The Pretty Shoe Trend Fashion People Are Wearing With Leggings
Humaa Hussain
Ballet flats are one of those special shoe silhouettes that are always around but enter the spotlight in more noteworthy ways from time to time. And yes, that time happens to be right now. The pretty silhouette has been a fixture on the runways for a few seasons now (ahem, Miu Miu and Chanel) and is a go-to for celebs and fashion people.
The beauty of ballet flats is that you can wear them with a range of outfits because they’re quite versatile. Baggy jeans are a popular pairing, but yes, so are trusty black leggings. The silhouette brings an elegant and an extra chic element to a leggings outfit, whether it’s a more dressed-up or low-key ensemble.
Below, you’ll see how fashion people are wearing ballet flats and leggings. There’s also an edit of the best flats and leggings to shop now if that’s of interest.
1. Boucle Jacket + Leggings + Ballet Flats
Style Notes: A textured jacket brings polish to any ensemble, including this chic 'fit with leggings and ballet flats.
Shop the Look:
2. Quilted Jacket + Leggings + Ballet Flats
Style Notes: The fashion crowd can't get enough of this quilted jacket. Teaming it with leggings and ballet flats? Perfection.
Shop the Look:
3. Bomber Jacket + Leggings + Ballet Flats
Style Notes: Consider an on-trend bomber jacket with flats and leggings.
Shop the Look:
4. Utility Jacket + Leggings + Ballet Flats
Style Notes: For a chic yet low-key vibe, go for this ensemble with the utility jacket as the topper of choice.
Shop the Look:
5. Leather Jacket + Leggings + Ballet Flats
Style Notes: The zip-hem leggings and flats combo is quite elevated with the cool jacket.
Shop the Look:
This post originally appeared on Who What Wear US.

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.
- Humaa HussainJunior Branded Content Editor
-
Leggings May Be an Affordable Staple, But Wearing Them With These 5 Winter Trends Makes Them Anything But BasicThe chicest (and most expensive-looking) way to wear leggings this winter? Pairing them with the season’s biggest trends, of course.
-
6 Shoe Styles That Make Bootcut Jeans Feel Chic and Modern, Instead of Stuck in 2005A true step forward.
-
Everyone Is Obsessed With The Row’s Black Ballet Flats, But Gwyneth Paltrow Just Swerved Them for This Designer AlternativeA smart swap.
-
Not a Boot, Not a Ballerina—This In-Between Alt Is Cooler Than BothIt's all I want to wear.
-
PSA: If You’re Going to Wear Leggings This Winter, They Look Chicest in This Rich ColourI need everyone to know.
-
French Women Rarely Wear Leggings, Unless They’re Paired With This Specific Boot StyleChic every time.
-
This High-Street Brand Just Dropped the Most Expensive-Looking Shoe Edit I've Seen This YearTimeless silhouettes with a contemporary twist.
-
If You're Going to Wear Leggings in Autumn 2025, Wear Them in This Shade With White TrainersAs spotted on Jennifer Lopez in NYC.

