Timothée Chalamet’s Insane Dating History: From Lily-Rose Depp to Kylie Jenner

Timothée Chalamet is undoubtedly one of Hollywood’s biggest heartthrobs, known not only for his incredible acting skills but also for his fascinating dating history. From high school romances to A-list relationships, Chalamet’s love life has been a topic of much intrigue. Let’s take a deep dive into his most talked-about relationships.

High School Romance with Lourdes Leon

Chalamet’s dating history dates back to his high school years, when he was in a relationship with Lourdes Leon, the daughter of pop icon Madonna. Both attended LaGuardia High School in New York, and though their romance was short-lived, Leon later expressed admiration for Chalamet. Even in his early years, he seemed drawn to partners with strong celebrity backgrounds, setting the tone for his future relationships.

Falling for Lily-Rose Depp

Following his rise to fame, Chalamet was linked to Lily-Rose Depp, daughter of legendary actor Johnny Depp. The two met while filming the Netflix movie The King in 2018 and quickly became one of Hollywood’s most talked-about young couples. Their romance included dreamy getaways, including a highly publicized vacation in Capri, where paparazzi captured intimate moments between them. Despite their chemistry, the relationship ended after just over a year.

A Short-Lived Fling with Eiza González

In 2020, Chalamet was spotted vacationing in Mexico with actress Eiza González. Photos of the two enjoying each other’s company quickly surfaced, but their romance was brief. Interestingly, fans noticed a pattern in Chalamet’s dating choices—brunette beauties with striking features and a strong presence in the fashion and entertainment world.

Festival Encounter with Sarah Talabi

Chalamet was also rumored to have had a connection with model and influencer Sarah Talabi at Coachella in 2022. Reports suggested that the two were seen kissing at the festival, but Talabi neither confirmed nor denied the rumors. Instead, she used the attention to discuss climate change, indicating that Chalamet may also be drawn to women with an activist mindset.

A-List Love with Kylie Jenner

Most recently, Chalamet has been in a high-profile relationship with Kylie Jenner. As a member of the Kardashian-Jenner family, Kylie is one of the biggest names in the entertainment industry. The two reportedly started dating after Kylie’s split from rapper Travis Scott, and their relationship quickly became serious. They have been spotted together at major events, including the 2025 Oscars, solidifying their status as Hollywood’s latest power couple.

A Pattern in His Love Life

Looking at Chalamet’s dating history, a clear pattern emerges. He seems to have a preference for women with strong ties to the entertainment industry, often coming from famous families, and possessing a glamorous, model-like appearance. Whether this is by chance or a deliberate choice, one thing is for sure—Timothée Chalamet’s love life is as intriguing as his acting career.