Kendall Jenner and Leonardo DiCaprio: Are They Dating?

Last updated: October 11, 2026

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Are Kendall Jenner and Leonardo DiCaprio dating? It is a question the internet keeps asking every few years — and the honest answer is no. The supermodel and the Oscar-winning actor have never confirmed any romance, and every reported “sighting” traces back to the same exclusive party guest lists, not a relationship. Here is what actually connects them, and what does not.

Table of Contents

Quick Answer

No — Kendall Jenner and Leonardo DiCaprio are not together and have never been in a confirmed relationship. The pairing has surfaced in gossip columns since 2016, built entirely on a few shared appearances at major celebrity parties in Cannes, Miami, and Venice. In 2026, both are linked to other people entirely: DiCaprio continues to be seen with Italian model Vittoria Ceretti, while Jenner has been linked with actor Jacob Elordi.

Illustration for Kendall Jenner and Leonardo DiCaprio

Who Are Kendall Jenner and Leonardo DiCaprio?

Kendall Jenner is an American supermodel, reality television star, and entrepreneur born November 3, 1995. Rising to fame on Keeping Up with the Kardashians, she became one of the world’s highest-paid models, walking for Chanel, Givenchy, and Victoria’s Secret, and later founded the 818 Tequila brand. She is the quietest member of the Kardashian-Jenner family when it comes to her love life, though past confirmed relationships include Devin Booker and Bad Bunny.

Leonardo DiCaprio is an American actor and film producer born November 11, 1974, whose career spans Titanic, Inception, The Wolf of Wall Street, and the Oscar-winning performance in The Revenant. Beyond acting, he is a prominent environmental activist through the Leonardo DiCaprio Foundation. His high-profile dating history includes Gisele Bündchen, Bar Refaeli, and Camila Morrone — and since 2023, he has been repeatedly photographed with model Vittoria Ceretti.

Relationship Timeline

Because there is no confirmed relationship, the honest version of this timeline is the story of a rumor — where it started, how it flared up, and why it keeps coming back:

  • June 2016 — The Cannes rumor: Gossip outlets, citing an OK! Magazine item, claimed DiCaprio “couldn’t take his eyes off Kendall” at a Cannes Film Festival party and that the two traded numbers. Neither Jenner nor DiCaprio ever confirmed or commented on the claim, and no photos of the pair together at Cannes ever surfaced.
  • December 2019 — The Art Basel party: Page Six reported DiCaprio partying until 6 a.m. at Miami megaclub E11EVEN during the Art Basel Miami VIP preview, with Kendall Jenner, Gigi Hadid, and Bella Hadid at a table of roughly 50 people. Sources noted the group left separately — DiCaprio at 6 a.m., Jenner’s group about half an hour later. At the time, DiCaprio was dating Camila Morrone, who was in Morocco for a film festival.
  • 2020–2022 — Busy elsewhere: DiCaprio continued his relationship with Camila Morrone, while Jenner was in an on-and-off relationship with NBA star Devin Booker. The two simply shared the same Hollywood social circles.
  • August 2022 — Leo’s split: DiCaprio and Camila Morrone ended their roughly four-year relationship, briefly reigniting speculative headlines about his next relationship.
  • 2023 — The same-party pattern continues: Jenner, then dating Bad Bunny, attended a Santa Monica birthday party where DiCaprio was also a guest. Footage showed all three at the same venue, but no romantic interaction between Jenner and DiCaprio was ever reported or photographed.
  • 2023–2026 — Vittoria Ceretti era: DiCaprio began being regularly photographed with Italian model Vittoria Ceretti, and the pair have remained the center of his relationship coverage ever since.
  • June 2025 — Venice: Both Jenner and DiCaprio attended the star-studded wedding celebrations of Jeff Bezos and Lauren Sánchez in Venice, Italy, along with dozens of other A-listers — the latest fuel for recycled “are they together?” posts.
  • 2026 — Separate lives confirmed: DiCaprio appeared with Vittoria Ceretti at the 2026 Academy Awards, while reports have linked Jenner with actor Jacob Elordi. No reputable outlet has reported any contact between Jenner and DiCaprio beyond shared event guest lists.

Latest Updates

As of October 2026, there are no new reports connecting Kendall Jenner and Leonardo DiCaprio romantically — only the recurring social-media cycle of old party photos resurfacing without dates attached. The most current verified facts point in opposite directions: DiCaprio’s long-running relationship with Vittoria Ceretti remains the focus of his dating coverage, including their joint appearance at the 2026 Oscars, while Jenner’s name is being linked to Jacob Elordi in 2026 headlines. In short, this is a decade-old rumor kept alive by recycling, not by anything the two have done.

Frequently Asked Questions

Are Kendall Jenner and Leonardo DiCaprio dating?
No. They have never been in a confirmed relationship. Every story linking them traces back to shared appearances at celebrity parties in 2016 and 2019, never to any confirmed romance.

Did Kendall Jenner and Leonardo DiCaprio ever hook up at Cannes?
A 2016 gossip-magazine claim said they flirted and exchanged numbers at a Cannes party, but it was never confirmed by either side, and no photos or further sightings ever backed it up.

Who is Leonardo DiCaprio dating in 2026?
DiCaprio continues to be linked with Italian model Vittoria Ceretti, with whom he has been photographed regularly since 2023, including at the 2026 Academy Awards.

Who is Kendall Jenner dating in 2026?
Recent reports have linked Jenner with actor Jacob Elordi. She previously dated Devin Booker and Bad Bunny.

Looking for more breakdowns of celebrity rumors and real timelines? Explore more explainers at AllAboutFacts.

Faizi is a content writer at AllAboutFacts (hotteamnames.com), covering vocabulary, language tips, and everyday explainers.

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