Women Leonardo DiCaprio Has Dated or Has Been Rumored to Have Dated

Leonardo DiCaprio: Academy Award winner, environmentalist, humanitarian and… ladies man.

Ever since DiCaprio rose to the spotlight in 90s, he was known for having some beautiful woman around his arm. With time, keeping up with his love life became a part-time hobby. And for those of you who haven’t followed his personal life closely, here’s one thing you should know: DiCaprio historically only dates women under 25 years old. And no that number hasn’t changed since he’s gotten older, the patterns has only continued…

But, throughout the years, DiCaprio’s had a variety of different relationships including year long ones and rumored hookups. Some relationships, like his 5-year romance with Brazilian model Gisele Bündchen, for example, were well-known. After all, when two people in a couple look that good together, it’s hard not to notice. Another long relationship of his was with Israeli model Bar Refaeli from 2005 to 2011. When these two were together, we really thought they were endgame. Most recently, DiCaprio split with longtime girlfriend Camila Morrone after five years together.

Among his shorter flings and rumored affairs are his relationships with Rihanna, Amber Valletta, Paris Hilton, Claire Danes and many others.

Check out the list of who DiCaprio has allegedly dated below, and be prepared for the questionable age differences as time goes on!

Originally published June 2016.

Hieke Konings

Image Credit: Photo by Arun Nevader/Getty Images for Art Hearts Fashion.

Model Hieke Konings revealed that Leonardo DiCaprio asked her out, to which she swiftly turned down because he was “too old and too weird.” She called him out for dating women under 25, which he said he was “guilty” of doing that. (And she divulged that DiCaprio put in headphones during sex with her friends, per the Mirror).
Lottie Moss

Amid his romance with Vittoria Ceretti, DiCaprio was seen partying with Lottie Moss, a model who happens to be the half-sister of Kate Moss (another reported flame of his). Insiders said that she and DiCaprio were allegedly set up on a “secret date,” and soon after, have been out and about together.
Vittoria Ceretti

Image Credit: Variety via Getty.

DiCaprio and model Vittoria Ceretti were seen out getting ice cream in the summer of 2023, and weeks later, on Sept 6, they were seen making out in Ibiza. Since then, insiders have been spilling the details about their relationship, and how serious it’s gotten (hint: he’s referred to her as his “girlfriend.” And since then, they’ve been seen out together numerous times.
Neelam Gill

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DiCaprio and Neelam Gill were pictured together throughout May 2023, going out to dinner and going on his yacht. Romance rumors were at an all-time high, until July 2023, when Gill shut down the rumors once and for all.

Per People, she said: “Just to clear up any rumors… I am not Leonardo DiCaprio’s ‘new flame.’ In fact, I am in a committed relationship with his good friend, and have been for many months now. The only reason we have been pictured in the same vicinity is because I have been there with my partner.”
Meghan Roche

Image Credit: Photo by Gareth Cattermole/BFC/Getty Images for BFC.

Bombshell photos from TMZ came to light on June 5, showing Leonardo DiCaprio getting off his private yacht with 22-year-old model Meghan Roche, who happens to be one of Gigi Hadid’s BFFs, but rumors were quickly shut down after it came to light that she’s dating one of his buddies.
Irina Shayk

Image Credit: Neil Mockford/FilmMagic

In a surprising turn of events, model Irina Shayk was spotted partying with DiCaprio at Coachella recently despite rumors she’d reconciled with ex Bradley Cooper. In photos obtained by Page Six, Shayk and DiCaprio were seen together at Levi and Tequila Don Julio’s Neon Carnival on April 15 and the early morning of April 16. Could this be a new couple brewing?
Maya Jama

Image Credit: David M. Benett/Dave Benett/Getty Images

Love Island UK host Maya Jama has recently been spotted partying with DiCaprio in London. Per Daily Mail, Jama and the actor were reportedly seen partying two nights in a row. “They were two of the last people left standing at the late-night event,” a source told the outlet. “They really know how to party.”
Rose Bertram

Image Credit: Karwai Tang/WireImage

Model Rose Bertram has also been rumored to be dating DiCaprio recently after they partied together in Paris. Per reports from Daily Mail, the two arrived at the venue at the same time and left the event within minutes of each other.
Eden Polani

Image Credit: Getty Images

In January 2023, DiCaprio was romantically linked to 19-year-old Parisian model Eden Polani. The pair attended singer Ebony Riley’s release party for her new EP on January 31 and were photographed sitting next to one another.
Victoria Lamas

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As rumors about DiCaprio and Hadid were still circulating, DiCaprio was seen on a date with 23-year-old Victoria Lamas.
Gigi Hadid

Image Credit: Taylor Hill/FilmMagic

Following the breakup from Morrone, DiCaprio was spotted with supermodel Gigi Hadid. First seen together in September, sources told People he was “definitely pursuing” her adding that “they are getting to know each other,” but weren’t calling it “dating” for now. Though the two still had a huge age difference between them, this would be the first time he dated a mom which some saw as major progress.

Things reportedly cooled down once The Revenant star was seen with Victoria Lamas, 23, at the end of last year and model Eden Polani, 19, earlier this year. However, rumors of rekindling were sparked after Hadid and DiCaprio were seen spending the evening together at Darren Dzienciol and Richie Akiva’s pre-Oscars party on March 10 in Los Angeles.

