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Dress Flats

Orthopedic Flat Shoes/Dress Flats

Women's orthopedic dress flats give you the sleek, chic look while providing the support needed for problem foot conditions. Our selection of dress flats are offered in wider widths and larger toe boxes - with some styles featuring stretch material for foot conditionsl like edema or bunions. Choose from dress flats that are made with quality materials and construction and include support inserts.

Dress FlatsThere are 64 products.

per page
  • $ 134.95
    New

    Comfort all-around in the criss-cross mary jane Orchid! Quality construction and materials and the classic design make this the everyday footwear choice. The criss-cross straps allow for the perfect adjustable fit and providing a larger opening for a variety of foot shapes. This mary jane is gentle on your feet with its soft leather uppers and spandex...

    $ 134.95
    Product available with different options
  • $ 89.95
    New

    Design flair gives this classic Mary Jane a modern look. The soft leather upper is lined in full-grain leather, with an extra-cushioned, removable poly insole and micro-fiber sock lining. Rubber inserts provide extra traction for an overall comfort package that you can walk around in all day.  

    $ 89.95
    In Stock
  • $ 79.95

    The Ros Hommerson Melissa Strappy Sandal offers the perfect blend of style and comfort. With plush footbeds and snug stretch straps that will surround your feet in comfort, these fabulous sandals feature long-lasting and durable outsoles.

    $ 79.95
    In Stock
  • $ 69.95

    The Propet Diana Strap Women's Stretchable Shoe is a stylish dress shoe that provides you with all day comfort and a healthy solution to common foot pains. This shoe has two removable footbeds. Diana is a comfortable and handsome casual shoe with a bicycle toe and hook-and-loop instep strap.  

    $ 69.95
    In Stock
  • $ 129.95

    Orthofeet new shoes offer the "slip-on" look with the comfort of adjustable strap shoes. The shoes feature hook and loop straps that provide a wide opening and facilitate getting in and out of the shoe. The original middle strap can replaced with a longer strap, which comes with the shoe, offering a perfect fit for feet with higher instep

    $ 129.95
    In Stock
  • $ 124.95

    This mary jane shoe has a spandex and polyurethane upper with a hook and loop adjustable strap, a soft and breathable fabric lining, a high performance insole with anatomical arch support and a deep heel seat, and a biomechanical engineered cushioning and lightweight sole.

    $ 124.95
    In Stock
  • $ 159.95

    The Heather Drew® Shoe does a great job of combining style and comfort while providing that much needed arch support. Take a stroll in the park or head to the coffee shop in these perfectly cute mary jane shoes that are a must have for every gals wardrobe.

    $ 159.95
    In Stock
  • $ 122.95

    The Drew London II Wedge is a casual slip-on shoe that offers lots of comfort features for unbeatable all-day comfort. Double depth with two removable insoles creates space for custom orthotics or simply some extra toe room.

    $ 122.95
    In Stock
  • $ 149.95

    The Drew Genoa is a casual, everyday shoe packed with all the comfort features Drew is famous for. The adjustable single-strap hook and loop fastener in this timeless Mary-Jane style offers maximum adjustability for a customized fit. The Drew Genoa goes great with any outfit, for any occasion.

    $ 149.95
    In Stock
  • $ 149.95

    The Magnolia features the Plus Fitting System two removable footbeds for added and double depth. Removable ULTRON footbed with Drilex Topcover. Ultra lightweight polyurethane slip-resistant outsole. Extended medial heel stabilizer. Tempered steel shank. Drilex lining with AEGIS Microbe Shield. Soft, foam-padded collar. Accommodates prescribed orthotics.

    $ 149.95
    In Stock
  • $ 149.95

    When it comes to therapeutic shoes, style often takes a back seat to function, but with the Drew Rose Mary Janes you won't have to sacrifice either. These simple comfort shoes are designed with Drew's Plus Fitting System which incorporates two removable, moldable, dual-density PU footbeds for added double depth. 

