, with a mesh lining and padded collar and tongue for long-lasting comfort. The open cell insole keeps your feet cool and dry and the rubber sponge outsole gives you durability, traction, and support.

    $ 99.95
    In Stock
  • $ 144.95

    The Venture collection offers the ultimate in comfort and function without compromising on style. It also exceeds SATRA and MARK II slip-resistant standards for dry, wet and oily surfaces. These classic shoes are ideal for casual or dress wear. Durability and comfort come to mind with the Venture Classic Strap. The full grain leather uppers...

    $ 144.95
    In Stock
  • $ 99.95

    This distinguished lace-up is a classic with touches of contemporary style. Perfect with a suit or for an evening out, with a mesh lining and padded collar and tongue for long-lasting comfort. The open cell insole keeps your feet cool and dry and the rubber sponge outsole gives you durability, traction, and support. 

    $ 99.95
    In Stock
  • $ 52.99

    The Propet Walker Limited Edition shoe features a classic design with many benefits. The diabetic coded shoe is made of quality leather uppers and a gel heel insert for added comfort. The gum rubber outsole is built to be softer with more grip than traditional outsole materials. You will love this shoe is it is not only extremely comfortable but also...

    $ 52.99
    Product available with different options
  • $ 139.95

    A sporty slip-on casual sneaker offers its own unique styling that is unmatched in its category. The Curtis delivers exceptional comfort with stretch material around the ankle and instep for an adjustable fit and to eliminate pressure points. The shoe maintains its durability with the leather uppers while offering podiatrist-designed support with its...

    $ 139.95
    In Stock
  • $ 139.95

    A men's casual shoe that's inspired by an athletic design. The Roger is an all leather upper sneaker with breathability and support. Need stability? This style features a dual-density midsole on the medial side, an extended heel counter, and a EVA and rubber outsole for added stability and comfort. The mold of the shoe provides a wide toe box area and to...

    $ 139.95
    In Stock
  • $ 139.95

    The Dr. Comfort Jack is a versatile shoe that excels in the casual athletic hybrid category. Made with a combination of full grain leather and mesh uppers for breathability and a micro-suede lining for a gentle feel on your feet. Featuring a full heel-to-toe removable filler allows for extra depth in the shoe. Plus, a rigid shank in the mid-sole for...

    $ 139.95
    In Stock
  • $ 149.95

    Slip on style and comfort in the Jason men’s high top Chelsea boot. With durable weather-resistant uppers and dual side stretch goring, you can expect more out of the Jason. The EVO compound footbed and rubber outsole keep this shoe lightweight and supporting you all day. Enjoy each step in the Jason!

    $ 149.95
    In Stock
  • $ 129.95

    Break out of the mold with the bold and handsome Baldwin from Vionic. Smooth leather uppers in a casual, low-profile silhouette. Lightly cushioned tongue and collar. Adjustable lace-up closure for a secure fit. Smooth and breathable leather linings. Features a removable, leather-lined EVA footbed for added comfort and support and a durable rubber outsole.  

    $ 129.95
    In Stock
  • $ 104.95
    New

    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 supportive, stylish boot with the two layers of removable depth option for an adjustable depth. Keep both insoles in the shoe for a comfortable fit or remove one or two to provide interior depth for a...

    $ 104.95
    Out of stock
  • $ 135.95

    Enjoy exceptional comfort with Orthofeet's athletic lace-Up walking shoes. Unique customized fit with innovative stretch panels and moldable insoles offer great walking comfort. Orthofeet crafts this BioFit® walker with orthotic support, extra width and depth, excellent cushioning to provide unsurpassed comfort and protection.

    $ 135.95
    < Add To Cart
    Out of stock
  • $ 87.99

    A criss-cross strap feature that keeps your feet secure during wear while eliminating pressure points. The stretch material around the ankle make each step bliss while the front pull tab makes it a breeze to get the shoe on and off. The mesh upper makes this sneaker a great choice for casual walking or outing. Slip on the Jasper and see how Vionic’s...

    $ 87.99
    Out of stock
  • $ 149.95

    The Vionic Brok has more to offer than what is seen. Inside is a leather-covered EVA orthotic insole that offers exceptional support for natural lower body alignment. The contoured footbed helps with over pronation and plantar fasciits - helping prevent aches and pains in the lower body. Get as much style as support in Brok!

    $ 149.95
    < Add To Cart
    Out of stock
  • $ 99.95

    Lightweight, buoyant, breathable, and sporty are just a few words that come to mind for the Morris. This men's active sneaker has it all - from breathable neoprene and mesh uppers to a shock absorbent rubber outsole. Plus, get some flare and adjustability from its highlighted bungee laces. Give your active life a boost with the Morris!

    $ 99.95
    < Add To Cart
    Out of stock
  • $ 115.95

    A simple, yet durable and comfortable casual dress shoe - for a variety of foot conditions and uses. The three removable cushion inserts make for flexible fitting for AFOs and internal modifications. Uppers are made soft genuine leather and outsole is injected with EVA to make this an extremely lightweight shoe.

    $ 115.95
  • $ 149.95

    A casual sneaker designed with foot health in mind. With its dual wide side goring you can get that perfect fit - no more painful pressure on the top of your feet. Plus, the supportive Orthaheel insoles help reduce stress on your feet, ankle, and knees and help with foot conditions like over pronation and plantar fasciitis. Get foot healthy in the Lono!

    $ 149.95
Showing 181 - 236 of 236 items