What Flats to Wear with Dresses for Every Summer Event in 2026

Although I adore the look of heels, I’m officially switching gears to figure out what flats to wear with dresses this summer. Trust, this decision didn’t come lightly, but I’ve had more than my fair share of blisters strutting the streets of New York City. These days I’m a firm believer that comfort should always take priority—and I realized that flat shoes exist for that reason.

Flats aren’t outdated, secondary alternatives to heels. If anything, the best options are comfortable and come in a slew of stylish silhouettes, from slingbacks and mules to Mary Janes and ballet flats. Plus, on top of being practical (often even lifesavers in desperate times), they’re sleek enough to elevate just about any outfit—especially dresses. Whether you’re headed to the office or you’re out with friends, the formula works every time. Give your feet a break and bookmark these six reliable outfit ideas that demonstrate exactly how to wear flats with dresses.

1. Minidress + slip-on ballet flats

Contrary to popular belief, you don’t have to wear heels with minidresses. I’ve found that the silhouette looks just as flirty and stylish with a pair of simple ballets. Plus, you can take this look from a day with the girls all the way to a nice dinner. To keep this outfit formula from feeling dated, liven it up with your go-to accessories—a straw handbag and big boho shades always come in clutch.

Wear to: A daytime party, an early dinner, or a museum date

2. Little black dress + Mary Janes

ICYMI: Mary Janes are very much back, and possibly better than ever. The preppy shoes always work with an equally preppy outfit. But if you’re going for an elevated edge, pairing an LBD with Mary Janes is a slightly unexpected move that feels cool yet effortless, regardless of the weather. As for the final touches, lean into the chic, low-key vibe of the dress by throwing on a leather jacket, especially if you’re heading out for the night.

Wear to: Fancy drinks, a cocktail wedding, or the office

3. Puff-sleeve dress + mules

It doesn’t get any more romantic than a puff-sleeve dress this time of year, especially alongside dainty flats. Instead of casual open-toe sandals, I’ve fallen for styling my sweeter gowns with closed-toe mules as an elevated alternative (Bonus: You won’t have to worry about heel blisters.) Consider this combo for highly photographed gatherings—or just casual commutes to the office. Wherever you’re headed, this’ll be one look you’ll return to all season long.

Wear to: A garden party, a graduation ceremony, or a dinner date

4. Floral dress + loafers

At this point floral dresses and flat shoes are essential for a warm-weather uniform. But an unexpected idea is pairing the, ahem, groundbreaking dress with leather loafers. The ultra-romantic print softens the sleek, businesslike shoes. You can wear it as is, but don’t be afraid to elevate your ensemble by throwing on a blazer and ankle socks to channel a prep-school vibe.

Wear to: Work, a gallery opening, or weekend plans with the girls

5. Strapless dress + slingbacks

For those sweaty days when summer temperatures reach their peak, airy silhouettes—like strapless linen dresses—will keep you cool and refreshed. Juxtapose your flowy gown with structured shoes, such as slingback flats, as the straps provide support while giving your look a refined touch. Throw on a lightweight cardigan for chilly nights.

Wear to: Happy hour, an evening date, or a backyard hang

6. Slip dress + strappy sandals

Ever since the ’90s, slip dresses and sandals have been a given for warm weather. Wear a mini or midi of your choice, throw on your favorite strappy sandals for some more visual interest, and take on those sweltering days when layers simply aren’t an option. (Sunglasses are optional, but highly recommended—summer days are long!)

Wear to: Dinner plans, a birthday party, or drinks with an ex