10 Shorts-and-Shoe Pairings Fashion People Are Wearing This Summer

Summer is in full swing, which means shorts are on heavy rotation in my wardrobe right now. I've been leaning into tailored linen silhouettes as well as pull-on boxer shorts that feel current and perfect for my comfort level. Whatever shorts styles you lean into, it's the shoes you wear with them that will take your outfit from zero to 100 in an instant this season.
As I've been scrolling through summer outfits on Instagram, I've been spotting a handful of shorts-and-shoe combinations that instantly say fashion person. Whether it's this summer's jorts trend paired with sleek kitten-heel sandals that perfectly balance the baggy silhouette or striped boxer silhouettes with trusty Birkenstock clogs, these shoe-and-shorts pairings feel perfectly on-trend for summer 2024.
Keep scrolling for 10 shorts-and-shoe pairings to get you inspired this summer.
Sporty Shorts + Ballet Flats
Long Denim Shorts + Kitten-Heel Sandals
Boxers + Birkenstocks
Pull-On Shorts + Jelly Shoes
Bermuda Shorts + Minimalistic Mules
Denim Cutoffs + Loafers
Short Shorts + Thong Sandals
Linen Shorts + Chunky Sandals
Cotton Shorts + Sneakers
Bloomers + Cowboy Boots
This post was published at an earlier date and has since been updated.

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.
-
Better Than Ballet Flats (and Loafers): The Shoe Trend It Girls in NYC and Paris Will Be Wearing This Fall
They're classic but fresh at the same time.
-
I'm an NYC Shopping Editor—I Can't Stop Thinking About These 31 Rich-Looking Fall Finds From Nordstrom, Zara, and H&M
Did I mention they're under $250?
-
These 32 Chic Zara Fall 2025 Shoe Finds Are the Key to Looking Like a Fashion Person—Good Luck Picking Just One Pair
Prepare for endless compliments.
-
People With Impeccable Taste Swear By COS—21 Chic Sale Finds to Take Advantage of Right Now
Did you say 25% off? Yes, please.
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.
-
These 32 Elevated Nordstrom and Zara Finds Make Getting Ready So Much Easier (and Chicer)
Here's to effortless outfits.
-
Here's What to Look For If You Want Ballet Flats That Scream 2026
If you haven't upgraded your ballet flats by now, wyd?
-
Ballet Flats Look Downright Dated in the Face of These 7 New Flat-Shoe Trends
Someone had to say it.