It’s no secret that Leonardo DiCaprio enjoys dating; the California-born is an Oscar-winning star, an environmentalist, and a ladies’ man!

SUMMARY

When it comes to love, Leonardo DiCaprio has certainly won over the hearts of his fans as well as the attention of the media.
Since his meteoric rise to fame in the 1990s, his dating history, which includes supermodels and actresses, has become something of a phenomenon in and of itself.
From Gisele Bündchen to Blake Lively, Bar Refaeli to Camila Morrone, DiCaprio’s girlfriends include some of the biggest and best-known names in Hollywood.

Leonardo DiCaprio has surely won over the hearts of his fans and the interest of the media when it comes to love. Nevertheless, our favorite Hollywood heartthrob has consistently succeeded in keeping us in the dark regarding his romantic misadventures. His dating history, which includes supermodels and actresses, has become something of a phenomenon in and of itself since his rise to fame in the 1990s.

And how can we forget that he has often become the hot topic of discussion for his relationships with women who are 25 years of age or younger? From Gisele Bündchen to Blake Lively, Bar Refaeli to Camila Morrone, DiCaprio’s girlfriends include some of Hollywood’s hottest and most happening names.

Leonardo DiCaprio in a still from Titanic
1. Gisele Bündchen 

Our quest starts with one of Leonardo DiCaprio’s most high-profile relationships. A passionate relationship that captivated fans and the media lasted for five years between the Titanic actor and Gisele Bündchen. We learned from Vogue that DiCaprio first connected with the Brazilian supermodel in 1999, and they dated for five years. Why did they end their relationship?

Bündchen said the following in a March 2009 interview with Vanity Fair:
“We were very young, and we grew together in a lot of ways. We were just not meant to be boyfriend and girlfriend, but I respect him enormously, and I wish him nothing but the best.”

Gisele Bündchen (Flickr)
Meanwhile, DiCaprio, who is agnostic but does not consider himself an atheist, gives few interviews and stays away from talking about his personal life.

2. Bar Refaeli

Another gorgeous supermodel who formerly held Leonardo DiCaprio’s heart is Bar Refaeli. Throughout their more than five-year relationship, which was intermittent, many people questioned whether they were meant to be together.

Bar Refaeli (via Instagram)
As per Page Six, the Israeli supermodel dated DiCaprio from 2005 to 2011. Though it may have begun as a fling, DiCaprio’s relationship with Refaeli, who was 20 at the time, swiftly turned into a committed partnership. They did, however, part ways in 2011, and she is currently married to Adi Ezra, with whom she has three kids.

3. Blake Lively

In 2011, Blake Lively and Leonardo DiCaprio went on a brief romantic relationship (via PEOPLE). The then-24-year-old actress was in Los Angeles filming the Gossip Girl series. In August 2017, Joshua Safran, the executive producer of Gossip Girl, told Vanity Fair:

“When I think about shooting the L.A. episodes, Blake was dating [DiCaprio] at the time, and she had this thing where she had a doll that she took photos of that she sent to Leo.”
According to Insider, Lively’s relationship with DiCaprio ended in a matter of months, and she quickly began dating her current husband, Ryan Reynolds.

Blake Lively in Gossip Girl
4. Toni Garrn

Leonardo DiCaprio was also close to German supermodel Toni Garrn. Beginning in 2013, they had an affair that lasted almost a year, raising questions about whether she would be his future wife. Unfortunately, they broke up in 2014 after a romance that lasted for roughly a year.

While sources stressed to E! News at the time that the actor was not looking for anything serious, Garrn and DiCaprio briefly got back together in 2017. In September 2017, it seemed as though they had made a brief reunion when they were seen holding hands and leaving a nightclub in New York City (via PEOPLE).

Toni Garrn and Leonardo DiCaprio (via YouTube)
Nevertheless, Garrn went on to tie the knot with Alex Pettyfer in October 2020, and the two welcomed a daughter the following year.

5. Erin Heatherton

Leonardo DiCaprio continued his trend of dating Victoria’s Secret models when he had a brief but well-publicized relationship with Erin Heatherton. It appears that their love was not meant to last, though.

According to PEOPLE, the couple ended their amicable relationship in 2011 after almost a year together, with the actor attributing the breakup to his demanding film projects. Heatherton and DiCaprio maintained their friendship even after their split, with the model referring to the actor as “a wonderful person” and “a friend of mine” in a 2015 interview with E! News.

Erin Heatherton (via Instagram)
6. Amber Valletta

This American fashion model and actress reportedly had a brief affair with Leonardo DiCaprio, which opened a new chapter in his already extensive dating history. In 1998, the actor had his second relationship, this time with then-24-year-old model-turned-actress Amber Valletta (via PEOPLE).

According to the rumor, DiCaprio saw the model in a magazine and had his representatives contact her to set up a meeting that led to a short-lived romance.

Amber Valletta (via Instagram)
7. Camila Morrone

Leonardo DiCaprio was romantically linked to another actress-model, Camila Morrone, from 2017 until 2022. They even lived together in Colorado and Europe after igniting romance rumors in December 2017, according to Insider.

In 2020, DiCaprio and Morrone went to the Oscars together, and they later celebrated the start of the new year together. However, in August 2022, PEOPLE was informed by sources that the former couple was no longer together.

Leonardo DiCaprio and Camila Morrone (via YouTube)
8. Kelly Rohrbach

Leonardo DiCaprio began dating American actress-model Kelly Rohrbach, who was a Sports Illustrated model at the time, in the summer of 2015. They were spotted riding Citi bikes around New York City in June of that year. The actor and model split up after a few months of dating; a source told PEOPLE that their split was due to scheduling conflicts. A source close to the couple revealed the following in January 2016:
“They are very friendly, and it’s super amicable.”

Kelly Rohrbach (via Instagram)
In December 2021, it was revealed that Rohrbach was expecting their first child, a boy, with Steuart Walton, whom she married in 2019.

9. Kristen Zang

Midway through the 1990s, Leonardo DiCaprio fell in love with model Kristen Zang, beginning one of his first romantic relationships. As per SheKnows, they were allegedly involved in a romantic relationship from 1996 to 1997.

Speaking to PEOPLE in September 2022, Zang discussed her previous relationship with the actor, almost two decades after their romance—about which she refrained from disclosing details in public.
“It was, dare I say, an innocent time. We were nerds..We went to amusement parks, concerts, museums and the movies. I was with him when he made Romeo & Juliet, Titanic, and The Beach.”

Kristen Zang (via Instagram)
DiCaprio has dated a number of fascinating women from different backgrounds, including gorgeous supermodels and gifted actresses. Regardless of your thoughts on the actor’s past relationships, it is fascinating to see who he has been seen with over the years.