    $ 149.95
    In Stock
  • $ 129.95

    You won't want to pass up this versatile women's dress mary jane flat . The Danish brings functional features with a chic design. The stretch single strap is a perfect solution for a comfortable fit. The comfort does not stop there, with the lightweight and flexible outsole to make getting around a breeze. Plus, the padded footbed is one you will...

    $ 129.95
    In Stock
  • $ 129.95

    Comfort chic describes the Donut to a T. The Donut offers exceptional comfort for casual dress wear. The outsole is lightweight and flexible for a pleasant experience during wear. The dual stretch goring at the top allows for a perfect fit. Plus, the padded insole will help you keep going throughout the day. All the comfort features are paired with...

    $ 129.95
    In Stock
  • $ 119.95

    A elegant mary jane style designed specifically for foot deformities like bunions, hammertoes, and claw toe. The stretch lycra material at the forefoot provides give and help reduce rubbing in the toe area. The wide toe box also offers extra room to help reduce friction. The single strap closure ensures a secure fit while maintaing some adjustability. The...

    $ 119.95
    In Stock
  • $ 149.95

    For the women with distinctive style, the Vionic women’s Evelyn Derby shoe is a perfect fit. The nubuck leather upper with ribbon laces is classic look that gives a woman singular style for any occasion. The clean lines and one-inch heel make it an understated but elegant accessory that pair well with any fabric for dressing up or keeping it casual.

    $ 149.95
    In Stock
  • $ 149.95

    For a classic look with a contemporary curveball, the Jayla combines the look of a lace up derby with the convenience of a comfortable slip on. With a one-inch heel, the versatile upper offers style selections in suede with man-made tortoise or leather with patent capped toe. A distinctive style statement, this addition will elevate your wardrobe for...

    $ 149.95
    In Stock
  • $ 119.95

    A t-strap women's dress shoe features a swirl button design at the toe area. The uppers are made of soft leather and the linings are a soft leather material. The insole can be removed to accommodate braces and orthotics or keep them in for therapeutic relief. A cute women's dress flat style with durability and comfort. Look and feel great in the Paris!

    $ 119.95
    In Stock
  • $ 76.46 $89.95 test123 -15%

    Get to work the right way - with the Ace. This mary jane style shoe provides all-day comfort with the removable TRUComfort Insole that features gel cushioning and excellent arch support. The TRUBase outsole also provides added support and slip- and oil-resistant properties. The adjustable strap keeps your foot in place for a secure and comfortable fit....

    $ 76.46 $89.95 -15%
    Reduced price!
    In Stock
  • $ 137.95

    Soft on your feet and durable on the pavement. The Mallory offers an easy slip-on/slip-off wear while providing rigid shank in the mid-sole for arch support and stability. Plus, the roomy toe box and minimal seamlines give your feet exceptional comfort and prevents unnecessary rubbing which can cause skin irritation. Perfect for those with foot conditions...

    $ 137.95
    In Stock
  • $ 129.95

    The Shoenanigan casual shoe is the perfect slip on shoe made with supple leather and a stretch gore on the center strap. Enjoy the removable cushioned insole which allows for a custom fit. Additionally, the Shoenanigan casual shoe comes in 5 width options for those needing a perfect fit. Wear with long skirts or pants cuffed at the ankle.

    $ 129.95
    In Stock
  • $ 129.95

    The Tango dress shoe features a modern twist on a classic design with the asymmetrical patent design and textured print leather on the top of the shoe.  Enjoy the removable padded footbed and foot-flattering design. The 1” heel height works great for those who need just a small pep in their step. Made with quality materials and flexible rubber sole, these...

    $ 129.95
    In Stock
  • $ 129.95

    The Twilight dress shoe features a classic design and a smart bow adornment on the top of the shoe.  Enjoy the removable padded footbed and foot-flattering design. The 1” heel height works great for those who need just a small pep in their step. Made with quality materials and flexible rubber sole, these dress flats do not disappoint.  

