On a Search for Stylish and Comfortable Flats

A few weeks ago, we shared our big conundrum when it comes to our work wear. Finding flats that are both stylish AND comfortable. Neither of us have ever been able to find a pair that fits the bill. Either they’re cute and give you blisters like crazy. Or you can wear them all day long, but they’re not super trendy.Casey's work look

Well…we are so happy that we shared this with all of you because we received an influx of suggestions for flats to purchase. So many of you took time out of your day to email, message, or comment letting us know all about your favorite shoes and why you love them so much! We cannot thank you enough for giving us the inside scoop!

Bridget's work lookToday, we thought it would be fun to share some of those suggestions with all of you so we can all learn from each other. We don’t know about you, but we’re both 10x more likely to purchase something when it’s given a glowing review. And hearing all of your rave reviews on your favorite flats makes us want to scoop up every last pair of these shoes! Seriously…we want to make a closet full of flats that would make Carrie Bradshaw envious!

Our Favorite Comfortable FlatsFinding the perfect flats- at any price point

So let’s get right to the suggestions so we can all get shopping for those elusive comfy/cute/stylish/wear all day long flats! There was quite the range of recommendations too, so we decided to categorize them by price. Let’s start with the priciest and work our way down…

Pricey…but worth it!Best flats- budget busters

 1. Cole Haan Bow Ballet Flat // 2.  Cole Haan Packable Flat // 3. Tieks Leopard // 4. Black Tory Burch

“I’m on my feet all day in the hospital. Swear by Cole Haan”

“I have yet to take the plunge but I hear Tieks by Gavrieli are amazing!”

“Tieks! My favorite flats! So comfy!”

“Tory Burch flats! I own them in almost every color! Great to travel in, and easy to pack. You can dress up or down.”

Moderate Price Tag

Reader favorites- moderate price tag1. TOMS Jutti Flat // 2. Yosi Samra Nude Flat // 3. Frye Oxford Loafers // 4. J. Crew Cece //

5. Michael Kors Loafer // 6. Vionic Lace Up // 7. Vionic Leopard

“TOMS flats. They were my favorite when I was teaching.”

“Yosi Samra foldable flats. They’re not cheap, but super comfy and cute. My fave are the nude patent leather ones!”

“These [Frye Oxford Loafers] are a game changer. I’ve been obsessed with oxfords lately—they’re a little bit masculine, but in an awesome way, and perfect for work. Super comfortable. Plus Frye has a year warrantee on their shoes which is amazing!”

“J.Crew’s Cece is a… style that is also comfy!”

“Michael Kors Loafers and Flats. I’m a teacher and I live in them. I have 4 pairs.”

“Vionics have some cute ones and I’m addicted to their slippers.”

Buy them for a Steal!

Best flats- bargain prices!

1. $25 Payless Flats // 2. Audrey Brooke Newport Flat

“You HAVE to try these flats from Payless! For the price, who knows how long they’ll last (although I’ve worn them probably 15 times now with no wear yet), but they are by FAR the comfiest pair I’ve ever worn – I always get blisters from flats, but these are amazing!”

“These are my go-to flats as well! I am in the trade show business which is standing hours and hours a day, for several days straight. You can usually wait until they go on sale + a coupon and get them for about $15-$18. I have owned at least half a dozen colors over the last 3 years. As I have found inevitable with all flats they do get gross and smelly eventually, but I would rather replace these than have stinky expensive flats.”

“The Audrey Brooke Lydia/ Newport Ballet Flats are my go to. It has a little-hidden heel so it gives more support than those cute-but not so comfortable Steve Madden ones. Plus they have a rubber sole, so they feel more substantial and last forever.”


Payless tassel flatsCan you believe these tassel flats are from Payless?!

We actually both decided to purchase some of these flats ourselves so we can give them a try. We’re both bought a pair of the $25 Payless ones (because you really can’t beat that price tag!) and then we’re each going to purchase 1 other pair that’s a bit pricier. Our plan is to then report back on the comfort & cuteness factor here on the blog in a few weeks!

Payless flats and jeansWe can’t thank you guys enough for taking the time to share your favorite flats with us! And if you have any other shoes that you absolutely LOVE please do share! Sometimes it can be challenging ordering shoes online when you can’t try them on, so we love hearing recommendations from other girls just like us!

Hopefully, together we can all find our favorite comfortable & cute pair of flats for work!


The Year of Casey

Hey there!

I’m Casey Finn, the voice behind The DIY Playbook. I’m a Chicago gal teaching you how to design, DIY, and maintain your home…by yourself! Learn more about me right here.

your home playbook sidebar