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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 121 products.

per page
  • $ 94.95
    New

    The DuroCloud™ technology offers unbelievable comfort and shock absorption to help with forward momentum and bounce with each step. The soft leather uppers are adorned with a leather heel accent and a removable arch supporting insole. The side zipper and functional laces provide easy on and off and an adjustable fit. Keep your feet healthy in this trendy...

    $ 94.95
    In Stock
  • $ 84.95
    New

    Winter boots done right with Scotchgard™ treatment on the nylon uppers for water and salt resistance. Its comfort and warmth come from the faux shearling lining and Vaporex® heat-retaining removable insoles. An additional EVA spacer insert can be removed for additional depth in the boot. The rubber outsole is flexible to give you a cushioned bounce in...

    $ 84.95
    In Stock
  • $ 129.95
    New

    A classic riding boot design with a sleek look and wide shaft (15” circumference) micro stretch neoprene back for accommodative fitting. The medial zipper allows for easy on and off and the polyurethane outsole provides great shock absorption with a rubber tread for traction. Embrace the season in the West!

    $ 129.95
    In Stock
  • $ 104.95
    New

    A bold, classic 2-inch heel ankle bootie with rich full grain leather uppers, this women’s boot is a must this season. The Topaz has a 11-inch shaft circumference and an inside medial zipper to easily get your foot in and out. The removable insole is cushioned to provide all day comfort. Look great and be comfortable in the Topaz!

    $ 104.95
    In Stock
  • $ 69.95
    New

    A chic ankle bootie that will be a perfect addition to your wardrobe. Available in Indigo, Black, or Smoke Taupe micro-fiber uppers. The low heel (1.25”) is perfect for a small boost with no compromise on comfort. Get the perfect adjustable fit with its elastic side goring on the outside and easy on and off with the rear tab and medial side zipper. Great...

    $ 69.95
    In Stock
  • $ 104.95
    New

    Be bold in the Rebel. This ankle bootie has a beautiful design made up of Scotchgard™ treated full pig suede uppers with a 4” shaft. The tasseled zipper adds a nice embellishment while the wide block 1.75” heel provides stability and comfort. The Rebel is a must for any wardrobe needing a comfort ankle boot. For an ankle boot that takes its own stance,...

    $ 104.95
    In Stock
  • $ 114.95
    New

    Stand tall with the Rider. This classic 14” shaft riding boot features Scotchgard™ treated suede uppers and a 15-inch circumference opening. The inside zipper combined with the hidden elastic goring provides a comfortable, adjustable fit. The decorative tassel provides an additional flair. A modest 1.75” heel provides a nice lift while not comprising...

    $ 114.95
    In Stock
  • $ 89.95
    New

    The Dani Mid offers a sleek design with winter-ready features. The Nylon uppers are Scotchgard coated for water/salt resistance. And the removable footbeds are Vaporex® heat-retention insoles that will keep your feet warm on the coldest days. The faux shearling lining is soft and add a little more comfort. Get cushioned comfort with every step with the...

    $ 89.95
    In Stock
  • $ 84.95
    New

    Stay stylish cool but insulated warm in the new Dani Ankle Lace from Propét. This boot is ready for fall/winter with its Scotchgard treated uppers to repel water and salt. Plus, the Vaporex® Insoles provide insulation for heat retention. The rubber outsole provides a cushion response with every step. You'll love the Dani Ankle Lace this fall/winter season!

    $ 84.95
    In Stock
  • $ 94.95

    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.

    $ 94.95
    In Stock
  • $ 156.99

    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.  

    $ 156.99
    In Stock
  • $ 184.99

    Phoenix Plus set the industry standard as an everyday boot packed with exceptional therapeutic performance features, including additional ankle support. Soft on the inside. Perfect for the elements on the outside. Includes the exclusive Plus Fitting System® with two removable insoles. Comes with add-on arch supports that can be perfectly positioned under...

