Timothée Chalamet and Kylie Jenner Pack on the PDA During Courtside Date Night
Kylie Jenner is catching flights and feelings.
As the Kardashians star and Timothée Chalamet's romance continues its never-ending honeymoon phase, Kylie felt emboldened to share a glimpse at a recent last-minute date night.
“Get ready with me for date night in New York,” Kylie, who was aboard a private jet, teased in a TikTok she shared May 9. “This trip was very last minute and I’m literally going for like, 24 hours.”
Indeed, while Kylie and Timothée recently stepped out at the Knicks game together May 6, she proved this was from an earlier outing in the caption, adding alongside a winking emoticon, “Drafts.”
In the video, Kylie showed off her excitement for the spontaneous trip as she did her makeup, playfully noting she got her hair done and a spray tan for the occasion.
And after she landed, the 28-year-old—who is mom to Stormi, 8, and Aire, 4, with ex Travis Scott—couldn’t have been more thrilled.
“We’re in New York!” Kylie exclaimed in a separate clip from her car. “For a day! I cannot believe that I did this. I’m so excited.”
Naturally, fans were just as elated to see Kylie put a behind-the-scenes moment in her and Timothée’s three-year romance on display.
As one fan quipped in a comment, “We are closer to getting timothee in the tiktoks.”
Jason Armond / Los Angeles Times via Getty Images
But while Kylie and Timothée rarely speak out about their relationship, they’ve had no trouble with showing off their romance in various loved-up outings.
On top of their recent trip to the Knicks game at Madison Square Garden—where the duo sat courtside—the couple stepped out in coordinating orange outfits for the Marty Supreme premiere in December.
And when Timothée nabbed the Critics Choice Award’s Best Actor honor for his performance as Marty Mauser in the Josh Safdie movie, he sweetly made his first-ever shoutout to Kylie in his acceptance speech.
“I'll just say thank you to my partner of three years,” the 30-year-old said during the Jan. 4 ceremony. “Thank you for our foundation. I love you. I couldn't do this without you. Thank you from the bottom of my heart, thank you so much. Appreciate it."
To which Kylie mouthed back from the audience, “I love you.”
For a deeper look into Kylie and Timothée's romance, keep reading...
Kevin Mazur / MG23 / Getty Images for The Met Museum / Vogue / Rocco Spaziani / Archivio Spaziani / Mondadori Portfolio via Getty Images)
Romance Rumors: April 2023
Kylie Jenner and Timothée Chalamet first sparked romance rumors in April 2023 after her split from Travis Scott, with whom she shares kids Stormi, born in 2018, and Aire, born in 2022.
Matt Baron/BEI/Shutterstock, Karwai Tang/WireImage
Going Strong: August 2023
E! News confirmed in August 2023 that the Kardashians star and the Dune actor were still an item, despite reports claiming they’d called it quits.
Instagram / Gaia Repossi
Making It Official: September 2023
After packing on the PDA at Beyoncé's birthday concert in Los Angeles in September 2023, the pair attended a star-studded New York Fashion Week dinner together.
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Doubles Partners: September 2023
Later that same month, the couple attended the U.S. Open in New York.
Gotham/GC Images
Courtside Kiss: September 2023
It was love-all at the US Open in September 2023.
Gotham/GC Images
Desire for Private Life: October 2023
When Kylie's level of fame was brought up during Timothée's discussion with GQ about privacy, he responded with a laugh.
"This reminds me of that recent South Park episode with the Worldwide Privacy Tour," he said, referencing the show's parody of Prince Harry and Meghan Markle. "Sometimes, people are going to be hella confused when you say you're trying to live a private life."
Dimitrios Kambouris/Getty Images for WSJ. Magazine Innovators Awards
Awards Date Night: November 2023
Though the two skipped walking the red carpet together at the WSJ. Magazine Innovator Awards, they were all smiles on their date night to the ceremony.
Gotham / GC Images
Live From New York: November 2023
...it's Kylie and Timothée. The pair arrived separately at the SNL after-party after the actor hosted the show in November 2023.
Christopher Polk/Golden Globes 2024/Golden Globes 2024 via Getty Images
Table for Two: January 2024
What award show? It was only lovers in the building as the 2024 Golden Globes doubled as a TImothée-and-Kylie kiss cam. And there was nary a rumor that could puncture their blissful bubble.
Christopher Polk/GG2025/Penske Media via Getty Images
Make It a Tradition: January 2025
For the second straight year, Kylie was Timothée's date to the Golden Globes. At the 2025 ceremony, the A Complete Unknown star scored a nomination for Best Actor in a Motion Picture—Drama for his performance in the Bob Dylan biopic. Though he ultimately lost to Adrien Brody, he won in the romance category with Kylie.
Dave Benett/VF25/WireImage for Vanity Fair
Vanity Fair: March 2025
While Kylie did not join Timothée at the 2025 Oscars, where he was nominated for his role in A Complete Unknown, she was by his side at Vanity Fair's after-party.
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Having a Ball: April 2025
The duo enjoyed a night out at the Los Angeles Lakers vs. the Minnesota Timberwolves game in L.A. in April 2025.
Vittorio Zunino Celotto/Getty Images
Red Carpet Debut: May 2025
The couple walked their first red carpet together at the 70th David Di Donatello award ceremony in Rome, where Timothée was honored with a special prize for his acting.
Brian Babineau/NBAE via Getty Images
Keeping Up With Family: May 2025
Kylie's sister Kendall Jenner joined the pair on their date at the New York Knicks vs. Boston Celtics game at Madison Square Garden in N.Y.C.
Budapest Baristas/Instagram
Romance on Set: August 2025
Kylie took a trip to Budapest in August 2025 to visit Timothée while he was filming Dune: Part Three. The couple posed for photos with fans during a trip to a local coffee shop.
Axelle/Bauer-Griffin/FilmMagic
Orange You Glad: December 2025
The couple matched in orange at the Los Angeles premiere of Marty Supreme. Their Chrome Hearts outfits were so iconic that they were later recreated by Hacks costars Megan Stalter and Paul W. Downs at the Critics Choice Awards in January 2026.
Kevin Mazur/Getty Images for Critics Choice Association
Awards Season Supreme: January 2026
Timothée was joined by Kylie at the 2026 Critics Choice Awards, where he professed his love to his "partner of three years" after winning Best Actor for his performance in Marty Supreme.
"I couldn't do this without you," he told Kylie, who mouthed "I love you" from the crowd. "Thank you from the bottom of my heart. Thank you so much."
Michael Kovac/Getty Images for Moët & Chandon
A Golden Moment: January 2026
The internet was sent into a frenzy at the 2026 Golden Globes, when the reality star's alleged name card from the ceremony—reading Kylie Jenner Chalamet—went viral. However, E! News confirmed from inside the Beverly Hilton ballroom that the font on the actual name cards was different from fake image going around online.
Still, it was a memorable night for the couple, with Timothée giving his girlfriend a sweet shoutout when he won Best Performance by a Male Actor in a Motion Picture—Musical or Comedy for Marty Supreme.
Carlo Paloni/BAFTA via Getty Images
BAFTAs Beautiful: February 2026
The couple took their love across the pond the 2026 British Academy Film and Television Arts Awards in London, where Timothée was nominated in the Leading Actor category.
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