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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 221 products.

per page
  • $ 59.95
    New

    Simple, classic lines and comfortable design make this a top choice for occupational footwear.The low profile and black color option make this easy to comply with uniform standards or policies. Water and stain resistant poly upper gives extra comfort with a padded collar and tongue and an open cell insole that wicks moisture away from your foot. Work...

    $ 59.95
    In Stock
  • $ 164.95

    Feel the Strength with the abundance of comfort and orthopedic features in this new men's sneaker from Drew Shoe. The Strength features a large opening to make it easy to get the shoe on and off - perfect for those with limited foot mobility or in need of a post-op shoe. The front flap includes non-functioning laces that can be secured onto the Velcro...

    $ 164.95
    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
  • $ 119.95

    A casual work shoe with OSHA tested slip-resistant and oil-resistant rubber outsoles ready for various work environment conditions. The 4401 features genuine leather uppers and removable insoles for those requiring more depth inside the shoe. The added depth feature allows for more room inside the shoe, accommodating custom orthotics, AFOs, and internal...

    $ 119.95
    In Stock
  • $ 119.95

    A casual work shoe with OSHA tested slip-resistant and oil-resistant rubber outsoles ready for various work environment conditions. The 4403 features genuine leather uppers and removable insoles for those requiring more depth inside the shoe. The added depth feature allows for more room inside the shoe, accommodating custom orthotics, AFOs, and internal...

    $ 119.95
    In Stock
  • $ 104.95

    This sturdy leather walking shoe has the structure and stability that make this shoe great for those that need help with balance. With easy straps and an EVA spacer, this shoe can be customized to your perfect fit. The insoles are open and breathable poly material that moves moisture from foot for a cooler, healthier footbed. A high density medial post...

    $ 104.95
    In Stock
  • $ 74.95

    These layered mesh knit sneakers are perfect for feet that have trouble keeping cool! The padded collar and soft mesh lining make walking ultra-comfortable, and the open and breathable poly material wicks moisture away from the foot to keep your feet healthy. Walking is easier thanks to the rubber outsoles that cushion and energize your feet.  

    $ 74.95
    In Stock
  • $ 94.95

    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 that will cradle all parts of your feet. The open cell foam design allow air to circulate, keeping your feet naturally cool and dry. In black and brown, works well with work or casual styles....

    $ 94.95
    In Stock
  • $ 94.95

    Classic design with contemporary stitch-work make this lace-up leather upper a great professional comfort shoe. A micro-fiber lining and padded tongue not only give this shoe a high-end look, but give you the support you need for long days at work or long walks around town. The open cell foam design allow air to circulate, keeping your feet naturally cool...

    $ 94.95
    In Stock
  • $ 209.95

    Specially designed to accommodate severe bunion/bunionette conditions and edema. Features built-in foam collar and flex area on medial and lateral sides. The uppers are made of elastic fabric material that allows more flexibility while the added depth is (5/16") deeper than conventional straight last shoes resulting in more wiggle room for your toes....

    $ 209.95
    In Stock
  • $ 164.95

    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...

    $ 164.95
    In Stock
  • $ 149.95

    Wear for leisure or for work. This versatile men's comfort sneaker offers a casual look with heavy duty features. The rubber slip-resistant outsole meets market performance standard. The mesh uppers allow for breathability to get through the day with dry feet and added comfort. The insoles provided the Vionic support and are removable for your own...

    $ 149.95
    In Stock
  • $ 89.95

    For men who spend all day on their feet, the 626v2 delivers a hard-working industrial sneaker hidden inside a sporty profile. This tough work shoe features a supportive leather upper to provide a secure fit, ABZORB crash-pad technology to aid in absorbing forceul impacts, an internal shank for stability, and an ASTM 2913-11 slip-resistant lug outsole for...

    $ 89.95
    In Stock
  • $ 149.95

    A great choice for easy, indoor or outdoor wear in the colder months. Slip the Drew Palmer clogs on for just getting around the house or strolling outside. The soft microsuede uppers and faux fur trim and linings keep your feet warm during wear. You can even remove the two inserts for double depth or keep one in for a little extra depth in the shoe. The...

