Orthopedic & Diabetic Dress Shoes For Women

We offer comfort women's dress shoes, including high heels, flats, kitten heels, and more - for all formal occasions. Some of our dress styles offer a low heel and wide toe box to reduce friction and rubbing and help with foot conditions like bunions. You can be a fashionista without being uncomfortable, our selection has all the...

Orthopedic & Diabetic Dress Shoes For Women

We offer comfort women's dress shoes, including high heels, flats, kitten heels, and more - for all formal occasions. Some of our dress styles offer a low heel and wide toe box to reduce friction and rubbing and help with foot conditions like bunions. You can be a fashionista without being uncomfortable, our selection has all the stylish and trendy comfort shoes without compromising on foot support. Browse our brands of women's comfort dress shoes!

  • New

Walking Cradles Tess - Women's...

The Tess Ballet Flats are meticulously crafted with leather uppers, providing both durability and a touch of elegance. The roomy toe box ensures that your feet have...
Price
$129.95
Walking Cradles Joy - Women's Comfort Dress Shoes
  • New

Walking Cradles Joy - Women's Comfort...

A classic pump heel design packed with therapeutic features to keep your feet healthy and comfy. Indulge in the luxurious feel of genuine leather uppers that envelop...
Price
$129.95
Walking Cradles Lucia - Women's Dress Sandal
  • New

Walking Cradles Lucia - Women's Dress...

The Walking Cradles Lucia combines unparalleled comfort with chic fashion to accompany you on your every step. The suede leather uppers not only exude...
Price
$134.95
  • New

Walking Cradles Heidi - Women's...

This low-heel (1.25-inch) pump is designed to keep you looking great and feeling confident on your feet from the office to the after-work event. With its...
Price
$124.95
  • New

Walking Cradles Porsha - Women's...

The Walking Cradles Porsha elevates and has you feeling great with its 3-inch heel and ultra-cushioned Tiny Pillows footbeds that support your feet throughout the...
Price
$149.95

Orthofeet Lilly - Women's Pump Dress...

The  Orthofeet  Lilly 2" heels is part of the  Bioheel  line offering a better way to wear heels. The  Bioheel  collection is ...
Price
$129.50

Ros Hommerson Chelsea - Women's...

A beautifully designed mary jane style shoe with detailed cut-outs on a supple leather upper. The flexible leather provides some give for your feet during wear. The...
Price
$119.95
  • New

Walking Cradles Meredith - Women's...

This women’s pump heel is crafted to support your feet and provide exceptional cushioning that you wouldn’t expect from footwear in this category. Designed with a...
Price
$134.95

Propét Yen - Women's Comfort Dress Flats

The Yen is a women’s casual dress shoe with breathable precision knit uppers with variable stretch for an accommodating fit. Keep your feet fresh even during long...
Price
$89.95
  • New

Walking Cradles Fall - Women's...

Upgrade your wardrobe with the exquisite Walking Cradles Fall Slip-on Flats, the epitome of elegance and comfort. Crafted with genuine leather uppers, these flats...
Price
$119.95
  • New

Walking Cradles Dannon - Women's...

The Walking Cradles Dannon penny loafers are women’s classic casual comfort at its finest. This style brings unmatched comfort and a sporty loafer design you will...
Price
$149.95

Drew Genoa - Women's Orthopedic Mary...

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...
Price
$169.99

Drew Rose - Women's Comfort Mary Janes

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...
Price
$179.95

Walking Cradles Leslie - Women's...

Introducing the perfect combination of style and comfort - the Walking Cradles Leslie Women's Kitten Heel. Crafted with micro fabric or metallic leather uppers...
Price
$129.95

Propét Wendy - Women's Dual Zipper...

A classic name paired with a classic design. The Wendy brings the quality and comfort to keep your feet healthy and supported during wear. A dual zipper closure...
Price
$94.95

Ros Hommerson Karat - Women's Comfort...

The Karat is the dress shoe that you have been waiting for. The footbed is removable! The uppers are elasticized to enhance the fit of the shoe. Wear with slacks...
Price
$119.95

Ros Hommerson Mackenzie - Women's...

