Comfortable ankle boots for fall
When it comes to shoes, comfort is super important. Trust me, this is from a girl who’s been wearing heels since my tween years (I’m proud I can even run in them), but now I listen to my body and focus on finding fashionable options that give my feet a break. If you’re a stiletto lover like me, I’ve got some good news: sneakers (thankfully) aren’t our only options for getting relief while pounding the pavement, thanks to all the cute and comfortable boots.
Fashionable and functional, our favorite ankle boots are stylish and super versatile so you can wear them anywhere, but also durable, cushioned and supportive. Whether you have a job that keeps you on your toes (literally), just like to walk a lot, or are prone to sore feet, you’ll be happy to find these fabulous choices.
our top picks for the most comfortable women’s ankle boots of 2022
Ahead, we’ve been looking for the cutest ankle boots that are truly made for walking (and doing stunts), all through fall and beyond, since you can wear them all year round (yes, even winter). ‘summer). Plus, they’re easy to pack away, and they go well with jeans, skirts, and dresses (so basically everything). The cooler seasons are when ankle boots really have time to shine, so add some to your wardrobe before fall begins with these 18 standout options.
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those baby blues
Topshop Hazelnut leather block heel ankle boots
These pale blue bbs with the coolest angled heel shape are a total compliment magnet. Seriously, have you ever seen a color like this on boots?
Rave review: “Love the color and style of these boots,” writes one reviewer. “I’m a size 8 and ordered a size 8 and they fit perfectly. Great quality and comfortable too. Very happy with my purchase.”
those chelsea platforms
Vagabond Shoemakers Carla Chelsea Boots
Step up your shoe game with this elevated take on the Chelsea boot that sports a sleek platform for a little extra height. and heel-to-toe cushioning.
Rave review: “Very comfortable and sturdy. Matches white/black/blue jeans. Fits Large – I wear size US 7 at Dr. Martens and got size US 8 based on other reviews, and they fit perfectly The color is a bit different as it actually looks like khaki instead of beige, but still looks very stylish.”
those gray throats
Splendid Sadie Lace-Up Bootie
If you’re all for in addition comfort, then this sturdy suede lace-up bootie with good ankle support and traction on the soles is a cute way to treat your feet.
those big shoelaces
Schutz Shoes Zhara Winter Leather Bootie
A big spin on the combat boot is probably everything you didn’t know you needed in your shoe collection. We’re so here for all the different textures in this on-trend style, which is lined with plush faux fur to keep you extra cozy. Oh, and it also comes in brown and black.
Rave review: “These boots are awesome my husband got them for me in bone color in my normal size 8,” one reviewer shares. “I think the faux fur lining helps keep them true to size. The heel height is manageable and they are comfortable for me. Pro Tip: Wear them at home 24 hours to get used to the height of the shoe. heel. They are super sexy. Highly recommend.”
those waterproof warriors
Vionic Orthaheel Sienna Boots
We’re confident you’ll tackle the elements (and long days) like the fashion pro that you are in these seam-sealed waterproof nubuck boots from Vionic, a brand specializing in ultra-comfortable and comfortable (but elegant).
Rave review: “I bought these in October and have been wearing them for about six weeks now.” writes a reviewer. “I’ve had several pairs of Vionic shoes in the past so I knew the support was great and I was confident these would be too. The toe area felt a little small and the heel area felt a bit small. bit wide but i followed the instructions and wore them around the house for a few hours straight for about 3 days all they needed was a break in. now i wear them all the time day at least 3 days a week! Not only do they provide fantastic support, but I have received several compliments on them. A slipper with style and comfort is definitely a winning combination!”
Kat Maconie Alba Single Chain Boots
Feast your eyes on this chocolate brown suede leather pair, adorned with the designer’s signature gold chain curved heel. (A bit like trendy jewelry for your feet.) It’s your new everyday boot, with a twist.
those checkerboard cuties
Raid Saylor Block Heel Sock Boot
This trendy patterned style is everything. Pair these must-haves with a mini skirt or skinny jeans, and you’ll be the coolest cat in the room.
