Alexa and Kendall Just Wore the Trouser-and-Ballet-Flat Combo of 2023

The last time ballet flats were really and truly in fashion it was de riguer to wear them the skinniest of skin-tight jeans. This time around, things are looking very different—the complete opposite, in fact. Instead of drainpipe denim with pumps, we're looking at wide-leg trousers as being the partner of choice for fashion's best-dressed.
Only on the weekend did Alexa Chung make that point (pointe?) incredibly clear when she stepped out for dinner in Knightsbridge, London wearing a pair of slouchy black tailored pants with a leather coat, fuzzy scarf and diamanté Prada bag alongside simple black ballet pumps. She was, of course, sensible enough to know that a pair of ballet flats in mid-December is a risky move, and added some red socks to keep warm. While the sock-and-flats pairing may still be experimental enough divide a crowd, I think we can all agree that combing these simple flats with a more casual trouser silhouette is a welcome revision ahead of 2023. The SS23 trend line-up features a lot of ballet pumps, and there are many ways to wear them, swishy long skirts and scrunched-down hoisiery being most common on the runways.
So perhaps it's no great surprise to see that the formula has already taken off across the pond too. Earlier in the month, Kendall Jenner was spotted wearing a pair of loose-fitting black trousers with the elastic band-strapped flats from The Row—a pair that will undoubtedly become one of the It buys of the New Year from the trajectory we're already witnessing. They offered the perfect off-duty elegance to a simple baggy jumper-and-slacks outfit that I'm certain many will copy once the weather warms up a little.
Keep scrolling to see how Alexa and Kendall are wearing their ballet flats with wide-leg trousers, and
On Kendall Jenner: The Row Elastic Leather Flats (£690)
On Alexa Chung: Prada bag
Shop Ballet Flats and Wide-Leg Trousers
Dress them up, dress them down.
Up next, what's good in the Christmas sales.

Hannah Almassi is the Editor in Chief of Who What Wear UK. She joined in 2015 when she launched the UK sister site following a seven-year tenure at Grazia magazine as fashion news and features editor. With experience in print and digital across fashion and beauty, Hannah has over 18 years of experience as a journalist, editor and content strategist. Her opinion has been sought by the likes of CNBC, BBC, The Sunday Times Style, The Times, The Telegraph and MatchesFashion.com and she is often called upon for her take on trends, becoming known as a person with their finger of the pulse of what’s happening in the fashion space for stylish Brits.
-
The Key to Looking Expensive in a Black Dress in 2025 Is Wearing This Timeless It Item With It
Alexa Chung is aware.
-
I Live in Murray Hill—Here Are the 8 Places I Like to Shop for a Fashionable Fall Closet
Stylish sweaters and suedes ahead.
-
Hold the Sandals—This Is the Shoe Trend to Wear With Dresses in September
As seen on Alexa Chung.
-
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.
-
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?
-
Cooler Than a Puffer Coat—Alexa Chung Wore the Fall Trend That Makes Jeans Look Elegant
She's two months ahead of the game.
-
Ballet Flats Look Downright Dated in the Face of These 7 New Flat-Shoe Trends
Someone had to say it.
-
5 Summer Trends I'm Glad to Part With, and the 5 I'll Be Wearing This Fall Instead
Chic new favorites.