Filter by

Gender
more... less
Color
more... less
Shoe Size
more... less
Width
more... less
Item Features
more... less
Foot Condition
more... less
Suppliers
more... less
Price
$ 54 $ 237
Filter
Boots

Orthopedic & Diabetic Boots For Women

Our selection of Orthopedic and diabetic boots for women range from highly functional and supportive to highly fashionable with added support. We have an option for all - no matter what your foot condition may be. We carry snow boots, hiking boots, work boots, knee-high boots, and more - all with therapeutic and supportive features. Browse and buy from our supportive women's orthopedic and diabetic boots collection.

BootsThere are 94 products.

per page
  • $ 149.95

    This sporty booty is a fun take on a sneaker and a boot that gives you comfortable, casual style. In a variety of on-trend neutral colors, it works with jeans, khakis, and any outerwear look. The weather resistant high-top comes in nubuck or nappa leather, featuring an easy-on side zipper and an easy to walk in 1.25” heel that will see you through from...

    $ 149.95
    Product available with different options
  • $ 189.95

    The wet and cold don’t have anything against the Drew Snowy. Made with durable slip-resistant outsoles and waterproof leather uppers and interior lining, getting through winter weather is a breeze. The Snowy features two removable foot bed to make it a double depth shoe. Plus, a heel cushion in the top insole for added comfort. Also, the firm heel counter...

    $ 189.95
    In Stock
  • $ 199.95

    You can easily weather the storm in the Drew Iceberg. Constructed with a waterproof design and moisture wicking interior, your feet stay dry and comfortable even during prolonged wear. The easy lacing system makes for quick on and off after a busy outdoors and the outsole is non-marking, slip resistant to keep you stable. Its dual removable depth feature...

    $ 199.95
    In Stock
  • $ 198.95

    Mismatch shoe orders are non-returnable items. Please be sure your sizing is correct.

    $ 198.95
    In Stock
  • $ 198.95

    Mismatch shoe orders are non-returnable items. Please be sure your sizing is correct.

    $ 198.95
    In Stock
  • $ 129.95

    A unique women's comfort ankle boot designed with a stretch lycra front panel that fastens and open with two side straps. This feature provides a wide opening for easy entry. Also, the fit can be adjusted with the bungee dongle - great for if you need more or less room at the instep. The soft leather uppers are lightweight making all-day wear not a...

    $ 129.95
    In Stock
  • $ 189.95

    Why not slip into this ankle boot for exceptional comfort and a chic style for the season. This slouch boot features soft, microsuede uppers that will be gentle on your feet – perfect for foot conditions like bunions and hammertoes. The sweater knit cuff adds an additional flare for the fall/winter season. Easily slip on and off the boots with the medial...

    $ 189.95
    In Stock
  • $ 99.95

    Warmth like no other! The Harlow brings all the warmth and comfort you need this season. With the Scotchgard™ treated leather uppers to repel water and the faux fur lining inside to keep your feet warm. Plus, the removable Vaporex© heat-retaining insole system provides cushion with added insulation for perfection during even the coldest days. An...

    $ 99.95
    In Stock
  • $ 189.95

    An ankle boot that is versatile and stylish. Made in either weather resistant suede or weather-resistant leather uppers and comes with a 2.4" heel that boasts confidence. The side tassel zipper makes for a beautiful detail as well as easy closure and a secure fit. Inside the boot is a supportive insole that contains a deep heel cup and contoured...

    $ 189.95
    In Stock
  • $ 89.95

    A chic casual hi-top work shoe that is slip-resistant and comfortable for those long hour work shifts! A classic and simple design with a pleasant padded collar to keep you going throughout the day. The removable insole is made of a perforated EVA material to allow from breathability and allowing your feet to stay cool during wear. Also, the heel pad is...