    $ 149.95
    In Stock
  • $ 175.95

    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 and off the shoes and mobility. The vamp is made with a stretchable material to provide some give in the toe box area. Inside the shoe is a moisture wicking lining to help keep your feet dry...

    $ 175.95
    In Stock
  • $ 113.99

    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...

    $ 113.99
    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,...

    $ 149.95
    In Stock
  • $ 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
  • $ 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
  • $ 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
  • $ 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
  • $ 175.95

    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...

    $ 175.95
    In Stock
  • $ 175.95

    Make way for the new and improved favorite from Drew Shoe. The Toledo II provides a versatile array of foot health benefits. From AFO accommodation to the supportive, removable insoles, this men's casual shoe can keep your foot health top notch. The Toledo II is ultra lightweight Opanka construction and offers hidden depth for a variety of foot...

    $ 175.95
    In Stock
  • $ 146.99

    A hybrid design for a men's business casual look that also works well for running errands or casual outings. With the ultra lightweight poly/rubber outsole, you can easily get around with cushioned comfort. There are two removable inserts to make this shoe a double depth shoe (1/2" inch more depth than traditional shoes) for orthotics, AFOs, or to simply...

    $ 146.99
    In Stock
  • $ 119.95

    A men's hook and loop stretch top shoe designed for forefoot abnormalities. The combination leather and spandex stretch uppers allows for a non-constricting shoe that reduces pain from rubbing and offers more give for foot conditions. The single strap make for a secure, adjustable fit with easy on and off. Insoles are removable to accommodate your own...

    $ 119.95
    In Stock
  • $ 119.95

    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 bring durability and provide a way to reduce rubbing with the stretch material on the vamp. The single strap closure make for an easy closure and the supportive removable insoles allow for...

    $ 119.95
    In Stock
  • $ 119.95

    The same great comfort from SureFit put in an oxford style casual shoe with a wide toe box. The Napa leather uppers are soft to touch but heavy duty in wear and tear. Th dual strap closure provides added secure fitting and adjustability. The padded collar and supportive insoles offer remarkable comfort. The insoles can be removed to put in your own...

    $ 119.95
    In Stock
  • $ 149.95

    Winning in the Drew Win with its therapeutic benefits known from Drew Shoe styles. Built on the same last (mold) as the popular Drew Aaron shoe, the Win comes loaded with spacious double depth space inside the shoe. The two layers of inserts provide shock absorption, great arch support, and a heel cushioned padding. Stay cool, dry, and reduce odors with...

    $ 149.95
    In Stock
  • $ 74.95

    Make each day great when wearing the Stability Laser. This men's casual walking shoe is loaded with comfort and features. Starting with the heat embossed nylon mesh uppers that not only provide breathability, but offer water resistance. Getting about in the rain is no problem! Also, the cushioned PU insoles offer comfort ridges in the forefoot and a gel...

    $ 74.95
    In Stock
  • $ 74.95

    A lightweight, flexible men's casual walking shoe that is sure to keep you light on your feet. The knit mesh uppers keep your feet fresh and the back pull tab make it easy to get on and off. Inside is a breathable open cell polyurethane insole that can be removed or kept in to wick away moisture. And the thermally controlled rubber outsole makes for a...

    $ 74.95
    In Stock
  • $ 79.95

    A sporty casual sneaker with a large adjustable strap band and stretch microfiber jersey knit uppers. An elastic band also comes across the instep for a firm, secure fit. Get some response in each step with the thermally controlled rubber outsole. And don't worry about sweaty feet, with the breathable open cell PU insole that is designed to keep moisture...

    $ 79.95
    In Stock
  • $ 84.95

    A men's hi-top sneaker that you don't want to miss out on. For those needing a little stretch in the toe area and some ankle support, the Viator Hi has you covered. Its microfiber jersey knit material at the toe and side of shoe make for a pleasant wear experience. The lightweight outsole provides a responsive cushion to help with each step you take....

