Unless otherwise specified, all sizes in this post are listed in women’s.
1. Chic Toms cutout sandals with breathable fabric straps and a stacked heel to strike the perfect balance between walkably short but stylishly tall.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "Love, love, love these shoes! I have gotten so many compliments on them. They are super comfortable for wedges and look great with jeans or something more dressy." —Robyn
Get them from Amazon for $65.93+ (available in sizes 5–12 and in seven colors).
2. Snazzy heeled slip-ons with trendy braided straps for a versatile staple that's casual enough for every day and dressy enough for special occassions.
Promising review: "These are quite comfortable and feel like they are pretty stable. Sizing and color are great. I ordered a size 7 which is my normal size in US shoes." —cmreese232
Get it from Amazon for $29.99 (available in sizes 6–10 and in 18 styles).
3. Comfortable knit block heels equipped with actual arch support and a no-rub heel patch that you'll never want to take off, even after hitting your daily step goal.
Vivaia is a small shoe brand founded in 2020 with the missions to create stylish and high-quality footwear. Many of the brand's shoes are made from recycled water bottles, and they've implemented a production process that actively works to reduce waste.
Bonus — they're machine washable!
Promising review: "I purchased these shoes for some MDW weddings I had and they couldn't have been more perfect! I wore them back-to-back days for a total of about 20 hours and I have zero complaints. They were so comfortable and the perfect shoe to go with any dress! I wore them all day/night for ceremonies and receptions and didn't take them off once. So excited to wear these for the rest of the summer weddings I'll be attending!" —Megan S.
Get them from Vivaia for $119+ (available in sizes 5–11 and in 11 styles).
4. Cushioned crossed strap stilettos if you're about to give up on ever finding heels that are high arch *and* wide-foot friendly according to reviewers. The hunt is over and, might I say, they're more beautiful than I could've imagined.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "I love these shoes! I NEVER and I mean NEVER wear high heels. I am a barefoot or flip-flops kinda girl. These are super comfortable and really really cute! I bought them for a bachelorette party this weekend and I am beyond excited about these heels. I'm 5'9" and these make me an even 6 feet. I can walk without looking like a newborn giraffe learning to walk. I did have to poke a hole in the straps in order for them to stay on my feet; I have skinny ankles, but I still gave 5 stars because that is not a huge deal to me. Would recommend these to other shoppers." —Britt
Get them from Amazon for $37.22+ (available in sizes 5–11, wide sizes 7–10 and 11 colors).
5. Rustic open-toed clogs with a grippy rubber outsole for a shockingly comfortable option that can handle every type of terrain life might throw at you — cobblestone, grass, slippery tile, you name it!
6. Retro Mary Jane pumps to bring one of the high points of 1950s fashion to the here and now — heels so comfortable you can do the twist in them all night long.
Promising review: "Very comfortable shoe. Great quality and SUPER cute!" —Robyn Danku
Get them from Amazon for $37.99+ (available in sizes 5.5–11 and 12 colors).
7. Streamlined heeled booties because if you're going to walk the walk, you need chic shoes you can actually walk in.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "These are the most comfortable shoes I own! They didn’t need time to break in at all and are super cute for work and nights out. Love!!!" —AA47
Get them from Amazon for $36.54+ (available in sizes 5–11 and in 14 styles).
8. Leather Dr. Scholl's wedge sandals that dare to dream of a world where your favorite heels are basically as comfortable as your favorite sneakers.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "These are the BEST sandals! I’ve been having problems with my arches and I needed some shoes with better support. However, I also wanted them to be stylish. I found these and LOVE them. They are so comfy! I’ve worn them for work and to an outdoor festival where I was on my feet all day. They never hurt. Usually my feet ache after a day like that. I’m seriously considering ordering the black pair too!" —Maggie Schuyler
Get them from Amazon for $39.99+ (available in sizes 6–11 and in two colors).
9. Block heel open-toe sandals for comfort and compliments guaranteed, whether you pair them with jeans or your frilliest frock. They're also a great in-between option for those transitionary spring and fall months.
Promising review: "I bought these for a wedding I was going to. I didn’t wear them before the wedding and they were still incredibly comfortable. My feet didn’t hurt at all! Highly recommend!" —Lindsi Garand
Get them from Amazon for $35.98+ (available in sizes 5.5–11 and 12 colors).
10. Dazzling rhinestone-studded chunky heels to bring "life of the party" energy from your head all the way down to your toes in a style you can actually dance in without instant regret.
Promising review: "Love these shoes! Wore them for a formal party and got lots of compliments. I don’t normally wear heels so I bought these and they were comfortable. I wore them for most of the night and danced in them too!" —Friday
Get them from Amazon for $16.99+ (available in sizes 5–11 and 26 colors/styles).