    $ 89.95
    In Stock
  • $ 129.95

    Talk about some height! This knee high women's wide calf comfort boot stands 14" tall with its full grain leather uppers and stretch neoprene back panel to give you that adjustable fit around the calf area. Easily get these boots on with the medial side zipper. And once you have these on, you'll know why these are a fan favorite. The cushioned rubber...

    $ 129.95
    In Stock
  • $ 109.95

    The same great style and features you've learned to love in the Delaney boot is now available in the Tall version with a 7" shaft height! Made with Scotchgard™ treated full grain leather uppers and a soft, padded collar. Easily lace this 7" boot with the D-ring speed lacing system or use the inside zipper that goes all the way down the side of the...

    $ 109.95
    In Stock
  • $ 89.95

    A sophisticated look and unmatched comfort, the Delany Strap Leather boots have it all! Scotchgard™ treated leather uppers with a wide leather strap for an adjustable closure to make for a weather-resistant, long-lasting boot. Feel free with the flexible rubber outsole that provides a cushioned bounce with each step. The cushioned rubber insole has a...

    $ 89.95
    In Stock
  • $ 99.95

    A beautifully designed women's boot made for winter! The Delaney Frost comes loaded with leather (Black or Bordo) or mixed suede (Grey) and quilted knit uppers and a sweater knit collar that keeps it cozy yet breathable. Also, the 7" shaft height is lined with D-rings for speed lacing and an adjustable fit. You can also use the side...

    $ 99.95
    In Stock
  • $ 79.95

    Snuggle up in the Delaney Alpine. A winter favorite with its snow-themed mixed suede and knit uppers - made to keep you warm and cozy. Get these winter boots on and off easily and quickly with the D-ring lacing system. Get some responsive bounce with each step with the removable cushioned rubber insole with mesh lining and flexible rubber outsole. Get...

    $ 79.95
    In Stock
  • $ 109.95

    Bring your best for hiking with the Pia! This lightweight women's hiking boot is ready for whatever outdoor terrain or weather comes your way. The soft nubuck suede uppers are Scotchgard™ treated to resist water and stains. Every step will be padded by the plush collar and tongue and backed with a firm heel counter support. Keep your feet cool with the...

    $ 109.95
    In Stock
  • $ 84.95

    Tough looking with plenty of features to back it up! The Dakota is designed to give you the bold vibe with its rugged, classic charm. Uppers made of soft suede with metal ring eyelets and ornamentation. The insole is breathable open cell PU that wicks away moisture to provide a better experience during wear and keeping odors at bay. The rugged...

    $ 84.95
    In Stock
  • $ 114.95

    Bring on the cold in the Peri!  The lining is made with 3M Thinsulate™ synthetic fiber technology for a comfortable, light feel that keeps you warm through the coldest days. Collared with faux fur design for a true winter boot style. The D-ring lacing allows for easy adjustable fit. The suede and quilted nylon uppers are treated with...

    $ 114.95
    In Stock
  • $ 114.95

    More depth, more height, more warmth! The Helena has more when it comes to women's winter boots. With a 6" shaft height and lined with faux fur lining, you can stay comfortable and confident in the Helena. The Scotchgard™ treated leather uppers will repel water keeping your boots looking new. Plus, this boot features a medial side zipper to easily get...

    $ 114.95
    In Stock
  • $ 84.95

    Things are heating up with the Hedy! A winter boot ready for the wet and cold. This women's comfort front zipper boot has a 4" shaft height and a durable, ground-gripping TPR outsole. With each step, the TPR outsole will absorb the shock. Also, the uppers are a Scotchgard™ treated suede and rip stop nylon upper to keep your feet dry and boots looking new....

    $ 84.95
    In Stock
  • $ 129.5

    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 great and feel even better. The wide 2" heel provides more stability and the medial inside zipper allows for easy entry. The outside goring allows for some stretch when walking and a...

    $ 129.5
    In Stock
  • $ 139.95

    This ankle boot packs some power and boldness with the 2.40" heel and synthetic snake fabric heel. Easily slip on and zip up with the tassel embellished zipper. Inside is a supportive, contoured design insole to provide foot relief and reduce stress on pressure points. Get in a boot that exudes confidence and pizazz while keeping you comfortable...

