The 5 Chicest Ways to Wear Denim Shorts and Flat Sandals

Shorts and sandals go together like bread and butter. If you've been counting down the days when you can finally swap your jeans for cutoffs and boots for sandals, you've come to the right place. Thanks to celebrities like Emma Roberts, Yara Shahidi, Gigi Hadid, and more, we've uncovered some ridiculously cool and easy to re-create outfits to master the shorts-and-sandals combo.
Shahidi, for instance, was spotted in Cuba at a festival wearing a coveted Chanel graphic tee from Karl Lagerfeld's resort 2016 collection shown, but you certainly don't need a designer version to emulate her look. She paired it with cutoffs, Birkenstocks, and a fanny pack, and we highly suggest you do the same. Meanwhile, Roberts wore a pretty floral blouse with her denim shorts, and Nathalie Emmanuelle teamed hers with a Baywatch-worthy swimsuit. Scroll down to see five ways to wear cutoff shorts and flat sandals.
On Emma Roberts: Madewell top (sold out); Mother shorts
On Yara Shahidi: Chanel t-shirt; Birkenstock sandals
On Nathalie Emmanuelle: Soludos Braided Slide Sandals ($99)
On Gigi Hadid: Tommy Hilfiger shorts; Miu Miu bag
On Alessandra Ambrosio: Rails Maui Shirt ($95)
Next, the four dress trends every princess, duchess, and queen own.

Erin got her start as a Who What Wear intern in 2011—back when the site only published a single story per day. (We have since increased that number twentyfold.) She graduated magna cum laude from USC and lives in Los Angeles. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2015, where she is now the Associate Director of Fashion News. From the Oscars to the Met Gala, she leads the site's entire red carpet coverage strategy. She specializes in celebrity and fashion news but also enjoys writing travel features and runway reports. She frequently contributes to WWW's social accounts and has a sizable following on her personal TikTok.
-
If You're Going to Wear Flat Sandals in September, This Is the Exact Outfit to Copy
Hailey Bieber approved.
-
5 Chic End-of-Summer Denim Outfits That Will Make You Look Like a Fashion Person
From Stockholm to Paris to London.
-
No Leggings Here—Gigi Hadid Just Wore the It-Girl Airport Uniform of Fall 2025
Commit this look to memory.
-
This Simple Fashion Person–Approved Layering Technique Changed the Way I Wear My Basics
Effortlessly cool.
-
I Tested TikTok's Favorite Jean Shorts—Here Are the Pairs Actually Worth Buying
Summer’s not over yet.
-
Black Sandals Are Nice and All, But in NYC, Everyone Knows This Shoe Color Looks Chicer With White Pants
The unexpected choice is always a winner in this particular city.
-
In Istanbul, J.Lo Wore a Matching Set With the Shoe Color Trend That's Guaranteed to Make Outfits Look Rich
Money.
-
9 Shockingly Elegant Denim-Shorts Outfits the Fashion Crowd Is Wearing
From short and frayed to long and baggy.