The ballet flat renaissance isn’t slowing down anytime soon. And this season, one silhouette is clearly leading the pack: the Mary Jane. Equal parts nostalgic and refined, this once-schoolyard staple has graduated into one of the most sophisticated shoes of the year. Designers have reimagined the classic strap-across-the-foot silhouette in glossy patent leather, square toes, and sculptural heels, proving that Mary Jane ballet flats can look just as sleek as your favorite loafers or pumps.
While we’re not saying you need to get rid of your booties, consider this your sign to give them a well-deserved break. The Mary Jane is not only easier to style than you might think, but it’s also surprisingly practical—its signature strap keeps your foot secure and your look effortlessly put together. Wear them with baggy jeans, tailored trousers, or slouchy socks for that coveted “cool-girl uniform” energy.
Ahead, discover exactly how to style Mary Jane ballet flats—plus the best pairs to shop now.
How to Style Mary Jane Ballet Flats
With a rugby polo and a mini skirt
If you haven’t heard, rugby polos are trending again for fall—but this time, they’re less “team uniform” and more “collegiate chic.” Designers and style insiders alike are reimagining the sporty staple with elevated details. Think structured collars, tonal stripes, and slightly oversized silhouettes that feel equal parts polished and playful. The preppy top is quickly becoming a go-to swap for classic tees and tanks, pairing effortlessly with more unexpected pieces like mini skirts, tailored trousers, and—ding, ding, ding—Mary Janes.
With fun socks and a matching set
Gone are the days of swapping sneakers for heels under your desk à la Working Girl. Thanks to the rise of hybrid office culture—and an influx of flats that are as stylish as they are practical—there’s no need to choose between comfort and sophistication anymore. Enter the Mary Jane: equal parts statement and staple. Pair them with a fun, textured sock for an unexpected, fashion-forward twist that instantly elevates even the simplest outfit.
With cuffed jeans and a long-sleeve
There’s no outfit combo more timeless than jeans and a tee. No matter your personal style, the laid-back duo is the ultimate foundation for any fall outfit. This season, try swapping your go-to sneakers for a pair of Mary Janes to instantly elevate the look. While a layered jacket or blazer is always fair game, there’s something especially chic about keeping it simple with a ribbed or pointelle long-sleeve—it’s effortless, but still feels styled.
With a statement trench
The fashion set has been quietly trading in their classic trench coats for versions with a little more personality. Think scalloped collars, contrast linings, and bold prints that transform the timeless staple into a modern statement piece. When styled with Mary Janes, the structured silhouette feels instantly softer, making it the perfect combo for elevated, everyday wear.
With colorful socks and sheer tights
When temperatures drop, few styling tricks feel as charming as layering socks over sheer tights. Add a pair of Mary Janes on top, and you’ve got a foolproof cold-weather combo that reads equal parts practical and chic. It’s the perfect solution for those days when you can’t stand the thought of another pair of boots but still need warmth. Here, the pop of red socks breaks up an all-black look and softens the edge, drawing attention straight to the feminine footwear moment.
With a wool coat and matching scarf
Don’t be afraid to pair your Mary Janes with a heavier coat. Swapping your usual boots for flats instantly gives the look a more relaxed, effortless feel. And with the return of coordinated dressing, matchy-matchy is officially back on the table—brands are offering coat-and-scarf sets that look intentionally styled rather than overly planned. Just add jeans and your favorite pair of flats, and you’ve got an easy, pulled-together outfit formula for the season. Consider it your shortcut to looking like you tried, without actually trying.
With a spot of leopard
Leopard print has always carried a bit of edge, but when paired with Mary Janes, the shoe’s inherently romantic feel softens the print’s bold “catch me if you can” energy. The result? A pairing that’s equal parts sophisticated and playful. Depending on your mood, you can let it blend seamlessly into a neutral palette or lean all the way in with bright accessories for a statement moment that refuses to go unnoticed.
The Best Mary Jane Ballet Flats to Shop Now
Tinsley Crisp, Fashion & Beauty Staff Writer
Tinsley Crisp is a Fashion & Beauty Staff Writer at The Everygirl and specializes in reporting on the season’s latest trends and hottest products. As a New York City-based stylist, she’s committed to injecting joy into the art of getting dressed and delivering attainable yet aspirational content to our readers.
