The power couple Kylie Jenner and Timothée Chalamet brought fashion and star power to Madison Square Garden for the Knicks vs. Pacers Eastern Conference Finals clash.
Kylie Jenner and Timothée Chalamet made a stylish courtside appearance at the New York Knicks’ crucial playoff game against the Indiana Pacers on Thursday, May 29. The couple, who have been romantically linked since 2023, showed off their coordinated fashion sense as they walked hand-in-hand into Madison Square Garden in New York City.
Jenner, 27, known for her beauty brand Kylie Cosmetics, rocked a striking orange leather jacket with a white neckline and zipper details, layered over a white crop top. She paired it with sleek black leather pants. Once seated courtside, the style icon took off her jacket to reveal the chic crop top, embracing the lively atmosphere of the game.
Chalamet, 29, complemented Jenner’s vibrant style with his own flair, wearing a bomber-style jacket in Knicks-inspired orange and blue. Underneath, he sported a simple black tank top, accessorized with a silver chain and finished the look with dark jeans.
As the Knicks fought to keep their Eastern Conference Finals hopes alive, down three games to one, Jenner and Chalamet soaked in the electric energy of Madison Square Garden. They were seated near other stars, including Miles Teller and his wife Keleigh Teller, as well as comedic legend Ben Stiller. Stiller, who was previously seen at a May 10 Knicks game with Chalamet, was spotted standing up in excitement alongside the actor as the action intensified on the court.
The night also featured an exciting encounter with basketball icons Charles Barkley and Kenny Smith. In a video shared by Bleacher Report, Chalamet and Jenner exchanged warm greetings with the TNT analysts. Barkley shook Chalamet’s hand, offering words of encouragement: “Continued success, brother. Thank you for taking care of my boy Ernie,” referencing Ernie Johnson, host of TNT’s “Inside the NBA.”
A true basketball fan, Chalamet has been a frequent presence at Knicks games during the playoffs. Earlier this month, he and Jenner attended another high-profile Knicks-Celtics showdown, blending in seamlessly with the star-studded courtside scene.
Off the court, the couple has been turning heads on the red carpet as well. They recently made their official red carpet debut at the 70th David Di Donatello Awards in Rome in May 2025, with Jenner stunning in an elegant all-black gown and Chalamet opting for a sophisticated black tuxedo.
In a recent interview with Harper’s Bazaar, published the same day as their courtside appearance, Jenner explained her go-to choice for all-black ensembles when accompanying Chalamet. “Although these are the most beautiful, iconic gowns that I’ve been wearing, I think a black dress is also kind of like, not too attention grabbing in the best way. You can never go wrong with a black dress,” she shared.
As the couple continues to make headlines on and off the court, their relationship appears to be going strong, with Jenner supporting Chalamet every step of the way.