6 Cool Jeans-and-Flats Outfits Celebs Can't Stop Wearing This Season

When it comes to celebrity style, there's no doubt we love swooning over red carpet moments and statement outfits, but the truth is stars love their basic jeans just as much as we do—inadvertently providing us with plenty of inspiration on how to style our denim from season to season.
Lately, I've noticed some of our favorite fashion-forward celebrities wearing their jeans exclusively with flat shoes. And honestly, I'm really into it. While I love jeans and sneakers (a topic we cover in-depth here at WWW), I'm often seeking more polished flat-shoe options to style with my jeans that are effortless, easy, and trend-forward, and they have the ability to take my basic denim outfit to next-level chic. Below, I'm sharing six foolproof celebrity jeans-and-flat-shoes outfits I want to copy immediately. Something tells me you'll want to wear them too!
Michelle Williams exudes French-girl vibes by pairing straight-leg jeans with of-the-moment Mary Jane flats and styling the look with a button-down and oversize blazer. Classic and chic.
On Michelle Williams: The Row shoes
Shop the look:
Zendaya makes her simple ankle jeans look polished by pairing them with chic black loafers, a button-down blouse, and a leather belt. It's a classic outfit combination that will never go out of style.
On Zendaya: Mother jeans
Shop the look:
Ballet flats continue their dominance in the spotlight this season. Elsa Hosk shows us that a classic red pair can look effortlessly cool when styled with straight-leg jeans and an oversize leather jacket.
On Elsa Hosk: Chanel ballet flats; Khaite jeans; Worn Vintage Faded Leather Jacket ($600)
Shop the look:
Alexa Chung is the queen of wearing vintage-looking jeans with flat Mary Janes. The combo couldn't look cooler when styled with a graphic tee and blazer.
Shop the look:
Hailey Bieber gives her baggy jeans a polished touch by pairing them with smart Prada loafers and an oversize blazer.
On Hailey Bieber: Prada loafers
Shop the look:
Kendall Jenner serves up the coolest all-black outfit idea for the warmer weather and pairs black straight-leg jeans and a tee with statement flat mules and chic black accessories featuring gold hardware.
On Kendall Jenner: Khaite mules; The Row Marion Leather Shoulder Bag ($2300)
Shop the look:
Next, 8 Dress Trends French Women Always Reach For in the Summer

Judith Jones is the associate shopping director at Who What Wear and has worked in fashion for over a decade. She specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.
-
FYI: This Shirt Trend Makes Ripped Jeans Look So Much Prettier
Yes, pretty.
By Allyson Payer
-
The Curvy Girl's Guide to Finding Pants That Fit Flawlessly
Waist gap, begone.
By Shiona Turini
-
The New Rules of Summer Denim: No Rips, No Fray, No Fuss
See the full set of rules inside.
By Michelle Scanga
-
The Anti–Skinny Pants Trend Cool New Yorkers Are Quick to Ditch Their Blue Jeans For
Buh-bye.
By Eliza Huber
-
Every Cool New Yorker Knows These Anti-Trend Flats Look Better With Jeans Than Boots and Sneakers
Classic and chic.
By Eliza Huber
-
I Called the Cuffed Jeans Trend—7 Shoes Fashion People Are Wearing With the Chic Denim Style
Style the jeans like a fashion person.
By Jennifer Camp Forbes
-
Stop the Search—We've Discovered the Cool Denim Trend Every Fashion Person Will Be Wearing Throughout 2025
And 2026.
By Nikki Chwatt
-
If The Row, Khaite, and Toteme Feel Too Expensive, Here Are 33 Pieces to Try Instead
Bring on the luxe-looking outfits.
By Jennifer Camp Forbes