    $ 139.95
    In Stock
  • $ 119.95

    The Superb Comfort casual ankle boot is made with two zippers for easy entry into the shoe. Enjoy the padded collar and removable cushioned insole. Additionally, the Superb Comfort ankle boot comes in 5 width options for those needing a perfect fit. Wear with long skirts or pants cuffed at the ankle.

    $ 119.95
    In Stock
  • $ 179.95

    The Vionic Mana is the best Bohemian style boot you'll find. From the cute buckle detail to the quality weather resistant suede, these boots are a great addition to your wardrobe. Wear them with long skirts, or boyfriend jeans cuffed at the ankle, or even skinny jeans. You'll simply love the versatility of these Bohemian style ankle boots.

    $ 179.95
    In Stock
  • $ 89.95

    The Travelfit Bootie shoe is not only super stylish but comfortable as well. You’ll love the flannel tweed mesh or the quality leather options available. The footbed is removable to allow for custom orthotics. The low-profile outsole is made of a cushion EVA and has more flexibility to allow your foot to move naturally.  Additionally, this style...

    $ 89.95
    In Stock
  • $ 74.95

    Available in either suede or leather uppers, the Delaney is a comfort boot for all. Its laces are woven through D-rings for easy tightening and loosening of the shoe. The boot also features a Nylex lining to allow for year-round wear. Choose from a variety of colors to fit your style and outfits this fall. 

    $ 74.95
    In Stock
  • $ 169.95

    For a casual occurrence or your most important business meeting, the Jolene's versatility and elegant design will take you far. A weather-resistant leather upper offers durability and the side zipper make it an easy on-and-off ankle bootie. A simple, yet beautiful design that will make you proud to wear the Jolene!

    $ 169.95
    In Stock
  • $ 159.95

    The Vionic with Orthaheel Technology Serena Ankle Boot stands out from the crowd. Zipper tassels and seam piping add interest to this low-heeled bootie.

    $ 159.95
    In Stock
  • $ 99.95

    This stylish nylon boot features Sealtex waterproof laminate construction with Scotchgard treatment for salt resistance, faux shearling lining, and an inside zipper for easy entry. The Vaporex heat-retaining insole system provides extra insulation and cushioning. There is an EVA midsole with a rubber outsole for traction.

    $ 99.95
    Product available with different options
  • $ 74.95

    Available in either Navy, Brown, or Black suede uppers, the Delaney Strap is a comfort boot for all. Its hook and loop strap closure system is easy for all to use. The boot also features a Nylex lining to allow for year-round wear. Choose from a variety of colors to fit your style and outfits this fall. 

    $ 74.95
    In Stock
  • $ 84.95

    For those cold days that require an easy, slip-on shoe, look no further. The Lumi Ankle Zip is a perfect solution to keep your feet warm while providing an easy zip closure. The soft pile lining is bliss on your feet and the Vaporex heat-retaining, double insole adds extra cushion to allow for comfort even during the most extended wears.

    $ 84.95
    In Stock
  • $ 89.95

    A colorful comfort boot from Propét that allows you to express yourself while maintaining comfort. The multi-color yarn collar adds a flare that makes this a unique boot. Inside the boot you get a soft lining that is easy on your lower leg and feet - plus help keep your feet warm.

    $ 89.95
    In Stock
  • $ 79.95

    The Propet Madi Ankle Lace Boot features a nylon upper and a polyester felt lining. The boot height is 4” and this style is waterproof.  For additional warmth in cold weather, you’ll love the Vaporex insole, which retains heat by using a foil backing. Additionally, this style comes in many different width options: Medium, Wide, X Wide, and XX Wide. 