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...
Price
$79.95

Orthofeet Maya - Women's Heel Dress...

The Orthofeet Maya 2" heels are biomechanically engineered with Orthofeet’s innovative Bioheel Technology comfort features that are not found in any other high heel....
Price
$129.50
  • New

Walking Cradles Harlan - Women's...

This sling-back dress heel offers a sleek profile with plenty of cushioning to make for a delightful footwear choice for any formal occasion. The Walking Cradles...
Price
$139.95

Dr. Comfort Mallory - Women's Comfort...

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...
Price
$144.95
  • New

Walking Cradles Payton - Women's...

The Walking Cradles Payton platform pump is a true statement piece that will elevate your outfit to new heights. Featuring smooth or patent leather uppers, these...
Price
$139.95
Walking Cradles Lorelai - Women's Slide Sandal
  • New

Walking Cradles Lorelai - Women's...

With its exceptional features and impeccable craftsmanship, the Walking Cradles Lorelai is designed to elevate and cushion your every step while drawing attention...
Price
$129.95

Propét Gilda - Women's Comfort Strap...

Soft, supple leather uppers and microfiber sock lining make this women’s casual style excel in the comfort category. Easy closure with the wide, hook and loop strap...
Price
$99.95

Ros Hommerson Heidi - Women's Dress...

The Heidi dress shoe is stunning. The Heidi comes in Black Diamond, Silver Iridescent Glitter, or Black Microtouch fabric. Enjoy the padded footbed and quality...
Price
$109.95

Drew Shoe Endeavor - Women's...

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...
Price
$154.99

Propét Tatum Lace Bootie - Women's...

The Tatum Lace Bootie features full grain leather uppers and nice detailed stitching. The insole is made of cushioning rubber with mesh lining which add to the...
Price
$68.74

Orthofeet Celina - Women's Mary Jane...

Orthofeet ® Celina Women's mary jane shoes offer anatomical arch support, non-binding relaxed fit, and maximum protection against pressure points. The Gel...
Price
$129.95
  • New

Walking Cradles Selena - Women's...

The Walking Cradles Selena Dress Pump is here to support your feet in style. Featuring soft suede or metallic leather uppers, these pumps exude elegance and...
Price
$134.95

Walking Cradles Samantha - Women's...

Are you tired of sacrificing comfort for style when it comes to your heels? Look no further than the Walking Cradles Samantha. These block heels provide the ultimate...
Price
$134.95
  • On sale!

Propét Remy - Women's Comfort Boots

A western inspired ankle boot that offers lasting support and durability. The cutouts on the suede nubuck uppers add a flair that is irresistible. Paired with a rear...
Price
$104.95

Ros Hommerson Donut - Women's Comfort...

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...
Price
$129.95

Orthofeet Emma - Women's Ankle Boot

Comfortable and pizzazz are not words used together often with shoes - until now! The Orthofeet® Emma offers a chic look with a biomechanical design to have you look...
Price
$149.95

Ros Hommerson Twilight - Women's...

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....
Price
$129.95

Ros Hommerson Tina - Women's Dress Shoes

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...
Price
$89.95

Drew Metro - Women's Orthopedic Shoes

Pamper your feet in the Drew Metro. This style comes with a convenient side zipper closure and two removable footbeds to allow more room in the shoe to accommodate...
Price
$159.99

Dr. Comfort Cara Chukka Boot -...

New to the Casual Comfort Collection is the Cara, a classic style perfect for any occasion. The Cara chukka boot is a popular style that has a suede leather upper,...
Price
$144.95

Propét Tatum - Women's Comfort Ankle...

A modern, sleek design with a unique strap and buckle adornment. The zipper on the inside of the boot allow for easy entry and the full-grain leather upper create a...
Price
$119.95

Apex Petals Linda - Women's Comfort...

A clean and classic look complements the therapeutic comfort of the Apex Linda monk-strap shoe. Featuring an upper of full grain leather, this women's monk...
Price
$144.95

Apex Petals Regina - Women's...

An intricate perforated slip-on design with hook-and-loop strap for adjustability, the Regina delivers style. Its full-grain leather upper and soft fabric linings...
Price
$144.95
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