Olivia Palermo's Genius Trick for Making Mini Lengths Look High End

It’s absolutely no secret that we worship Olivia Palermo—from her gym outfits, to her Zara shopping habits, and even the way she carries her handbag, she’s an endless source of inspiration. A regular day in the Who What Wear Australia office is spent dissecting OP outfit formulas and asking ourselves—why does she always look so flawless? What is it about even her simplest outfits that actually look runway-worthy? Why can’t we be her?
Today’s discussion has led us to the fact that she always makes mini-lengths for day look high end, proving that it can be possible to wear a short skirt during work hours and still look elevated. Olivia’s trick? She always pairs her short hemlines with flats—sneakers, ballet flats, loafers, brogues, ankle boots—whatever she chooses always looks sophisticated.
Next time we reach for our short denim skirts or shift dresses, we’re going to steal OP’s trick and go for flats. Keep scrolling to see seven of her best outfits for proof, and then shop some new flats for yourself.
Want more celebrity style? Follow us on Pinterest.
-
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.
-
In a Stunning Turn of Events, Amal Clooney Just Made the 2000s High-Low Dress Trend Look Chic Again
I'm serious.
-
5 Summer Trends I'm Glad to Part With, and the 5 I'll Be Wearing This Fall Instead
Chic new favorites.
-
J.Lo Just Wore the Dated Shoe Trend That Magically Becomes Chic When Paired With White Jeans
Now I wish I hadn't donated my old pair.
-
Sporty, a Little Ugly, and Already on Elsa Hosk: Fall's First Viral Flats Have Arrived
Prepare to see them everywhere.
-
This Flat-Shoe Trend Makes Cropped Skinny Pants Look the *Most* Fall 2025
PSA.
-
The Chicest Fashion People I Know Wear These Anti-Trend Shoes Year-Round
Classic, elevated, and perennially chic.