11. Stretchy over-the-knee boots so you can stay warm *and* stylish even when it's 40 degrees out and you've mentally committed to wearing a dress to this party.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "LOVE. THESE. BOOTS. They are comfortable — even after spending the whole day walking around in them. They also fit snug to my legs — not loose, and won’t fall down! No need to pull them up every five seconds. HIGHLY recommend!" —missmary
Get it from Amazon for $48.99 (available in sizes 5–10 and in 25 styles).
12. Beaded platform wedges because I didn't know so much wow-worthy pizazz could be packed into one pair of shoes. Jeans and a T-shirt? Totally fine. Jeans, a T-shirt, and these shoes? ICONIC.
Promising review: "I have a wide foot where you know how the littlest piggy don't want to fit? These keep my pinky toe in check. They are cute and comfortable. They're also true to size and easy to get on and off. They go with everything." —Lisa B
Get them from Amazon for $27.05+ (available in sizes 5–10 and 20 colors).
13. Closed-toe low chunky-heel pumps that are so unbelievably comfy and versatile, you'll want to snatch up all 20+ colors.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "These have been comfortable since the start. Didn't have to break in at all. Doesn't make my feet hurt at the end of the day. Low block heel is comfortable but adds an extra touch to any outfit." —Courtney
Get them from Amazon for $41.39+ (available in sizes 5–11, wide sizes 7–10, and in 19 colors).
14. Or these low-heel pump sandals for a warm weather option that let you show off that fresh pedi.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "I love these shoes. They are so comfortable. These are the first shoes I can keep on all day and they don’t hurt my feet." —Tracey
Get them from Amazon for $28.79+ (available in sizes 5–12, wide sizes 7–10, and 29 colors).
15. Versatile block heel pumps made from waterproof leather with a moisture-wicking lining if you're constantly battling between shoes that look great at the office *and* feel great during your commute — rain or shine.
Promising review: "Great everyday work pump! They fit true to size and were very comfortable right out of the box. I would definitely recommend this shoe as a go-to for anyone that wants to look nice and be comfortable." —Marino M.
Get it from Cole Haan for $99.95+ (originally $180; available in sizes 5–11).
16. Lace-up wedge booties to see you through the colder months after being forced to put your garden party wedges away for winter hibernation. These will serve the same comfy-cute purpose while keeping your feet appropriately protected.
Promising review: "These boots are amazing. They're adorable and actually comfortable. These are my daily shoes if I'm going to work or out somewhere and my feet never hurt. Love how they look cute and stylish without the pain of regular heels. I found them very true to size; my normal size fit me just right with enough room for socks. Highly recommend these!" —Jen
Get them from Amazon for $34.99+ (available in sizes 5–12 and eight colors).
17. Low slingback kitten heels because you and I both know that a high heel isn't necessary to earn high marks for your A+ style.
Get them from Amazon for $35.99+ (available in sizes 6–11 and in 11 colors).
18. Pointed-toe d'Orsay pumps with a "business in the front, party in the back" kind of vibe if you want to give people a little show as you walk away.
Promising review: "I got the black satin ones to wear to a wedding. Received many compliments. You can wear them with or without the strap, they look great either way. The heel is high but comfortable. Absolutely love them! The bow really dressed up a simple black dress I wore. You can wear them dressed up or down." —Maria G
Get them from Amazon for $50.98 (available in sizes 5–11 and in 12 styles).
19. A pair of sleek square-toe sandals with a stretchy, knit strap for a secure hold if you've been known to walk right out of shoes without a back. The low block heel and cushioned insole make this a stylish yet practical pick for everything from work days to date nights.
Promising review: "The glove mule is one of the most comfy slides I’ve purchased all year. Walked everywhere with it on the first day and the height was perfect for standing for long stretches. The knit is a comfy stretch and molded to my foot. I was a little hesitant about the color but it’s so pretty in person; great accent on a neutral outfit." —Floraveebee
Get it from Everlane for $118 (available in sizes 5–11 and in five colors).
20. Chic Soda dress sandals to gift your favorite sundresses a reliable playmate for all your summer shenanigans. These block-heel beauties can tie together casual and dressy looks with all-day comfort each and every wear.
Promising review: "LOVE THEM! these are the most comfortable and beautiful Amazon findings I have so far! First of all, Soda has very pretty shoes and very reasonable prices. These are stunning, the material is so soft to the touch, and the color is beautiful and goes with just about anything...the most important part? Comfort. These are very comfy." —Amazon Customer
Get them from Amazon for $33.95+ (available in sizes 5.5–11 and 16 colors).
21. Asymmetric pointed-toe pumps so you can shimmy and shake in shoes with looks that can kill, but won't kill your feet.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "These heels were exactly what I was looking for with the outfit I wore for a family formal wedding. They were comfortable right out of the box and I wore them the entire event while dancing majority of the time. I was very impressed. No blisters or sore feet the next day either. I receive many compliments on these shoes when I wear them. I highly recommend." —Dana Lynn Kriha
Get them from Amazon for $48.99 (available in regular sizes 5–12, wide sizes 6–12, and in eight colors).