Brother Vellies Empire platform ankle boots in whiskey
The 70s called, and we are then answer. The chunky, slightly flared heel of this Brother Vellies pick adds stability, and the chunky platform provides much-needed cushioning for those days you’re running around town.
these comfortable glove boots
Everlane The High-Ankle ReKnit Glove Boot
Behold: the sock boot of your dreams. Thanks to the stretchy upper, they’ll fit you like a glove, and that low block heel looks and feels amazing.
Rave review: “I’ve been looking for a skinny ankle boot for so long and this one delivers in every way: great fit, superior style, awesome comfort with the perfect heel height,” one reviewer shares. “They’re so easy to pull on too. Perfect for cropped jeans and the current upgrade to any dress or skirt in the closet. Yay!”
those glitter stunners
Dolce Vita Nestly Bootie
Shine like the star you are in these champagne metallic cowboy boots. Love the silhouette of this pair, but not the shimmer factor? These also come in matte ivory! PS They look so perfect in both colors for various bridal parties, from the bachelorette party to the bridal shower to the wedding after party.
those suede stunners
Filippa-K Edith Mid Bootie
How sleek and chic are these handmade suede beauties? We love its slightly pointed shape and stacked heel.
ASOS Design Region leather mid heeled boots
You’ll turn heads in these must-haves in fire engine red leather with a chunky mid-heel and small platform. I mean, look at that color!
these coveted cuties
UGG x Telfar Logo Mini Lamb Shearling Snow Boots
Telfar is a cult favorite for a reason! While their killer bags tend to hog the spotlight, you can’t really go wrong with any of the brand’s best-selling designs, especially these comfy boots from the UGG x Telfar collaboration. They’re a totally new twist on a ubiquitous staple.
these watertight wonders
Blondo Salomé Waterproof Boots in Taupe Suede
We love the creamy hue of this waterproof suede slipper! But if you’re skeptical about the cleanliness of the light-colored kicks, good news: these are available in five other colors. These stunners work hard and play hard: they’re polished enough to wear to the office, but you’ll definitely want to wear them for a night out on the town too. Plus, they’re waterproof!
Rave review: “I just ordered tan and brown suede in this bootie,” writes one avid reviewer. “I went with my size and the fit is perfect. Love the soft square toe here, love the architectural heel, still love an inside zipper, the colors here are spot on and they are waterproof. I mean, Let’s go! Absolute work / basic output. I will be living in these this fall/winter season.”
these sheepskin scrunchies
Coach Leona Shearling Zip Boots
We’re all about that shearling. The chunky lug sole and zippered vamp are a great contrast.
these wedge boots
Sorel Evir Zip Wedge Bootie
The cropped silhouette and side zippers of these wedges make them then easy to slip on or off, so they’ll be absolutely your go-to pair for running errands in colder seasons.
these chic lumberjack shoes
Blondo Destin waterproof ankle boot
It gives “miss, I can do this on my own” vibes. Tackle any task with these chunky waterproof ankle boots featuring a camel suede throat upper with elastic gussets, as well as a lugged sole and padded footbed.
Rave review: “When I first opened them I thought they were a bit too ‘lumberjack’ but when I’ve worn them with baggy jeans they’re so cute! They’re comfortable and I get lots of compliments on it. I took a size 9, and they fit true to size.”
these luxury navy blue
JJ Peter Gray Military Boots
If most military-style boots are too chunky for your taste, you’ll appreciate the sleek, minimalist look of this pair. Bonus: they’re made with buttery natural leather sourced from Spain that will age beautifully over time.
How we choose the most comfortable ankle boots:
Cosmos‘s team of digital fashion experts, which includes Director of Fashion Articles Rachel Torgerson, Fashion Editor Tarah-Lynn Saint-Elien and Director of Contributing Fashion Articles Alexandra Ilyashov, has decades of combined experience. in industry. They spot relevant trends on the runway before they even reach your TikTok FYP or Insta Explore page and research retailers of all kinds – testing many brands IRL – to bring you the best choices in clothing and accessories. for each season. Basically, we’ve curated the internet to bring you the fanciest options like it’s our job (because it is, hey).
Each of our purchase items meets the 15% Commitment and includes products for all sizes. These comfy ankle boots were chosen based on design style, functionality (sturdy soles are a must!), price, size range, material (waterproof, anyone?) and so many reviews to compile this list of the best. for you!
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