There are two Kendall Jenners, sartorially speaking: Kendall Jenner in New York and Kendall Jenner in L.A. and everywhere else. Both Kendalls are supremely stylish, but New York Kendall is especially chic and sophisticated. It's very apparent that she's gone for a tailored look every time she's visited the Big Apple recently, opting for pieces from designers like The Row and Frankie Shop. If you're looking for some chic back-to-business outfit ideas, she's your girl.
Now for an observation: Jenner was in New York last weekend, and almost every outfit she wore included a pair of baggy pleated trousers. No jeans, no dresses—just trousers. In particular, we've seen khaki pants in this style experience a major resurgence as of late, and Jenner clearly approves, given the look she wore by The Row around the city. And as far as shoes go, the only pairs Jenner seemed to pack were strappy heels and loafers, so take note.
Read on to see how Jenner styled her loose pleated pants in NYC, and shop a few of our favorite pairs.
On Kendall Jenner: The Row Big Sisea Shirt ($752), Wesler T-Shirt ($320), Phoebe Pants ($1690), '90s Bag ($990), and belt; By Far shoes
On Kendall Jenner: TheOpen Product Soft Stitch Cardigan ($199); Style Addict Nicholas Pants ($113); The Row Half Moon Bag ($1290)
On Kendall Jenner: Style Addict Nicholas Pants ($113); The Row belt and Half Moon Bag ($1290); Bottega Veneta Stretch Leather Sandals ($890)
Shop Baggy Pleated Pants
Next up: Lily-Rose Depp wore the pant trend Gen Z is making a thing.
-
This Very Specific Look Will Be Majorly Trending This Fall—Here's How I'm Already Wearing ItIt became my go-to look for Copenhagen Fashion Week, and I'll be wearing it on repeat for months.
-
Margot Robbie Just Wore the 2026 Version of the Millennial Going-Out OutfitHint: Bootcut jeans are not involved.
-
If the Ease of Jeans and a T-Shirt Came in Dress Form, It Would Look a Lot Like This…Spotted in Brentwood on Kendall Jenner.
-
Goodbye, Bubble Shorts—Everyone Everywhere Is Wearing This "Dated" Pant Trend InsteadHere's how It girls in New York, London, Copenhagen, and more are styling them in 2025.
-
Spotted on Kendall and Hailey: The Pant Color Trend People Are Swapping Blue Jeans ForIt girls with good taste know best.
-
Cooler Than Jeans and a T-Shirt—Everyone With Good Taste Will Wear These 15 Denim Outfits This FallNext time fall styling inspiration runs dry, just reference these looks.
-
Goodbye, Ballet Flats: It Girls in London, NYC, and Paris Are Prioritizing This Fall Flat Shoe Trend InsteadAnd they're styling it like *this.*
-
Every Fall Outfit I Want to Wear This Year (So Far)These looks are the definition of effortless.
-
Everyone Is Suddenly Wearing This Expensive-Looking Item With White PantsSo chic.
-
Forget Lace-Up Boots: This Casual and Easy Boot Trend Is About to Be EverywhereMake this your first boot purchase for the season.
