Flats are often the go-to footwear for many of us because of their comfortable nature. Agree? Thought so. Plus, a variety of flat shoes are very trend-forward and instantly add a modern twist to a look. And yep, you guessed it. I’m going to focus on these said styles below. More specifically, I’m showcasing the of-the-moment flat shoes that fashion people are teaming with skirts to look chic.
The flats coming your way could be teamed with a range of items, including trousers, jeans, shorts, and dresses. But they’re particularly popular with skirts right now. The skirt silhouettes that style setters wear with different flats run the gamut, from denim to mini to maxi.
Keep scrolling for more intel on how to style skirts and fashionable flats this season. Interested in adding a new skirt or pair of shoes to your wardrobe? There are inspired shopping picks sprinkled throughout as well.
Flat Mary Janes
Flat Mary Janes bring an elegant spin to any look, including this ensemble with the maxi skirt.
Consider a chic pair of black flats with a midi skirt and lightweight knit for something easy and polished.
Loafers
Loafers are classic and feel particularly modern when paired with a skirt.
Crew socks paired with loafers is a cool combo with a miniskirt.
Ballet Flats
Ballet flats are a closet staple that look impossibly chic with anything, including skirts.
This ensemble is top-notch with the denim skirt, graphic tee, blazer, and ballet flats.
Next, check out the best flat shoes to wear with dresses.
-
If Fashionable Clothing Is Your Thing (Okay, Obviously)—These 29 NewReplica Store Items Will Interest YouTrend-forward sweaters, cool jeans, beautiful coats, and more.
-
I'm Helping My Best Friend Navigate the Black Friday Sales (Early!)—I Suggested These Chic Finds FromReplica Store, Revolve, and ShopbopAdd to cart.
-
Sorry, Crewneck Tees—in 2026, Everyone With Taste Will Be Layering Sweaters Like ThisThe recipe for a perfect winter outfit.
-
H&M Just Dropped a $40 Version of The Row's Winter Flats I Keep Seeing on Chic New YorkersA sellout is imminent.
-
My Sister Asked Me What She Should Buy From Amazon—30 Fashionable Items I SuggestedBasically, everything on my Black Friday wish list.
-
The Ashley Olsen Way to Make Simple Black Coats Look Chic, Not BoringIt's so easy, yet so impactful.
-
From Pilates in L.A. to Meetings in Paris, Kendall Jenner Can't Stop Wearing These Classic Designer FlatsI don't blame her—they look sleek and so comfortable.
-
Looking Stylish This Fall Means Wearing Your Pretty Dresses With This Unexpected ItemHere's how to master the look.
-
Anyone Can Wear a Cardigan, But Only Fashion People Wear Them Like *This*Take note.
-
I Walk Over 5 Miles a Day Working in Manhattan—Here's an Editor-Approved City Girl's Guide to Fall ShoesPlus, how I'd style them.
