Published on November 5th, 2024 | by Kirsten Borrink
38 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. 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 problem feet.
Kudos to Alegria for designing an ankle boot that doesn’t look clunky, chunky and huge! The Meadow chelsea boot features a rounded toe, removable dual density footbed with arch support and 1 3/4″ stacked heel. Find a pair of Alegria Meadow boots in sizes 5-13 for $120-150 from Zappos, Nordstrom and Amazon.
Moto boots Dansko style? Hop on, baby! The mid-calf Delphine boot features a waterproof leather (or nubuck) upper, removable footbed with moderate arch support, a crepe-textured rubber outsole and double buckle detail.
Reviews are coming in hot for Delphine! Available in euro sizes 36-42 (5.5-12) for $210 from Dansko, Amazon and Zappos.
**Show off your new boots in a pair of KUT from the Kloth cropped black jeans (similar to photo above).**
They accommodate my high arch/high instep feet easily with room for medium or heavy weight socks, and I easily added my orthotics. Nordstrom customer
We love a nice chunky heel and the Josef Seibel Marta 03 wears it well. With flexible goring on one side and a zipper on the other side, these comfortable ankle boots are easy to put on and take off. A generous toe box accommodates bunions and wider forefeet. Reviews state the boot runs a little large, you may want to order down a size unless you plan to wear with thick socks. Find the Josef Seibel Marta 03 in sizes 5.5-11 for $125-180 from Amazon, Zappos and PeltzShoes.com.
I wanted some boots to accommodate my wide feet (including painful bunions) and these have been and excellent fit. I use the half inserts to give a bit more space in the toe box. The boots are excellent quality and looking great dressed up or down. Melody, Frankie4 customer
Beautiful and foot-friendly, the Frankie4 Liberty classes up any outfit. Each pair comes with a Sole Saver pack enabling a customized fit (two full-length footbeds, two half-length footbeds and two forefoot cushions). Available for in sizes 6-13 for $278 from Frankie4 and Nordstrom.
Great for feet that crave a roomy and high toe box! Other features to love: surprisingly lightweight outsoles, great traction, moderate arch support. A happy Ariat customer says this about the Fatbaby Chelsea boot: “I love these boots. I have wide feet and often have trouble with squeezy toe boxes. These fat baby Chelsea boots are roomy in the toe box, super cushy comfortable and have an arch support. I’m also in love with the print!” Availabe in a variety of solids and patterns, sizes 5.5-12 medium and wide widths (in some colors) for $77-109.95 from Ariat, Zappos and Amazon.
I have a neuroma, a painful foot condition, and have trouble find shoes that don’t exacerbate the condition. These boots are fantastic! Naot customer
Israeli brand Naot does it again with the Pali lace-up boot with faux shearling collar. Featuring Naot’s removable cork/latex footbed, the Pali provides structured support while maintaining a lightweight feel on the feet. Find the Naot Pali in euro sizes 35-43 (4-12) for $171-214.95 from Naot.com, Zappos, and Amazon.
I have hammer toes and find most shoes to be very uncomfortable.. until these boots! Orthofeet customer
With too many features to mention here, these comfortable ankle boots come with premium orthotic insoles plus an arch booster for extra support and fitting spacers for a more loose or snug fit. A generous and high toe box accommodates bunions, neuromas and hammertoes. The Orthofeet Emma is available in sizes 6-11, medium and wide widths for $119.95 from Orthofeet.com and Amazon.
Hi,
Broke my ankle 2 years ago and need support for that as well as flat feet and deep padding for forefoot. I’ve tried many pairs of shoes & boots from Zappos but the only thing I’ve found to fit me ( size 10 1/2 Wolky’s Rosa) shoes. They felt great for about 20 minutes. Then my ankles started to swell and I realized there was no padding in the metatarsal region. Help! I need a winter boot or shoes. Any suggestions.
I just ordered blundstones (the stout water resistant from Nordstrom) learning the half sizes are for width not length (so an 8.5 is an 8w). And they have a removable insole so they fit my custom orthotics! Haven’t tried them in the elements yet but so far I’m over the moon with them.
Wonderful! I’ve heard such great things about Blunnies from people with problem feet!