Top 10 Comfortable Dressy Flats

STYLE SPECIFICS
Naturalizer is a shoe brand known for their buttery-soft leather and comfortable fits. The Havana Pointed Toe Flat brings both of these elements together in a modern silhouette with hardware accents on the heel.

GOOD TO KNOW
This shoe is available in a black leather version in addition to the Creme Brulee color featured here.

STYLE SPECIFICS
The square toe flat trend is thriving right now, so why not embrace it with the Tracy Flat? This super-sleek shoe has a low heel and a D'Orsay silhouette. Choose from one of six available colors. 

GOOD TO KNOW
D'Orsay Flats are a reference to the 19th century Count Alfred d'Orsay, a man who requested shoes with prominent side cutouts to accommodate his wide feet.

STYLE SPECIFICS
The Samantha d'Orsay Flat is designed with comfort top of mind, which makes its sleek, beautiful appearance all the more impressive. These flats feature a patented contoured footbed with superior arch and heel support, dual-density cushioning and a cool and breathable lining.

PROMISING REVIEW
"I really wish they’d release more colors of this shoe again. I wear these shoes every single spring, summer, and fall. They go with everything. I keep multiple pairs so they don’t get shabby, but I still buy about two new pairs each year. I’d buy more if they offered more than two colors again."

STYLE SPECIFICS
On the topic of trending shoes, Mary Janes have also been having a moment. Naturalizer's version of the silhouette—the Kelly Flat—has a low heel, an adjustable top strap, and the brand's promise of premium comfort. 

GOOD TO KNOW
Naturalizer makes these flats in two widths (medium and wide). They're also available in three different staple colors: Hazelnut Brown, French Navy, and Black.

STYLE SPECIFICS
A sophisticated knot detail and pointed toe define Rothy's Knot Point II Flat. Made from the brand's super-comfortable knit material, these flats are just as walkable as they are cute. 

GOOD TO KNOW
About 10 plastic water bottles were used to craft these shoes. Also, you can throw them in your washing machine when they get a little less than fresh—just make sure to pop out the insole first and let them air dry afterward.

STYLE SPECIFICS
A true ballet flat, this pair from Linea Paolo features a gathered topline and a square toe. The buttery-soft, imported leather helps elevate these everday flats, while the cushioned footbed makes them wearable for hours at a time.

PROMISING REVIEW
"The square toe adds the elegance and brings them up a notch from others. I like the gathered top, it keeps them secure and I don't slip out. I've got wide feet and they fit wonderfully, and my daughter has extremely narrow feet and they fit her as well."

STYLE SPECIFICS
The Greta Ballet Flat takes a trendy silhouette and adds intrigue via fun color options (like the Silver shown here). They also feature Madewell's Cloudlift Lite padding, so whether you're walking into the office or pushing a stroller down the street, you won't need to worry about your soles.

GOOD TO KNOW
According to Madewell, these flats run large by about a half size. Keep that in mind when determining which size will give you the best fit.

STYLE SPECIFICS
Franco Sarto, the namesake behind the Sarto brand, began his life as a cobbler at just 14. His decades of experience shine in every design, and the Amaya Flexa Flat is no exception. With a minimalistic silhouette made from supple leather, this shoe is as versatile as it gets.

GOOD TO KNOW
Don't miss the Shocking Pink version of this flat, which is right in line with the Barbie-inspired fashion that's been popular this year.

STYLE SPECIFICS
Birdies' Goldfinch Ballet Flats have started building a fan base. These pointed-toe flats have converted many with their comfortable design that features seven layers of cloud-like comfort in every footbed.

PROMISING REVIEW
"Truly the best! I have bunions and most shoes hurt my feet. I work in the events industry and have to spend long hours (12+ hours) on foot. I wore these and didn't have any foot pain while wearing or the next day. They give support and a great amount of cushion. I recommend breaking them in at home just a bit first (I wore band aids on my heels to prevent any blisters my first time wearing them, but the second time out they didn't pinch at all)."

STYLE SPECIFICS
According to our algorithm, these are the best dressy flats you can find on the internet. With a topline that offers ample coverage and a subtle square toe, The Day Ballet Flats are staple shoes through and through. 

GOOD TO KNOW
One impressive fact about these flats is that Everlane made them from low impact, recycled leather. Choose from one of the three neutrals they're available in (Sugar Almond, Pale Pink, and Black), or double up so that you can alternate pairs depending on your outfit.