27 Comfy Shoes You'll Want Multiple Pairs Of

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31-05-2025

A pair of basic round-toe pumps with a mid-sized heel that'll look fancy at special events while being comfy enough to wear all night long — yes, that means buh-bye flip-flops that you bring to every wedding.
Promising review: "I'm shocked with my purchase! I needed a pair of heels to wear to a wedding. Seeing as I don't get out much I did not intend on spending a lot of money on them. Not only do these shoes look amazing, but they feel amazing as well! I was in them not only during the reception, but the ceremony as well. They were so comfortable and did not leave blisters or leave my feet sore. I danced in them all night and will keep this brand in mind the next time I need to purchase any shoes." —Jennifer HannsGet it from Amazon for $31.99+ (available in sizes 5–12 and 21 colors/styles).
A pair of comfy embroidered cowboy boots with a chunky heel to let you square dance the night away without feeling like you have to slip into flip-flops after five minutes on the dance floor.
A pair of Adidas Cloudform running sneakers because training for a race is challenging enough — make it at least a bit less painless with these lightweight, breathable, and cushy sneakers.
Promising review: "I walk a lot. I'm on my feet a lot, and I'm in my 60s. It's really hard to find comfortable walking shoes. Most do not hold up to their claims in my opinion. I now own two pairs of these. I walk an average of 3–5 miles a day and spend a lot of time working in my flower beds. I wear them for an average of 12 hours a day. These have held up really well to the work I put them through, and they are so comfortable. Highly recommended!" —PNGet it from Amazon for $58.99+ (available in sizes 5–11 and 15 colors).
A pair of faux-wood Dr. Scholl's slides that'll go with your iconic Nantucket vibe while feeling as cozy as the worn-in slides you've had for years now.
Promising review: "Very comfortable and are large enough to fit wide feet without any problem. Good quality, great shoe." —AnneMarieGet them from Amazon for $35.99+ (available in sizes 6–11 and three styles).
A pair of chic sandals you can wear anytime, anywhere — whether you're off to a meeting, brunch with friends, or getting your wardrobe ready for wedding season!
Promising review: "I bought these to match a hot pink dress I purchased and they matched the dress perfectly! They are very comfortable, I wore them to a party for eight hours and had no issues with pain the next day. The straps fit nicely, not too loose or snug. Would definitely purchase in other colors!" —MarianaGet it from Amazon for $24.21+ (available in sizes 5–13 and in 12 colors).
A soft rubber sole slipper so you can enjoy the warm, cozy feeling of socks with the protection and grip of a traditional slipper.
Promising review: "Hard to find a woman's slipper that isn't too frilly, fluffy, puffy and has a back on it. These fit like a glove. Love the nonskid sole seems durable. It's the best slipper I've owned. Buying as Xmas gifts for everyone this year! They are so comfortable and warm. If I want a slip-on it converts to that. But as a woman, I find that most slippers either look like bedtime Uggs, slide off the feet, or have fur everywhere. These are amazing. Don't hesitate. I bought smaller than my size because my slippers tend to stretch out and then flop around. These are snug, but they are so soft it doesn't bother me." —JodiGet it from Amazon for $16.79+ (available in women's sizes 4.5–13, men's sizes 3–11, and 23 colors).
A cushy pair of slides you'll gladly wear absolutely EVERYWHERE, whether you're sporting them to waltz around the house or putting them on to run your weekly errands.
Promising review: "So cute and COMFORTABLE, literally feels like walking on clouds! And they're breathable — no sweaty feet. I also like how at the bottom it's textured so you can walk outside, and they have little slots so they're airy! Buy them ASAP." —JordanGet it from Amazon for $23.98 (available in sizes 4–12.5 and 17 colors).
An espadrille wedge that absorbs shock with its platform-like sole and keeps the foot in place with its ankle strap. All while looking cute enough to wear with any dress in your vacay wardrobe.
Promising review: "LOVE THESE SHOES!!! I have a wider foot and can't wear many trendy shoes, but I am in LOVE with these!! They are truly the most comfortable pair of sandals I have ever owned, no exaggeration. I wore them for an entire wedding, no complains. Walked two miles in them on vacation, no complaints. ran through a lightning storm in them, NO COMPLAINTS!! I would run a marathon in these if I needed to. Ankle strap is comfortable and stretches enough to put my foot in but fits just right to hold the shoe on comfortably. The two foot straps don't stretch, but aren't too tight. These feel even better than name brand shoes! I LOVE THEM!!! BUY THEM!!" —tyler fischerGet it from Amazon for $39.99 (available in sizes 6–11, including wide sizes, and five styles).
A pair of pointed-toe mules for folks who prefer closed-toed shoes but still want a bit of ventilation. These mules have a wider footbed than most pointed-toe shoes, meaning they'll feel more like slippers and less like toe constrictors.