    $ 129.95
    In Stock
  • $ 129.95

    The Tootsie dress shoe features a classic and breathable design.  Enjoy the removable padded footbed and foot-flattering design. The 1” heel height works great for those who need just a small pep in their step. Made with quality materials, these dress flats will have your feet smiling in no time.

    $ 129.95
    In Stock
  • $ 89.95

    The Tina dress shoe features a classic design and cutouts for added breathability.  Enjoy the padded footbed and quality fabric and leathers made throughout Ros Hommerson’s Evening dress shoe collection. The 1” heel height works great for those who need just a small pep in their step. You’ll love these flattering and feminine dress shoes.

    $ 89.95
    In Stock
  • $ 109.95

    The Tempt is a classy and beautiful dress shoe great for evening wear. Enjoy the padded footbed and quality fabric and leathers made throughout Ros Hommerson’s Evening Wear collection. With the minimal heel height, you’ll be light on your feet all evening.  

    $ 109.95
    In Stock
  • $ 119.95

    The Cozy features a unique twist on a ballet style shoe. The cross-straps across the front allow the ultimate in flexibility while the fully cushioned footbed soothes your feet while walking. These shoes are perfect for those with an active lifestyle. Slip them on and head to your favorite park or book store. You’ll love these super cute comfy shoes.

    $ 119.95
    In Stock
  • $ 79.95

    The Miriam sandal is perfect for those looking for a truly customizable fit in their sandal. The uppers feature stretchy straps for those who experience slight swelling of the foot when walking. The footbed is ultra-comfortable as it is made using a generous amount of padding. The small grommets add a unique look to the shoe. Wear with long dresses,...

    $ 79.95
    In Stock
  • $ 79.95

    The Mackenzie sandal is similar to the Miriam and the Mellow. All feature a comfortable footbed due to the generous padding built into the sandal. The Mackenzie sandal features a beautiful beaded detail on the uppers. Enjoy a 1” heel height for a little pep in your step. Wear with skirts, shorts, or even boyfriend jeans cuffed at the ankle.

    $ 79.95
    In Stock
  • $ 119.95

    Stand out in the Vionic Jenelle Mule! This women's mule design features a bejeweled strap across your foot for an elegant look while maintaining its comfort casual status. Plus, the contoured foot bed will have you feeling great - even with all day wear. Put a dazzle in your life with the Jenelle!

    $ 119.95
    In Stock
  • $ 99.95

    Are you looking for the classiest slip on mule you can find? Well, you've found it! The Vionic Claire mule is made with the highest quality suede, a microfiber footbed, and comes in a variety of colors to match just about anything in your wardrobe. Enjoy the comfort of the podiatrist designed insole and easy slip on style of this shoe.

    $ 99.95
    In Stock
  • $ 119.95

    Stay versatile in the Vionic Linden! Whether your wardrobe calls for some professionalism or you just need a casual comfort commuter, the Linden should be your choice. This slip-on flat offers a shock-absorbing memory foam footbed and outsole and a stretchable gore panel at the vamp for comfort adjustability. Designed to perfection with the cross-toe...

    $ 119.95
    In Stock
  • $ 139.95

    Step up your footwear with the Hilo! The luxurious "V" across the vamp and solid, quality suede leather uppers give this moccasin a sleek, low-key look with alot of bite. Trust us - once your in them, you won't want them off!

    $ 139.95
    In Stock
  • $ 119.95

    A slim look and perfect design, we cannot decide which of the fabulous colors is best. The Vionic Gem Delilah comes in a stunning navy blue, rich mocha, and a classic black color. Wear them with denim or a skirt and head to a book club meeting. They are comfy and cute, what more can we hope for in a shoe? 

    $ 119.95
    In Stock
  • $ 119.95

    Slip into a casual but classy flat with the Vionic Minna flat. Flexible and lightweight, this chic flat is crafted with premium leather and rubber outsole for a comfortable wear.

