Kylie Jenner and Timothée Chalamet Coordinate Outfits at Knicks vs. Pacers Game 5

Kylie Jenner and Timothée Chalamet are attending the New York Knicks’ pivotal playoff game against the Indiana Pacers in style!

For the Thursday, May 29, game at Madison Square Garden in New York City, Jenner and Chalamet walked into the arena holding hands wearing complementary looks. The Kylie Cosmetics CEO, 27, wore a leather orange jacket with a white neckline and zippers. The jacket was left open and showcased Jenner’s white crop top. She completed the look with a pair of black leather pants. After sitting down in her courtside seat, she removed the jacket.

Chalamet, 29, wore a bomber-style orange and blue jacket. He paired the look with a black tank top, dark jeans and a silver chain. 

The Knicks need to win on Thursday night’s Game 5 of the NBA Eastern Conference Finals to keep their hopes alive. They began the night down three games to one.

Jenner and Chalamet were seated next to Miles Teller and Keleigh Teller. They also sat next to Ben Stiller, who was captured standing up in excitement alongside Chalamet as the game continued to heat up. Chalamet was previously seen at the May 10 game with Stiller.

The exciting events of the night didn’t end there. Chalamet also had the chance to meet Charles Barkley and Kenny Smith. In a video shared by Bleacher Report on Instagram, Chalamet and Jenner have a run-in with the TNT television analyst and “The Jet.” 

“Continued success, brother,” Barkley says to Chalamet while shaking his hand. “Thank you for taking care of my boy Ernie.” Ernie is best known for hosting TNT’s Inside the NBA with Shaquille O’Neal, Smith, and Barkley.

Chalamet is a known Knicks fan and has sat courtside at several games during the NBA playoffs. Earlier this month, Chalamet and Jenner once again sat courtside at a Knicks-Celtics playoff game. 

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It has been a busy few months for the couple, who have been romantically linked since 2023. The two made their red carpet debut at the 70th David Di Donatello Awards in May 2025. For the affair, Jenner stunned in an all-black dress and Chalamet wore a chic all-black tux.

Jenner recently explained why she often wears a black dress when accompanying the A Complete Star at his events, in an interview with Harper’s Bazaar published on Thursday, May 29.

“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 said.