Promising review: "I usually have a hard time finding comfortable and cute shoes that fit my wide feet, but these are perfect. They get comfier every time I wear them, and I wear them three to four times a week for work. My feet don't slide, and they don't make any weird noises." —Tiffany PGet them from Amazon for $35.97 (available in sizes 5–12 and five styles).
A pair of Minnetonka wedge sandals that work great as a chic headed-around-town option. Bonus: these are great travel shoes since they go with just about any neutral outfit and feel comfy during city strolls!
Promising review: "These slides are so cute and look great with lots of outfits. They are a little wide but when summer heats up, they will fit fine. Love them!" —GirlygirlGet it from Amazon for $19.37+ (available in sizes 5–11 and in 18 colors).
A pair of braided sandals with a supportive chunky heel proving that you *can* dress up virtually anything: even your favorite band tee and broken-in pair of jeans.
Promising review: "Reaching for these sandals more and more because they're comfy, cute and, elevate my outfits! They didn't require any breaking in and I've worn them for an entire day out and had no issues with long-term wear. Fit was true to size. Going to get another color since I love them so much!" —NidhiGet it from Amazon for $29.99 (available in sizes 6–10 and 25 colors).
A nonslip athletic sneaker that you'll slip into day in and day out. Reviewers have mentioned that these shoes feel like walking on clouds, which is the type of feeling you want when miles into your next hike or run.
Promising review: "I did not expect this to be so comfortable and cushion support. It was like walking on clouds for sure. This is a true to size shoe for sure. Ordered these for hike walks and trail biking to see how comfy indeed it was. Little snug on the entry since it doesn't have a tongue like opening, it is a sock like entry but good. To start I have the black ones but will look to order more colors. Name brands should look into this style of comfort... Or maybe link up to expand product lines. GREAT PRODUCT THANK YOU." —nessynpookGet it from Amazon for $36.79 (available in sizes 5.5–10.5 and 21 colors).
A mesh slip-on shoe because, honestly, who has time for laces? These shoes are made from mesh, meaning they'll fit your foot like a glove while still remaining exceptionally breathable.
Promising review: "I would buy again. I am on my feet for eight hours and find them wide enough with enough arch support." —DonnaGet it from Amazon for $30.59+ (available in sizes 5.5–10.5 and 15 colors).
A pair of big buckle Birkenstocks — these form to your foot over time without compromising on comfort. And those buckles aren't just for style — they're adjustable, which is a BIG plus for people with high arches or bunions.
Promising review: "These are truly the most comfortable sandals I have ever owned. They break in really quickly with the soft leather but also keep their shape really well. I love the buckle detail and adjustable strap for when they might loosen over time. Really well made, and again, so comfortable." —flynniepGet it from Free People for $160+ (available in sizes 5–10.5 and nine colors).
A black pointed-toe pump because it's the type of basic, versatile shoe that belongs in every wardrobe. The footbed forms to your foot, while the leather stretches easily for a perfect fit. I have these shoes, and I can easily spend hours in them without feeling an ounce of pain.
Promising review: "These fit and feel so good on my wide width foot. The arch is not extremely defined, but enough is there to make my foot happy. These do NOT hurt my feet at all. I think I could play basketball in them :) LOVE them!" —CCGet it from Amazon for $38.20+ (available in sizes 5–12, including wide fits, and seven colors).
A quilted slip-on shoe with memory foam insoles to make it feel as if you're stepping on a fluffy pillow with each stride. Pair these with your favorite leggings for times when you want to be comfy while running errands, but you also want to look put-together.
Promising review: "I have wide feet and these are SO COMFY. I am usually a 7.5-8, I ordered these in an 8. My pinky toe isn't crammed in and the bottom feels like memory foam. These are a great value." —abcdGet it from Amazon for $30.58+ (available in sizes 6–11, wide fits, and in eight colors).
A handmade pair of leather huarache sandals you'll *definitely* want to collect in every hue. These shoes hold onto your ankle to provide support during long walks and even have a platform that adds cushion!
A pair of low wedge flats, because finding shoes that accommodate wide feet can be tricky — throwing a high arch into the mix can make things even trickier! I personally have wide feet with a high arch, and I always recommend a roomy shoe with just a liiiiiittle bit of wedge for extra support!
Promising review: "Really good quality and comfort shoe. I have wide feet and these are really comfortable. I went up half a size and they fit perfect. Great to dress up or down." —CGet it from Amazon for $25.49+ (available in sizes 5–12 and 14 colors).
A pair of chunky sandals for helping you release your inner Daria. These are perfect for anyone who wants to serve '90s vibes but needs something less intricate to emulate the decade. These shoes are super simple to throw on and add an immediate edgy (and cute!) touch to your 'fit.