    $ 84.95
    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
  • $ 89.95

    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 with each step as the cushioned EVA layer midsole provides some shock absorption as the rubber outsole brings your foot back up. Unlike traditional boots, the high density removable...

    $ 89.95
    In Stock
  • $ 139.95

    A rugged look that comes with desired comfort and support. The 7" shaft boot is a durable leather welt construction boot made to last. It's easy lace closure and pull tab make for an adjustable fit and easy pull on feature. The flat bottomed sole is made with a EVA and rubber compound for a lighter boot and overall comfort and durability. Keep cool...

    $ 139.95
    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
  • $ 119.99

    A classic men’s casual sneaker that includes therapeutic features and simplistic functions. This lightweight sneaker has two removable insoles with heel cushion padding and a high arch support. Get some spring in your step with the Vulcanized rubber outsole. Plus, make things easy on yourself with the no-tie stretch lacing system. Keep your feet fresh...

    $ 119.99
    In Stock
  • $ 149.95

    A men’s active sneaker that combines a modern style with orthopedic comfort. The Boost features stretch fabric around the toe box that may work with foot conditions like hammertoes and bunions. There are two removable inserts (double depth) inside the shoe to adjust the depth. Keep the top insert in for heel cushion and arch support. 

    $ 149.95
    In Stock
  • $ 104.95

    A easier way to fasten shoes with the Propet ReelFit adjustable reel lacing system. Simply, twist the knob to tighten lacing and pull the knob to release for a perfect adjustable fit. Also, the One Reel Fit active shoes features double Ortholite high density cushioned insoles designed for high impact sports. The lightweight EVA...

    $ 104.95
    In Stock
  • $ 94.95

    An answer to those with limited range of motion in your feet! The Stability Reel Fit shoe features a rear heel counter that folds down to easily slip on and off the shoe. The rear heel counter features the adjustable ReelFit reel lacing system to tighten or loosen the laces with the turn or pull of a knob. Also, the uppers are made of full grain...

    $ 94.95
    In Stock
  • $ 74.95

    The extra large fold over flap on the Coleman makes it simple to get the shoe on and off. Easily secure the shoe with the Velcro© strap for a comfortable fit. Inside is a soft, breathable nylon mesh sock liner that is gentle on your feet. Plus, the forefoot has perforations to allow air flow to cool and wick away moisture during wear. The Coleman is...

    $ 74.95
    In Stock
  • $ 94.95

    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 with comfort features to make this style worthy of all day wear. Stay fresh with the breathable open cell polyurethane insoles that keep your feet healthy and cool. Be on your feet longer with...

    $ 94.95
    In Stock
  • $ 64.95

    Slip on these men's comfort boat shoes this season! The Viasol offers a classic boat shoe design with a slip-on and stretch side gores for functionality and adjustability. The uppers are a medium weight canvas and the outsole is a thermally controlled rubber that provides a responsive cushioning to keep you going. The removable insole is a breathable open...

    $ 64.95
    In Stock
  • $ 145.95

    Extra supra-depth to accommodate very severe edema/swollen feet. Features heel counter cushioned with expandable elastic foam/fabric, designed for sensitive ankle/instep severe edema, comes in 10E, 14E, the widths available for all other style as modification orders.

    $ 145.95
    In Stock
  • $ 139.95

    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 need more room for AFOs, orthotics or internal modifications. Also, the sole can be easily modified with the symmetrical cut-line. The 9608 can accommodate a variety of foot conditions - and...

    $ 139.95
    In Stock
  • $ 89.95

    A clean classic look, the Propét Walker LE has the style and functionality you're looking for. The footbed is removable allowing for insertion of your own orthotics. Additionally, this shoe comes in a variety of widths for those hard to fit feet.

    $ 89.95
    In Stock
  • $ 89.95

    A clean classic look, the Propét Cross Walker LE has the style and functionality you're looking for. The footbed is removable allowing for insertion of your own orthotics. Additionally, this shoe comes in a variety of widths for those hard to fit feet.