    $ 79.95
    In Stock
  • $ 89.95

    The Propet Peak Hiking Boot features mesh and nubuck uppers. This style is Scotchgard treated and waterproof.  The EVA midsole is made with high traction rubber. Additionally, this style comes in many different width options: Medium, Wide, and X Wide. 

    $ 89.95
    In Stock
  • $ 89.95

    Cozy and durable all-in-one. This weather resistant boot features a Scotchgard suede and knit upper and a Sealtex waterproof vamp. That way its soft and flexible where you need it and stays dry for you throughout wear. The Vaporex double-insole helps keep heat in while adding additional cushion. Stay warm and cozy with the Lumi Tall Lace from Propet!

    $ 89.95
    In Stock
  • $ 89.95

    The hiking trails await! You'll love the easy to wear Madison Mid Zip cold weather boot and its beautifully constructed design. This boot features a 13" shaft, duel layer insoles, and waterproof construction. Keep your feet warm and cozy with the Vaporex® heat-retaining system while enjoying the cushioning EVA midsole. 

    $ 89.95
    In Stock
  • $ 189.95

    The Glacier for women features double depth, a waterproof upper, a removable insert, waterproof lining, a tempered steel shank, a slip resistant, oil resistant, non-marking outsole, and accommodates prescribed orthotics.  

    $ 189.95
    In Stock
  • $ 179.95

    Drew Kool boots combine the softness of Drew's most popular comfort shoes with long-lasting, all-purpose durable leather and suede combination. On the inside, these orthotic boots contain one of the best, supportive insoles in the world, while on the outside, they have the durability to fit an active lifestyle. The water-resistant construction allows your...

    $ 179.95
    In Stock
  • $ 149.95

    Keep a modern style while allowing your feet to stay comfortable in this therapeutic ankle bootie. The ruching detail offers a stylish design with quality leather uppers. The rounded toe allows for extra toe room while the two removable footbeds can accommodate orthotics and offer extra volume space in the boot. Stay cozy and stylish this season with the...

    $ 149.95
    In Stock
  • $ 174.95

    The Krista from Drew Shoe offers enhanced therapeutic performance features to keep your feet comfortable during casual walks or challenging hikes. This women's orthopedic boot has you covered from the soft inside and additional heel stabilizer to the outside durable suede and lightweight rubber outsoles. Water-resistant to help keep your feet dry in wet...

    $ 174.95
    In Stock
  • $ 174.95

    A classic ankle boot with zippers on both sides for easy entry and removal. A quality boot made with leather uppers and features two removable footbed to accommodate orthotics or provide extra room in the shoe. With a lightweight, polyurethane outsole, you will receive the traction and stability from this comfort ankle boot.

    $ 174.95
    In Stock
  • $ 104.95

    The Delaney Mid Zip shoe features a suede and quilted jersey design. The insole is made of a cushioning rubber with mesh lining which add to the functionality of the shoe. You will love the cute quilted style of the shoe and even more the comfortable fit of the shoe.  Additionally, this style comes in many different width options: Narrow, Medium,...

    $ 104.95
    In Stock
  • $ 89.95

    An elegant ankle bootie with a unique tweed fabric accent that makes for a modern design and sophistication. Easily slip on-and-off this boot with the full inside zipper and enjoy the comfort inside with the Nylex lining and latex-cushioned insole. A great ankle bootie for the fall and winter seasons!

    $ 89.95
    In Stock
  • $ 138.95

    A boot designed to keep your feet comfortable while enjoying the outdoors. This lightweight hiker boot comes with a unique no-tie elastic lacing and Velcro closure. The Dr. Comfort Vigor hiker boot provides the best in comfort.

    $ 138.95
    In Stock
  • $ 134.95

    Take your next outdoor journey with the Delta. The Delta is designed to provide support and put a pep in your step. The lightweight EVA soles have a air cushioning design to soften and add a spring in each step. Plus, the gel orthotic support offers a deep heel cup and arch support to allow your feet to sit naturally in the shoe. This insole design is...