Promising review: "These shoes are a very cool closet staple to have and reasonable price! There is not a ton of stretch to the strappy part which I like so my foot isn't sliding too far forward when I walk. If you have wider feet, I would recommend going a size up? Although it's listed to be memory foam, it's not that cushion-y, but does mold to the shape of your sole/heel the more you wear them. The only con is that the bottom of the shoe can be slippery on bare floors or tile so tread carefully. I went outside and shuffled the sandals a few times on the sidewalk to help these shoes have more grip. Alternative is to spray the bottom or buy grip stickers for the bottoms." —N. PaulGet it from Amazon for $39.99 (available in sizes 6–11 and also in taupe).
A patent leather loafer, because what's better than wearing sneakers to the office? Wearing work-appropriate shoes that feel as comfortable as sneakers, that's what!
Promising review: "I ordered these loafers because I had to stand for hours on end during a project for work. Ohhhh the comfort and support, your feet will love how soft they feel. Bouncy too! Feels like you can jump and bounce around. They made a difference wearing them compared to any other footwear. I've gotten lots of compliments, and they look great, which is such a plus. Usually, comfortable loafers don't look stylish, not with these loafers." —Ms. RizzoGet it from Amazon for $49.99+ (available in sizes 6–11, including wide fits, and in three colors).
A pair of Anne Klein wedge pumps that distribute pressure evenly throughout the entire footbed — not just on the heel or sole. This is great if you want an elevated look with a cozy shoe feel.
Promising review: "These shoes are awesome and are so comfortable! Wore them for hours at a wedding for the first time and they were perfect!" —VickieGet it from Amazon for $32.60+ (available in sizes 5—11 and five colors).
A pair of braided sandals if you need something that will bring you everywhere during your upcoming vacation while slotting seamlessly into your carry-on bag. (I'm looking at you, light packers!)
Promising review: "The pink looks great on my skin tone. I have very wide feet, and these sandals stretch as you walk, which is wonderful, but they also don't slip out. Will buy in other colors!" —Marline PenaGet it from Amazon for $23.99+ (available in sizes 6–11 and in 10 colors).
A pair of wedge sandals that feel like actual clouds, despite the fact that they *look* like ultra-chic uncomfortable shoes. I wore these while on a trip to Croatia a few summers back, and they SAVED my feet as I trotted all day along ancient Roman (aka marble) streets!
Promising review: "If you'd like to add 3 inches to your height without the dangers of toppling over, you've got to try these platform sandals! They're absurdly comfortable, soft, lightweight, and breathable. I've walked miles in these. The open strap design visually elongates the length of the leg. Also, there are lots of colors to choose from, and you will! I've got three and counting." —CC MacGet it from Amazon for $40.30+ (available in sizes 5–12, including wide sizes, and in two colors).
And a braided thong sandal with an adjustable buckle so that you can wear gladiator sandals that won't feel constricting or uncomfy after a few hours. Hurray for style and comfort!
Promising review: "I love these sandals. They are my new favorite pair. They are so cute and comfortable, absolutely love the braided suede straps. This brand has several different designs that are similar to these ones, and all of them are very cute. I cant wait to buy another pair, just with a little different look to expand my options when picking my foot wear for the day." —ShawnaGet it from Amazon for $29.39+ (available in sizes 5–12 and in 10 colors).
A pair of Sperry sneakers essential if you're taking the coastal grandmother aesthetic into your wardrobe. These shoes, plus an oversized button-up shirt has ~going to Cape Cod this weekend~ written all over 'em.
Promising review: "Love this shoe- I'm a big Sperrys fan! I'd own this shoe in every color possible if possible. Super comfortable." —Amazon CustomerGet it from Amazon for $47.47+ (available in sizes 5–12, including wide fits, and seven colors).
A cute pair of boat shoes that *feel* like sneakers while helping you nail your coastal grandma aesthetic.
Promising review: "These shoes are amazingly lightweight, even though the soles are very robust. The tread has a deep grip but tapers off on the side for a more classic deck-shoe look. They came with both white and tan shoestrings, so I guess that switching to white would add more contrast. The red fabric uppers have blue undertones which look great with jeans. Nice contrast stitching. The vamp is medium-high, soft, and flexible. Did I mention comfortable? Plenty of toe room and support all around the foot. Arch support is better than most shoes of this style. Overall, a great shoe at a good price." —AvidReaderGet it from Amazon for $38.35+ (available in sizes 5–12, including wide sizes, and three colors).
And a pair of sporty sandals with adjustable straps, because your everyday sandal should look good *and* feel comfy! The cushioned sole means you can wear these during long walks with your pup or while running errands at the grocery store.
Promising review: "These shoes are so comfy, lightweight, and have a great sole (probably great soul, too). They have excellent arch support. I wear 8.5 but found the size 9 a good fit as well. Sketchers makes a super product, and these shoes are no exception." —S. JonesGet them from Amazon for $37.38+ (available in sizes 5–12, including wide fits, and in 14 colors).