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6 Cute, Comfortable Ankle Boots Bring Blissful Relief to Problem Feet
Ankle boots have established themselves as a wardrobe staple deserving of top-shelf status right next to tall boots. In fact, I find I gravitate toward ankle boots as a more versatile and comfortable option to tall boots (I recommend Jo-Lynne Shane’s style primer on how to wear ankle boots if you’re still wondering). Have you found a pair of stylish, comfortable ankle boots yet? The ones that cradle your foot, fit like a glove and look great with your cool-weather wardrobe? With the thousands of ankle boots online and in store, it’s mind-boggling trying to decide which one will work for you and your particular foot issues. Let us help you narrow the search with our round-up of 6 comfortable ankle boots for everything from plantar fasciitis to hallux rigidus. And if you still can’t find what you want, check out our lively discussion about comfortable ankle boots on our Facebook page!
Most comfortable ankle boots for plantar fasciitis: Naot Helm. Take it from Zappos customer, Sharon:
I’ve been struggling with painful plantar fasciitis for over 2 months; shots from a podiatrist; have given away several pairs of shoes and so much time spent looking for and returning any types of shoes I could wear (yes – and different supposedly orthopedic insoles). These are the only ones that I have been able to wear without pain and actually walking normally instead of limping.
We love the Naot Helm’s ability to perfectly combine a fashion-forward aesthetic with orthopedic comfort. Find the Naot Helm in six beautiful colors, euro sizes 35-43 (4-12) for $199.95 from Zappos. See our educator review of the darling Naot Kahika bootie for another comfortable option!
Most comfortable ankle boots with a heel (and come in narrow to wide widths): Munro Brittie.
This is one of our favorite styles by Munro, who specializes in hard-to-fit feet! The velvet laces add a festive touch to this vintage-style bootie. A removable footbed may allow for a personal orthotic. A happy Zappos customer says this about her new comfortable ankle boots by Munro:
LOVE these boots. WOW. I got the black leather. They are stable and comfortable, and they look great with jeans. I’m not used to 2″ heels for everyday but these are fine. Removable footbed and my Superfeet insoles fit.
Find the Munro Brittie in black and ruby red patent in sizes 5-12, super slim to extra wide widths for $274.95 from Zappos, and Nordstrom, For other brands that specialize in extended sizes and multiple widths, check out the Drew Kool and ankle boots by brands Aravon, Dr. Comfort, Apex and Walking Cradles.
Best ankle boot for hallux limitus or rigidus: Dansko Barbara. If you have hallux rigidus (painful big toe due to injury or arthritis), you’ve most likely been told to wear a shoe with a firm sole to keep the big toe from flexing too much. But sometimes rigid-sole shoes can feel hard and unforgiving to aching feet and toes. Thankfully, the Dansko Barbara not only features a thick (yet lightweight) outer sole with rocker motion, the footbed is generously cushioned with memory foam. The toe box is roomy to accommodate sensitive toes. Find the Dansko Barbara in euro sizes 36-42 (5.5-11.5) for $170 from Dansko.com, Zappos, The Walking Company, and Nordstrom.
Don’t forget Fitflop ankle boots if you have hallux limitus or rigidus. Most feature thick, cushioned soles with roomy toe boxes. The styles keep getting cuter and cuter!
Best comfortable office-appropriate ankle boot: Taryn Rose Babson.
This sleek ankle bootie features a 1.5″ sculpted demi-wedge heel, contoured arch support and a cushioned ORTHOLITE footbed for all-day comfort. A water-resistant upper makes the Babson a good option for commuting in wet weather. Available in sizes 4-12, medium and wide widths for $84 from TarynRose.com, Amazon and Nordstrom .
Best non-leather ankle boot: Bussola Coimbra / Cyra
These cute and comfortable ankle boots by Bussola are made from a slightly stretchy microfiber which makes them forgiving of bunions and hammertoes–they’re also water-repellent! The insole is lightly cushioned and the non-slip outsole is flexible. These booties run a little small, so order up a half you may want to order up a size. Find the Bussola Coimbra (sometimes named Cyra) in sizes 6-11 for $94.95 from Shoemall, Amazon and eBay. Coldwater Creek carries a mid-calf version of this microfiber boot by Bussola.
Best wedge ankle boots: Sorel Evie Lace. I was just about to include the ever-popular Sorel Joan of Arctic II Wedge collection to this article on most comfortable ankle boots, but couldn’t get past the three inch heels. Then I saw these! The Evie features a 2 1/4″ wedge heel with a 3/4″ platform–that’s a rise of only 1.5 inches. The upper is made of waterproof suede and the outsole is molded rubber. Available in sizes 5-12 (even a 10.5!) for $140 from Sorel.com, Zappos, an Amazon,