Fashion People Wear These Flats With Skirts to Look Chic

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.
1. Flat Mary Janes
Style Notes: Flat Mary Janes bring an elegant spin to any look, including this ensemble with the maxi skirt.
Style Notes: Consider a chic pair of black flats with a midi skirt and lightweight knit for something easy and polished.
Shop Mary Janes:
3. Loafers
Style Notes: Loafers are classic and feel particularly modern when paired with a skirt.
Style Notes: Crew socks paired with loafers is a cool combo with a miniskirt.
Shop Loafers:
3. Ballet Flats
Style Notes: Ballet flats are a wardrobe staple that look impossibly chic with anything, including skirts.
Style Notes: This ensemble is top-notch with the denim skirt, graphic tee, blazer, and ballet flats.
Shop Ballet Flats:

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
Dakota Johnson Just Wore the Flat-Shoe Alternative to Sandals That Makes Skirts and Trousers Extra Polished
The perfect early-summer shoe.
-
Whole-Foot Flats Are the Chic Shoe Trend Elegant Dressers Are Dedicated to Right Now
They're basically anti-sandals.
-
Hold the Black Shoes—7 Fresh Alternatives That Are Just as Chic for Summer 2025
Some fresh options.
-
Hold the Miniskirts—This Elegant Trend Is Set to Replace Them This Summer
Easy sophistication.
-
J.Law and Dakota Both Know This Shoe Makes Tailored Trousers Look Instantly Cooler
I'll always take my styling cues from these two.
-
Is It Just Me, or Is Every Cool Girl Suddenly Pairing Ballet Flats With This Anti-Denim Pant Trend?
You probably already own it.
-
These Sandals Used to Look "Cheap" But Now They've Transformed Into Classy
What an overhaul.
-
Not a Ballerina, Not a Sandal: If You’re Wearing This Specific Flat-Shoe Trend, I Know You Have Cool Style
It's somewhere in between.