22. Trendy strappy heels because you're a lover of all things retro and this style's flared block heel, glittering rhinestones, and so-'90s square toe check all the boxes.
Promising review: "Bought these for a wedding. I loved the green color and they were very comfortable. They fit true to size and the straps across the top of the foot were not too tight. I received a lot of compliments on them!" —chrisdwc
Get them from DSW for $34.98+ (Originally $59.99; available in sizes 6–9.5 and in green and purple).
23. Slip-on Kenneth Cole Chelsea boots that scream "I'm chic" to the world while cradling your feet in a soft, cushiony sole with every step.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "I bought these shoes on Amazon after finding them on a different site for $40 more. I've been wearing them every day for a week. I live in NYC and I walk A LOT. They are mostly really comfortable. Breaking them in, the toes area can feel a little tight. But I really love them and I can tell theyll get more and more comfortable as I wear them! Update 12/2020: I still have these shoes after wearing them nearly every day in fall and winter for two years. They need to be replaced now but they have served me well!" —S Marshall
Get it from Amazon for $65.40+ (clip the coupon on the product page to save 10%; available in sizes 5–11 and in seven styles). Note: not all sizes are available in all colors.
24. Classic ankle strap pumps with stiletto heels and an adjustable ankle strap if you want a reliable closet staple to perfectly complement any outfit/party combination life throws your way.
FYI, these are included in Prime Try Before You Buy so you can give them a trial run if you're a member!
Promising review: "I was hesitant to buy these heels. I decided to go for it and I'm so glad I did!! They are super lightweight, comfortable, and stay on well without slipping. I love the adjustable strap around the ankle too. They don't hurt my feet or ankles while walking. I'm probably ordering another color. I've gotten lots of compliments my first time wearing them!!" —Holly Hobbs
Get them from Amazon for $45.99+ (available in sizes 5–11 and 13 colors).
25. Low block heel sandals to make the post-work walk from the office to happy hour an actually-not-painful experience, even if you left your commute shoes at home.
Promising review: "If I could I’d give these sandals 10 stars! There’s no breaking-in period with these, they’re so comfy from the very start. I spend most of the day on my feet at work and with these, I don’t feel any discomfort whatsoever! The best thing is they’re so pretty! I love these shoes!" —Veronica Diaz
Get it from Amazon for $29.95+ (available in sizes 5–10 and in 11 colors).
26. Sophisticated Jessica Simpson round-toe wedges so you can stand tall at your next big work event without paying the price with aching feet after-hours.
Promising review: "I love these wedges so much! They are comfortable, stylish, and are perfect for work. They are true to size, and ladies ask me where I got them every time I wear them. I will definitely buy in other colors!" —Jana Wiggins
Get them from Amazon for $49.94+ (available in sizes 6–11 and in eight colors/patterns).
27. Timeless block heel mules with a slim buckled strap if you still think "comfortable" and "heels" don't belong in the same sentence. These beauties were designed to prove you wrong.
Ma’am Shoes is a woman-owned small biz creating staple shoes that are built to last and, most importantly, are comfortable enough to see you through your busy day. They use environmentally responsible packaging and work exclusively with local LA-based manufacturers to reduce carbon emissions.
Sometimes it feels like my feet are made of paper with how easily they blister. So when a brand markets itself as having a focus on stylish comfort, I am all ears. Fresh out of the box, I wore these red beauties out to dinner (a 20-minute walk each way) and my feet were no worse for wear. So I decided to put them through the ultimate test — a wedding. Even after hours of dancing, my feet felt great and I got loads of compliments. A statement shoe that really does look and feel great? *Big swoon.*
Get them from Ma’am Shoes for $150 (available in sizes 4.5–11 and in five colors; all sales are final).
28. A pair of ankle strap pumps with stiletto heels that are ~shockingly comfortable~ and a buckle closure that exudes classic charm and keeps your feet securely inside the shoes.
29. A pair of satin pumps to add a touch of grown-up glam to any look you own. Truly, the entire cast of Sex and the City would rock these all day and night. Oh, and did I mention they come with gel inserts for added cushiness?
30. An eye-catching pair of holographic heels everyone around you will be dying to know where you snagged 'em from. They're just that darn stunning and out of this world. 💫
31. A pair of stilettos with an ankle strap with 26 colors to choose from for those of us who are trying to live out our Carrie Bradshaw fantasy on a budget.
32. A pair of vintage-inspired platforms for making you look straight out of the Woodstock Festival in 1969 (nice). Perfect for dressing up with a midi skirt and a peasant blouse or dressing down with a pair of bell-bottom jeans and a tank top. How groovy!
The reviews for this post have been edited for length and clarity.