    $ 119.95
    In Stock
  • $ 139.95

    Women's Vionic, Josie Low Heel Pumps These kitten heels are a sleek and flattering choice Leather upper Slip-on style for an easy on and off Manmade linings Molded, cushioned footbed with biomechanic contours and a layer of foam added to the metatarsal dome padding to support and cushion the foot Deep heel cup and enhanced forefoot contour for added...

    $ 139.95
    In Stock
  • $ 119.95

    The Caroll ballet flat is perfect for work or play and doesn’t compromise on comfort. This delicate ballet flat can be worn with slacks, skinny jeans, slim jeans cuffed at the ankle or even with skirts! The Caroll is not only pretty but versatile. Additionally, Vionic shoes come with their podiatrist-designed Orthaheel Technology which offers great...

    $ 119.95
    In Stock
  • $ 143.95

    A feminine twist on the classic boat-style that you can't resist. The slip-on loafer features premium leather uppers and a adjustable front bow for a chic style. Get around easily with the removable microfiber wrapped EVA insole that provides exceptional arch support and creates natural alignment in your lower body.

    $ 143.95
    In Stock
  • $ 109.95

    The Juno sandal is perfect for those looking for a feminine look without compromising on comfort. This sandal features a leather or suede uppers and a durable rubber outsole for stability and all-day wear. Additionally, Vionic shoes come with their podiatrist-designed Orthaheel Technology which offers great orthotic support and stability.

    $ 109.95
    In Stock
  • $ 109.95

    If you're looking for a comfortable shoe for an elegant occasion, the Ros Hommerson Tawnie Pump is the complete package wrapped up in a neat little bow. Premium quality leather upper meets a patent toe cap and feminine bow detailing in the upper. 1-inch chunky heel adds stable height. In the interior, Drilex lining wicks away moisture while the padded...

    $ 109.95
    In Stock
  • $ 119.95

    Enjoy a romantic dinner with your darling in this beautiful pair of Mary Jane casual shoes that give you the custom fit you need with two removable inserts for added and double depth. The stylish look works well with a number of different outfits and provides you with a stable wear with it's tempered steel shank.

    $ 119.95
    In Stock
  • $ 144.95

    The Petals Collection from Apex offers fashion forward styles to provide maximum comfort and protection, they're the perfect choice for those who need superior support and adjustability. Petals help you lead a healthy lifestyle with confidence and grace.

    $ 144.95
    In Stock
  • $ 139.95

    Wear to work and to play! The Waverly loafer is perfect in the office and on the streets as you make your way around downtown.  This loafer boasts detailed stitching and leather or nubuck uppers. Wear them with slacks, skinny jeans, slim jeans cuffed at the ankle; you can even wear them with skirts! Additionally, Vionic shoes come with their...

    $ 139.95
    In Stock
  • $ 134.95

    The Drew shoe Endeavor is not only stylish but comes with great arch support and a light-weight insole making them great for those who need a little more stability out of their shoes. Those who overpronate may find this shoe beneficial to their wardrobe. The uppers are made with a quality leather and the removable footbed allows for custom orthotic...

    $ 134.95
    In Stock
  • $ 112.95

    Elegance, quality and comfort are just a few words that are used to describe the Rebecca. This shoe has been carefully created with its own distinct details including an elastic opening to ensure a comfortable fit.

    $ 112.95
    In Stock
  • $ 98.95

    The Ros Hommerson® Carol slip on is crafted with a supple leather upper and stretch gore over the instep. A Texon® Insole eases every step, while the Dri-Lex® fabric lining and sockliner manage moisture and odor for interior freshness. The Ros Hommerson® Carol slip-on sits atop rubber sole for flexible durability. 1" heel.

