I’m a Stylist Who Wears Flats Every Day—These 5 Pairs Go With Everything

It doesn’t take an expert eye to notice that flat shoes are already peaking in 2023. Between the rise of pretty ballerina slippers like Miu Miu’s viral satin pair to the renaissance that mary-janes are experiencing and, of course, the ongoing popularity of classic loafers, it’s safe to say that wearing flats has never been as stylish of a choice as it is now. There will always be a time and place for a pair of heels, but one thing is for sure: flats *are* the moment.

 With so many pairs to choose from, though, the options are almost dizzying, which is why we’re turning to a fashion insider and arbiter of cool flats, Sydney Engelhart. The L.A.-based stylist and consultant has been in the fashion world for over seven years—currently, she works with clients like Gabrielle Union and Zaya Wade alongside Thomas Christos Kikis and more recently has been doing creative direction and consulting for both brands and and celebs.

Engelhart has almost always had an affinity for flats and the cool outfits she regularly displays on her Instagram are a trove of styling inspiration. “There is something so feminine and polished about them without denying yourself comfort,” she explained. “I really believe in the power of a chic flat so I’m happy they are having a moment right now so I can really indulge.” The flats in her arsenal are just as good as the outfits she wears them with and Engelhart describes her everyday style as tailored and classic, insisting that comfort is key, especially for long days on set. “I’m very petite so I tailor everything. It makes the biggest difference in my wardrobe and really elevates every look,” she added.

To narrow in on some of the coolest flat of the moment, see (and shop) the top five pairs that Engelhart has on heavy rotation right now.

“I went to the Miu Miu show in Paris in October and it was such a treat to bring a pair home as a little momento from the trip. I love styling ballet flats with skirts and socks, especially this vintage Gucci skirt, a favorite RealReal find of mine.”

“My ballet slippers by The Row are my favorite right now. They were a gift from Thomas and I’m obsessed with the pop of red. I love everything The Row does. I’ve been wearing them a ton with my JW Anderson skirt pant.”

“I really love these brown By Far Rafael Loafers. They have such an ease to them while still feeling elevated. It’s been raining in LA right now so I’ve been pairing mine with my vintage Burberry trench and my black Lemaire twisted pant.”

“These Eyty’s Othello loafers I bought recently. I wanted a rounder black loafer that felt a bit exaggerated but I could still wear with everything. The embossed leather elevates them and I love wearing them with a vintage trouser and vest.”

“I get so many compliments on these Loeffler Randall flats. The Mary Jane/ ballet combo adds something unexpected and cool. They look so good with a contrasting sock and a structured coat like this one from my favorite Korean brand Eenk.”

Up next, see the 4 flat shoe trends we’ve noticed fading out and what’s replacing them.