    $ 184.99
    In Stock
  • $ 156.99

    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...

    $ 156.99
    In Stock
  • $ 94.95

    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.

    $ 94.95
    In Stock
  • $ 64.99

    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...

    $ 64.99
    In Stock
  • $ 129.95

    The Orthofeet Milano is designed to relieve foot pain caused by conditions like plantar fasciitis, diabetes, neuropathy, or arthritis. Living with foot or any lower body pain makes mobility during the day difficult, so the Milano offers therapeutic features to help reduce foot and lower body pain. The anatomically correct insoles help to align your feet...

    $ 129.95
    In Stock
  • $ 52.99

    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. 

    $ 52.99
    In Stock
  • $ 154.99

    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. 

    $ 154.99
    In Stock
  • $ 129.95

    Orthofeet Womens Boots Strap 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 for added...

    $ 129.95
    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
  • $ 52.99

    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...

    $ 52.99
    In Stock
  • $ 109.95

    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!

    $ 109.95
    In Stock
  • $ 156.99

    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...

    $ 156.99
    In Stock
  • $ 129.95

    The new version of the loved Orthofeet Shenandoah boot, the Tivoli offers the same great features as its previous boot with bit more design flare. The Tivoli offers two hook and loop velcro straps and a soft, mesh interior lining for innovative comfort and pain relief. The suede toe and heel design give this women's comfort boot a unique design. A perfect...

    $ 129.95
    In Stock
  • $ 129.95

    An extreme lightweight boot that features a medial zipper entry for ease of entry and velcro strap closure. The soft leather uppers are delicate on your feet and the seamless linings to decrease painful rubbing. Let your toes spread naturally within the shoe with the extra-depth and extra-width at the toe box. You can remove some of the inserts provided...

    $ 129.95
    In Stock
  • $ 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
  • $ 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
  • $ 60.49

    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. 

    $ 60.49
    In Stock
  • $ 114.95

    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 durable boot that will last. Inside the boot has a latex-cushioned insole and Nylex lining for additional support and comfort.

    $ 114.95
    In Stock
  • $ 69.49

    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...

    $ 69.49
    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
  • $ 58.99

    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!

    $ 58.99
    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
  • $ 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
  • $ 60.49

    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....

    $ 60.49
    In Stock
  • $ 52.99

    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.

    $ 52.99
    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
  • $ 139.95

    If your size selection is not available, this style is being upgraded to the Orthofeet Tivoli. See style here: Orthofeet Tivoli

    $ 139.95
    In Stock
  • $ 89.96 $119.95 test123 -25%

    The Charlotte Propet® orthopedic boot features a full inside zipper and an elastic stretch panel creating a perfect fit for those with wider calves. This classic boot not only features a latex-cushioned insole for added comfort but also is designed in a timeless style.

    $ 89.96 $119.95 -25%
    Reduced price!
    In Stock
  • $ 104.95

    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. 

    $ 104.95
    In Stock
  • $ 54.99

    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. 

    $ 54.99
    In Stock
  • $ 52.99
    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...

    $ 52.99
    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
  • $ 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
  • $ 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
  • $ 179.99

    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...

    $ 179.99
    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
  • $ 104.95

    The Propet Waverly features full grain leather uppers and nice detailed stitching. Also, these boots come with twin zips (one on each side) for super easy entry into the boot. The insole is a PU foam made from recycled materials.  Additionally, this style comes in many different width options: Medium, Wide, and X Wide. 

    $ 104.95
    In Stock
  • $ 129.95

    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 Scotchgard™ to make...

    $ 129.95
    In Stock
  • $ 114.95

    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. 

    $ 114.95
    In Stock
  • $ 58.99

    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.

    $ 58.99
    Product available with different options
  • $ 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
  • $ 52.99

    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,...

    $ 52.99
    In Stock
  • $ 52.99

    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. 

    $ 52.99
    Product available with different options
Showing 1 - 60 of 121 items