“Gigi and Leo still hang out and talk when it works with their timing,” a source for Entertainment Tonight reported in April. “They both enjoy each other’s company and have fun together when their busy schedules permit.”
Camila Morrone

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Not long after his split with Agdal, DiCaprio started dating model Camila Morrone in 2017. The two seemed like a perfect match until a source confirmed their split to People in August 2022.

In an interview with the Los Angeles Times in 2019, Marrone opened up about their ultra-private relationship and their 22-year age gap. “There’s so many relationships in Hollywood⁠—and in the history of the world⁠—where people have large age gaps,” she said. “I just think anyone should be able to date who they want to date.”
Rihanna

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Through the years, rumors DiCaprio and Rihanna were a thing would come and go. Rumors were specifically heightened in 2017 when they were spotted together in Paris for the singer’s birthday.
Ella Ross

Image Credit: Getty.

DiCaprio was previously linked to model Ella Ross back in 2016.
Roxy Horner

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DiCaprio was also thought to be dating Horner in June 2016, after he was seen dining with her.
Ela Kawalec

Image Credit: Photo by Rocco Spaziani/Archivio Spaziani/Mondadori Portfolio via Getty Images.

DiCaprio was rumored to be dating Polish model Kawalec in May 2016 after they were seen partying together.
Nina Agdal

Image Credit: Variety via Getty.

The summer of 2016 was truly the summer of love for DiCaprio and Nina Agdal. For the rest of 2016, they were always traveling together, and in 2017, things got more serious when they started attending afterparties and star-studded events together, per People. But by May 2017, it’s alleged that DiCaprio broke things off because he didn’t want to settle down.
Chelsey Weimar

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Reports circulated that he was dating Victoria’s Secret model Weimer in April 2016.
Kelly Rohrbach

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DiCaprio and Rohrbach were an item for a good portion of 2015.
Toni Garrn

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Garrn dated DiCaprio for over a year from 2013-2014.
Alesia Riabenkova

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DiCaprio was briefly rumored to be dating model Alesia Riabenkova in 2013.
Margarita Gauchet

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He was rumored to be dating French model Gauchet in early 2013.
Kat Torres

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Brazilian model Kat Torres gushed about DiCaprio in a 2013 interview. “Leo is amazing, but I worry about what he will think about me talking to you. We have a pact that nothing can ever be said about our relationship,” she said to the Brazilian newspaper Extra, according to the Daily Mail.

However they weren’t linked for much longer after that.
Miranda Kerr

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He was spotted getting cozy with Kerr in Las Vegas, right after she broke up with Orlando Bloom in 2013.
Erin Heatherton

Image Credit: Andrew H Walker/Variety/Penske Media via Getty Images

DiCaprio and Heatherton started dating in 2011 and were hot and heavy well into 2012.
Alyce Crawford

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Dating rumors between DiCaprio and Aussie model Crawford heated up in 2011 but soon fizzled out.
Blake Lively

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Before Ryan Reynolds, there was Leo. Lively and DiCaprio had a sweet summer romance in 2011.
Bar Refaeli

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We thought this one was forever! DiCaprio and Refaeli were together on and off from 2005-2011.
Anne Vyalitsyna

Image Credit: Steve Eichner/WWD/Penske Media via Getty Images

Victoria’s Secret model Vyalitsyna dated DiCaprio in 2009 before moving on with Adam Levine soon after.
Gisele Bündchen

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This insanely gorgeous couple were together on and off from 1999 to 2005.
Trishelle Cannatella

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DiCaprio was rumored to be dating the Real World star back in 2002.
Paris Hilton

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Not sure if it was for real, but there was gossip of DiCaprio dating Hilton in 2000.
Kidada Jones

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DiCaprio and Quincy Jones’ daughter Kidada were rumored to be in a relationship in 1999.
Amber Valletta

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DiCaprio was rumored to have hooked up with Valletta in 1999.
Naomi Campbell

Image Credit: Pascal Le Segretain/Getty Images for Chopard

Campbell and DiCaprio supposedly had a fling back in 1998.
Bijou Phillips

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DiCaprio dated Phillips in 1998.
Vanessa Trump

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In 1998, DiCaprio allegedly hooked up with Vanessa Haydon before she became Donald Trump Jr.’s ex-wife.
Demi Moore

Image Credit: KCS Presse/MEGA.

DiCaprio and Moore were linked romantically between 1997-2002.
Natasha Henstridge

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Henstridge and DiCaprio supposedly hooked up in 1997.
Kate Moss

Image Credit: Photo by Kyle Ericksen/WWD/Penske Media via Getty Images.

Per Page Six, Kate Moss and DiCaprio were linked to one another for a few months in 1993 and 1994.
Kristen Zang

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Zang and DiCaprio were allegedly on-again-off-again from 1996-1997.
Claire Danes

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There was a rumor of an on-set romance between these two during the filming of Baz Luhrmann’s Romeo + Juliet.
Bridget Hall

Image Credit: Henry S. Dziekan III/WireImage

Hall and DiCaprio were rumored to have hooked up in 1995.