The Chicest People I Know Are Wearing This Surprisingly Elevated Legging Trend
Friends, please don’t come at me for putting “elevated” and “leggings” in the same sentence. I’m just here to *gently suggest* that there are some legging outfits I’m seeing out and about that feel surprisingly polished. I'm putting it down to a sudden uptick in one very specific (and somewhat controversial) legging style: '80s-inspired stirrup leggings, which are popping up as a trend in stylish neighborhoods from New York to London to Amsterdam (not to mention at the Chanel show in Paris).
For those who need convincing, I've come armed with photographic evidence of six very chic outfits with stirrup leggings—none of which involve puffer jackets (although, I have to tell you I've seen some great puffer jacket outfits in New York lately) or anything that could be mistaken as athleisure. Could stirrup leggings be the chic black pant style our winter wardrobes have been missing? These looks are collectively making a pretty strong case.
I have a theory that stirrup leggings picked up steam thanks to 2024's massive slingback trend—they pair perfectly to create a very satisfying crisscross of straps.
Just stylist Coco Schiffer in New York making another great case for stirrup leggings and slingbacks. The drapey wrap cardigan and slick bun are giving chic French ballet teacher (in the best possible way).
I love the styling of stirrup leggings over preppy socks and loafers—very cozy-practical for December in Amsterdam. This look feels like she's about to order a black coffee and pull a New Yorker out of her handbag.
Same base layers as the look above, but an oversize wool blazer and retro eyewear give this outfit totally different energy.
If stirrup leggings are happening at Chanel, it only seems right to take note. A moment for Jen Azoulay at Paris Fashion Week back in October giving us the fun little detail of styling her stirrup leggings *over* her heels.
Linda Tol's covetable pregnancy style has seen her wearing stirrup leggings on heavy rotation this winter, usually styled with turtlenecks and one of many great coats.

Natalie Cantell is an NYC-based style director, creative consultant, and fashion editor, who regularly contributes from Paris. She was the executive director of Who What Wear and Marie Claire’s brand studio until 2023, and now freelances globally on shoots, stories, and special projects.
-
There You Have It: This Is the Flat-Shoe Trend to Wear With Winter 2025's Most Popular Legging ColorPerfect for the Pilates-loving fashion person.
-
The Bridal Dress Trends You're About to See Everywhere in Fall 2026Whether you're getting married in a chateau in France or a farmhouse in New York, find all of your inspiration here.
-
There You Have It: This Is the Flat-Shoe Trend to Wear With Winter 2025's Most Popular Legging ColorPerfect for the Pilates-loving fashion person.
-
If You Want to Look Chic and Rich This Winter, Make Sure You Own This Non-Denim Pant TrendSee what we’re talking about inside.
-
The Anti-Trend Color to Wear From Head to Toe This Winter (Hint: It's Not White or Black)A monochromatic outfit always looks so elegant.
-
My Friends and I Love Old Navy—16 Early Black Friday Deals I Immediately Sent to the Group ChatGet 50% off chic winter essentials.
-
If You Want to Signal That You Have a Cool Job, Wear This Controversial Shoe Trend With Your TrousersIrina Shayk is embracing winter's trendiest shoes.
-
Hold the Leggings and Sneakers—This Is the It-Girl Way to Wear a Puffer for Winter 2025Elsa Hosk can do no wrong.
-
Here Are the 4 Trends I'm Most Excited to Wear for Winter in NYCThese elevate any wardrobe.
-
Meghan Markle and Everyone in NYC Is Wearing This Elegant Neckline to Look Trust-Fund-Level RichApproved by the duchess herself.