    $ 134.95
    In Stock
  • $ 99.95

    A fashionable ankle boot that allows for easy on-and-off with an inside zipper and button closure. The wider opening can help with sliding your foot inside the shoe. The full grain leather upper makes for a quality boot and the leather strap and buckle add to the sophisticated aesthetic of this style. 

    $ 99.95
    In Stock
  • $ 129.95

    A high-top woman's athletic shoe that accommodates for orthotics. The added depth, extra room at the toe box, and extended girth around the ankle provide quality support and stability. The material is a soft leather with velcro lacing.

    $ 129.95
    In Stock
  • $ 139

    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, extra depth (A5500) and is made of durable, full-grain suede leather with stylish appeal. Available in black and brown.

    $ 139
    In Stock
  • $ 144.95

    The Sierra Trail Runner are designed with advanced technological features to provide high marks in performance and comfort. The shoes are great for either running or walking and include medial support to help minimize over-pronation. There are 2 removable inserts for extra depth in the shoe and an external heel counter. 

    $ 144.95
    In Stock
  • $ 94.95

    The Doretta shoe features quality suede uppers and nice detailed stitching. The insole is made of a faux fur lining which add to the warmth and functionality of the shoe, while the size zipper allows for easy entry into the shoe.  Additionally, this style comes in many different width options: Medium, Wide, and X Wide. 

    $ 94.95
    In Stock
  • $ 99.95

    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 functionality of the bootie.  Additionally, this style comes in many different width options: Medium, Wide, and X Wide. 

    $ 99.95
    In Stock
  • $ 99.95

    A perfect waterproof boot for being outdoors this winter. Whether you are at home or hitting the trails, this boot will keep your feet warm, dry, and protected. The boot is lightweight and comes with a durable rubber toe box cover that makes this boot last through snow, rain, and the rugged outdoors.

    $ 99.95
    In Stock
  • $ 151.95

    You'll love the ease and comfort of the Ros Hommerson® Claire. This low boot features clean lines, stretch gore and a side zipper to make for an easy, comfortable slide on and off. Claire will pamper the foot and provide all-day comfort. Rubber outsole. 1" heel

    $ 151.95
    In Stock
  • $ 73.06 $85.95 test123 -15%
    Sale!

    A winter boot that comes with style and functionality. Your feet will stay dry from the outside with the Scotchgard® sealed waterproof upper and warm and dry on the inside with the moisture wicking Sealtex® waterproof bootie construction. The Vaporex® insole will help to retain heat and includes a double-insole system with a molded EVA footbed to provide...

    $ 73.06 $85.95 -15%
    In Stock
  • $ 119.95

    A modern, sleek design with a unique strap and buckle adornment and a cute slouching look on the full grain leather uppers. The zipper on the inside of the boot allows for easy entry. Inside the boot has a latex-cushioned insole and Nylex lining for additional support and comfort.

    $ 119.95
    In Stock
  • $ 119.95

    An elegant comfort boot with a unique tweed fabric accent that makes for a modern design. Easily slip on-and-off this boot with the full inside zipper and enjoy the comfort inside with the Nylex lining and latex-cushioned insole. This boot also includes a buckle for aesthetics and sophistication. A great ankle bootie for the fall and winter seasons!

    $ 119.95
    In Stock
  • $ 129.95

    Added-depth comfort boots that offer therapeutic benefits and extra room for orthotics, AFOs, or internal modifications. The mesh and genuine leather uppers provide breathability while the high top feature provides ankle stability and support. The solid injected EVA midsole makes for a lightweight shoe, while the rubber outsole provides exceptional...

    $ 129.95
    In Stock
  • $ 169.95

    The Sedona casual boot has the softness of Drew's most popular comfort shoes with long-lasting, all-purpose durable leathers. Inside, the boot has one of the best insoles in the world with three layers of comfort and protection. Outside, the boot fits a more active lifestyle. Great ankle support. 

    $ 169.95
    In Stock
Showing 1 - 60 of 94 items