    $ 89.95
    In Stock
  • $ 66.99

    A clean classic look, the Propét Cross Walker LE Strap has the style and functionality you're looking for. The footbed is removable allowing for insertion of your own orthotics. Across the top of the shoe, two Velcro straps work to create a custom fit. Additionally, this shoe comes in a variety of widths for those hard to fit feet.

    $ 66.99
    In Stock
  • $ 68.19

    The Propét Orman is the perfect boat shoe for a warm summer day out on the water. The insole is removable allowing for insertion of a custom orthotic. The Orman also comes in a variety of widths to accommodate hard to fit feet or even an AFO. The rubber sponge outsole provides extra cushion in every step!

    $ 68.19
    In Stock
  • $ 99.95

    The Propét Matthew is packed with comfort and stability. Enjoy the padded collar and tongue along with the Ortholite open cell insole. Mesh uppers offer added breathability while the double insoles (double depth) allow for insertion of your custom orthotic. A high density EVA medial post at arch to control pronation. This style comes in a variety of...

    $ 99.95
    In Stock
  • $ 99.95

    The Propét Matthew Strap is packed with comfort. Enjoy the padded collar and tongue along with the Ortholite open cell insole. Mesh uppers offer added breathability while the double insoles (double depth) allow for insertion of your custom orthotic. A high density EVA medial post at arch to control pronation. This style comes in a variety of widths to...

    $ 99.95
    In Stock
  • $ 84.95

    The Propét Stannis is one of the best slip resistant shoes out there. With a .42 % score on oily/wet surfaces and a .32 % score on greasy/wet surfaces, you'll not only appreciate the stability of the shoe but also the functionality. The footbed is removable allowing for insertion of your own orthotics. Additionally, this style features antimicrobial...

    $ 84.95
    In Stock
  • $ 84.95

    The Propét Spencer is one of the best slip resistant shoes out there. With a .42 % score on oily/wet surfaces and a .32 % score on greasy/wet surfaces, you'll not only appreciate the stability of the shoe but also the functionality. The footbed is removable allowing for insertion of your own orthotics. Additionally, this style features antimicrobial...

    $ 84.95
    In Stock
  • $ 74.95

    The Propét Lucky casual shoe is great for those who don't want to compromise on style in order to accommodate a brace or custom orthotic. Enjoy the removable insoles and the sleek look of the low profile rubber outsole. 

    $ 74.95
    In Stock
  • $ 84.95

    The Propét Lucas HI casual shoe is great for those who don't want to compromise on style in order to accommodate a brace or custom orthotic. Enjoy the removable insoles and the sleek look of the low profile rubber outsole. 

    $ 84.95
    In Stock
  • $ 68.19

    A casual style with a sophisticated look, the Propét Otis has it all. Easy to slip on, you'll love the stretch gore on the sides for a custom fit. The footbed is removable allowing for insertion of your own orthotics. Comes in a variety of widths making them great for those with hard to fit feet.

    $ 68.19
    In Stock
  • $ 118.99

    A luxurious boat shoe that will make the warmer days by or on the water blissful. Featuring a clean leather oiled upper in brown or navy. Also, the leather laces and uniform stitching give this shoe the classic nautical-styling. But it's not just all looks for the Llloyd. The removable leather covered EVA foot bed offers support to help reduce over...

    $ 118.99
    In Stock
  • $ 44.95

    The Kennett slip-on clog won't weigh you down when you're constantly on your feet. They're 26% lighter than our traditional polyurethane Klogs, but feature the same cushioning and slip-resistance that Klogs is famous for. Reduce foot fatigue and prevent slipping in slippery commercial work environments. The low-profile look fits in just about...

    $ 44.95
    In Stock
  • $ 94.95

    A sporty, breathable composite toe shoe designed to last even through the most laborious. The nubuck and mesh uppers combo allows your feet to breathe while working hard - stopping sweaty feet. Plus, the waterproof bootie construction keeps moisture out. Sport a fresh new look at work with the Seeley!

    $ 94.95
    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
Showing 1 - 60 of 221 items