The 15 Most Comfortable Shoes That Are Actually Cute
We’re not interested in foot pain ever again. Join us?
Image from Birdies
by The Candidly Team
There are a million lists of orthopedic shoes that your podiatrist would approve of, and those are all great when you're on your feet all day and need supremely corrective shoes with layers and layers of arch support.
But this is a list of cute, comfortable shoes that you can wear with your everyday outfits, work outfits, going-to-a-wedding outfits, and don't look like they came from your podiatrist's office.
We wouldn’t blame you if you bought all 15 and called it a “capsule shoe collection.” Because, same.
1. The Chelsea Boots
What: Dr. Martens 2976 Quad Platform Chelsea Boot
Why: The extra soft cushion combined with the chunky lug sole make this perhaps the comfiest Chelsea boots we’ve discovered. We love how they balance our softer, lighter looks.
Price: $200
2. The Heels You Can Wear
All Day Long
What: Marc Fisher Zala Block Heel
Why: These might be the most comfortable pumps we’ve ever worn. We might get them in every color. And when we say “might” we of course mean “will.” Plus, they match everything on THIS LIST.
Price: $120-$160
3. The shoe that will take you from hiking to grocery shopping
What: Birkenstock Arizona Big Buckle Slide Sandal
Why: Fine, we couldn’t write a list of comfortable shoes and omit the OGs. The white ones are surprisingly chic when paired with a flowy dress, and the arch support is legitimately underrated.
Price: $160
4. The Everyday Flat
What: Birdies The Starling
Why: A cross between a loafer and ballet flat, these are that rare pair of shoes you can wear while running errands, to work, to a fancy dinner, to pick up the kids, or lounging around the house.
Price: $130
5. The UGGs
What: UGG Classic Mini II Genuine Shearling Lined Boot
Why: We don’t have to tell you what you already know about the overwhelming softness of slipping your foot into an UGG boot. But the low ankle makes this pair a lighter, easier one to wear, even more often than we already do.
Price: $160
6. The Sleek White Sneakers
What: Dr Scholl’s Time Off Platform Sneaker
Why: Don’t be scared of Dr. Scholl’s. They’re cute again! We love the slight lift of height this gives us, and they are, hands down, the most comfortable sneakers we’ve tried. We wear them with flowy skirts and feel semi-fancy but also not sad about foot pain.
Price: $70
7. The Everyday Ankle Boot
What: Nisolo Dari Commuter Boot
Why: If you’re not yet on the Nisolo tip, welcome. The yummiest leather and the most walkable heels.
Price: $250
8. The special occasion stilettos
What: Sarah Flint Perfect Sandal 85
Why: If you’re looking for a classic, special occasion sandal with ARCH SUPPORT, she’s your girl. The price is tough. But you’ll have her forever and she will never go out of style. And with THIS perfect cocktail dress? You’ll have every special occasion outfit sorted.
We love a shoe brand for women designed BY actual women.
Price: $550
9. The Wedges
What: J. Crew Canvas Espadrille Wedges
Why: We all know wedge heels are almost as comfortable as flats. Almost.
Price: $85
10. The Boot For All Calf-Widths
What: Madewell The Drumgold Boot
Why: It’s very rare to find a tall boot this attractive that fits blissfully over our calves without us feeling suffocated. The extended calf version is a dream for those of us requiring more space. And for those who don’t, the original version can be found HERE.
Price: $298
11. The Flip Flops
What: Beek Seabird Slide Sandals
Why: Yes, they are sleek and minimalist. But they also have a molded arched footbed, so you know they’re not just a pretty face. Beek shoes are designed to last a lifetime, so we buy this one beautiful pair so as not to replace them every year with some blister-inducing pair that falls apart after a summer.
Price: $110
12. The Work Loafers
What: Sam Edelman Teagan Lug Sole Loafer
Why: There are few things that offer as much support than a lug-sole loafer. This one dresses up so easily, while feeling like we’re still in our slippers.
Price: $150
13. The Ballet Flat
What: Margaux The Demi
Why: Imagine yourself traipsing down rocky, cobblestone streets, wearing any of THESE, baguette in hand, beret slightly askew like you’re Emily In Paris. Except that your feet won’t get sore because they’re in these.
P.S. You must see the colors. They’re all perfect.
P.S. We actually rounded up 15 of our favorite flats, which you can peruse HERE.
Price: $225
14. The Cozy Ankle Boot
What: Everlane The Glove Boot
Why: Honestly, how did no one think of this before? A boot with soft, stretchy ribbing that makes it fit with such ease and comfort, while still looking completely chic. You’d never expect it to be made from renewed plastic bottles, but it’s just one more bonus on an already exceptional boot.
Price: $150
15. The Slippers
What: UGG Fluff Yeah Genuine Shearling Slingback Sandal
Why: Has a single shoe ever looked so inviting to your poor, tired feet?
Price: $80
BONUS:
If you’ve made it this far, you deserve an extra treat. Are some of the below options a bit superfluous? Yes. Do we want them nonetheless? Of course.
If you’ve ever dreamed of donning a velvet slide and silk robe while you lounge in your private library and read a vintage book, you must try THESE or THESE.
If you want a pair of comfy, low-heeled pumps for less than $50, go HERE.
THESE are the sparkly heels you will wear to every party from now on. Oh, and they’re designed BY A FEMALE PODIATRIST.
If you’re a bit cloggy, it doesn’t get better than THIS brand.
THESE were made for anyone who isn’t over their 90’s grunge phase, but now needs arch support.
You’ve seen THIS sneaker everywhere, but for good reason. For running around town, there’s nothing better.
At The Candidly, we try a lot of stuff so you don’t have to. We only recommend things we truly love, and that we think you’ll love, too. All products are chosen independently by our creative team, and all details reflect the price and availability of products at the time of publication. If you buy something we link to, The Candidly may earn a commission.
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