    $ 98.95
    In Stock
  • $ 129.99

    This Apis Women's Mary Jane dress shoe is part of the Women's Comfort Collection series designed to accommodate moderate high instep/swelling, pronated/flat foot, & bunions. Also accommodates severe hammer toes, partial foot, and AFO's. Closure is a velcro strap.

    $ 129.99
    In Stock
  • $ 99.95

    One step into this shoe and you'll feel like you're walking on clouds. Great-looking crackled leathers make Ros Hommerson® Ronnie slip on the most requested one in the industry. These Ros Hommerson shoes define quality, comfort, and style.

    $ 99.95
    In Stock
  • $ 109.95

    For a flat with a little jazz, choose the Tasha by Ros Hommerson! It's a classic ballet flat with a soft leather upper, shoestring bow and iguana print cap toe to add a little pizazz to your attire.

    $ 109.95
    In Stock
  • $ 124.95

    Orthofeet Celina Women's mary jane 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.

    $ 124.95
    In Stock
  • $ 125.95

    With a stylish cap toe and a cushioned footbed, the Rosita Cap Toe Flat combines elegance and comfort.

    $ 125.95
    In Stock
  • $ 109.95

    Unique and made from the finest materials, this sleek slip-on offers soft lining and a foam padded footbed. Features an oversized bow for additional personality and style.

    $ 109.95
    In Stock
  • $ 125.95

    The Ros Hommerson Delta is a stylish penny loafer complete with a padded insole for exceptional comfort.

    $ 125.95
    In Stock
  • $ 125.95

    A professional flat to fit your sophisticated style, the Dixie by Ros Hommerson features a padded footbed and a genuine leather upper with iguana print details.

    $ 125.95
    In Stock
  • $ 124.95

    A sleek, lightweight mary jane shoe from Orthofeet. This mary jane features a hook and loop velcro closure with added room in the toe box and a soft, interior lining for quality comfort and design. The Oakridge offers superior support in the mid-foot and heel and help with the gait cycle. For a fun, summer style to keep you comfortable on your feet,...

    $ 124.95
    In Stock
  • $ 59.95

    New from the TravelFit Collection, the TravelFit Flat is a comfort flat made to easily get on and off and your go-to shoe for lightweight, casual wear. The stretchable jersey material is soft for added comfort and accommodates a variety of foot conditions that require a little extra room.

    $ 59.95
    In Stock
  • $ 116.95

    The chic, classic Larrun loafer gets added intrigue from rich upper materials.Make your workweek easy and casual when you step out in the Chill Larrun Loafer. Printed leather or calf hair uppers with moc toe stitching. Easy slip-on style. Soft and breathable textile linings. 

    $ 116.95
    In Stock
  • $ 139.95

    What a gorgeous loafer! The Vionic Avvy features a jewel embellished upper and a stacked heel for those needing a little height. Enjoy the soft rose color, or the gentle grey, or the sophisticated black. Any color will surely compliment your wardrobe.

    $ 139.95
    Product available with different options
  • $ 119.95

    The Vionic Adeline is a casual women's leather mule style slip-on shoe with decorative metal hardware. Alleviate aches and pain in seriously sleek style with the Vionic Adeline slip-on loafer. Premium leather upper features a metal bit at vamp and piping along vamp. Easy slide mule. Features a fully cushioned and quilted footbed with...

    $ 119.95
    Product available with different options
  • $ 99.95

    A perfect footwear choice for casual or formal occasions! No matter where you wear this stylish mule shoe, the comfort will stay with you. The laser-etched perforation on the vamp not only adds an elegant design but provides breathability for warmer days. Plus, securely adjust the shoe to your foot with the buckle strap. Come with style and...

    $ 99.95
    Product available with different options
  • $ 129.95

    A trendy tassled mule available in black patent or caramel. The Vionic Reagan will be the dress shoe that is talked about this season. Dress with style and comfort in either patent leather (black patent) or suede (caramel) all on top of a leather stacked heel. 

    $ 129.95
    Product available with different options
Showing 1 - 60 of 64 items