GISELE BUNDCHEN (2000-2005) – Gisele was between 20 and 25 years old during their relationship:
In 2000, when he was 25, he dated his youngest girlfriend Gisele Bundchen, when she was just 20 at the time.
The two dated for five years until they split in 2005. Leo even took her as a date to the Oscars in 2005.
They were regularly seen at basketball games and shared a passion for raising awareness about environmental issues.
Love life: In 2000, when he was 25, he dated his youngest girlfriend Gisele Bundchen when she was just 18 (pictured in 2005)
Bündchen ended things in 2015, revealing to Access Hollywood, “We just weren’t meant to be boyfriend and girlfriend, but I respect him immensely and I wish him nothing but the best.”
She would date Tom Brady in 2006 and marry him in 2009.
BAR REFAELI (2005-2011) – Bar was between 20 and 25 years old during their relationship:
After his relationship with Bündchen ended, Leo dated Sports Illustrated model Bar until 2011.
A source told The New York Post at the time about their split: “It was amicable, they are still friends and they still talk. They just grew apart and went their separate ways.
“Neither are ready to settle down, and both have busy careers that have taken them in different directions.”
Next: After his relationship with Bündchen ended, Leo dated Sports Illustrated model Bar on and off until 2011 (pictured in 2010)
The actor’s relationship with Bar ended after six years of dating – coincidentally at the same time the Israeli model turned 25.
The split came after weeks of rumors after Leo failed to accompany the supermodel to the Met Gala in New York in 2011 and instead spent the night at city hotspot Top of the Standard.
DiCaprio also had a boys’ weekend with Bradley Cooper and Ryan Kavanaugh in Mexico the month before.
BLAKE LIVELY (2011) – Blake was 23 years old during their relationship:
Ryan Reynolds’ current wife dated Leo for just one year, when she was 23.
DiCaprio met the actress during the Cannes Film Festival in 2011.
They went on to enjoy a twelve-month romance, including romantic dates in Venice, Los Angeles and New York City.
Celebrity: Ryan Reynolds’ current wife dated Leo for just one year – when she was 23 (pictured at Cannes in 2011)
Lively visited DiCaprio in Australia (where he was filming The Great Gatsby) late in the summer of 2011.
In October 2011, a People source noted that the split was “amicable” and that the actors remained friends
DiCaprio’s “work commitments” reportedly played a role in the breakup.
Blake is now married to actor Ryan Reynolds and the couple have three children.
ERIN HEATHERTON (2012) – Erin was 22 years old during their relationship:
The Victoria’s Secret Angel alum was just 22 when she dated DiCaprio in 2012.
The pair dated for 10 months before splitting in October 2012, reportedly due to “crazy schedules.”
A source told US Weekly at the time: ‘There’s no bad blood – they still care deeply about each other. They’re both just really busy, they had crazy schedules.
Brief: The Victoria’s Secret Angel alum was just 22 when she dated DiCaprio in 2012 (pictured during a June 14 bike ride in New York)
‘They still love and respect each other very much. It was just time to move on.”
After the split, she said: “He’s (DiCaprio) a great person and he’s a friend of mine, I wish him all the best.”
Erin was said to be devastated when her romance with the supermodel-loving actor collapsed.
TONI GARRN (2013-2014) – Toni was between 20 and 21 years old during their relationship:
German-born model Garrn was just 21 when she and Leo split after almost two years of dating.
The pair enjoyed an 18-month romance from May 2013 to December 2014.
According to tabloids, Garrn broke off the relationship after Leo was spotted leaving a Miami nightclub with 20 women.
History: German-born model Garrn was just 21 when she and Leo split after almost two years of dating (photo in 2014)
After their first split, they were seen hanging out several times, but eventually called it quits. They were once seen leaving a New York club hand in hand after the initial split.
Around the same time, Leo was spotted spending time with model Lorena Rae.
The two rarely hit the red carpet together, but were occasionally spotted in public.
After their divorce, Toni dated NBA star Chandler Parsons before calling time on their romance in 2016 after a year together.
KELLY ROHRBACH (2015) – Kelly was 25 years old during their relationship:
The Baywatch reboot star was 25 when she and DiCaprio dated from June to around December 2015.
According to US Weekly, the split was a mutual decision: a source told the magazine, “It was mutual. They both have intense work schedules and a lot going on in their lives right now.
‘That meant they both had to take a break. “They’re still friends and talking, but it’s over.”
Another source told People: “They are very friendly and it’s super amicable. They’re both so busy and they have a big movie coming out and she’s one of the biggest supermodels in the world.
Short and sweet: The Baywatch reboot star was 25 when she and DiCaprio dated from June to around December 2015
“There is no other person in the photo.”
The pair appeared to confirm the split and then rang in the new year separately – with the Revenant star celebrating in St.Barths and the model spending the night with family.
A source told People of his New Years: ‘Leo partied with blondes and brunettes and male friends included Leo’s old friend Lukas Haas.’
NINA AGDAL (2016-2017) – Nina was 24-25 years old during their relationship:
The relationship between Leo and the Danish swimsuit model came to an end after she turned 25 in 2017.
During their romance, they vacationed together to Ibiza, St. Bart’s and the Bahamas.
DiCaprio and Agdal largely kept their relationship out of the spotlight.
A source told PEOPLE at the time that their split was “amicable.”
It’s over: Things ended between Leo and the Danish swimsuit model after she turned 25 in 2017 (pictured in August 2016)
DiCaprio and Agdal were first spotted together at the Up & Down club in New York in May. The actor arrived at the nightclub with Agdal and a group of friends, before partying the night away in the VIP section.
The following month, DiCaprio and Agdal were spotted on a weekend getaway in Montauk, New York.
In August 2016, the couple was involved in a car accident in late August. Fortunately, although an ambulance was called to the scene, the Hamptons accident was minor.
They separated the following year. A source revealed that it was DiCaprio who broke things off. “He’s not ready to settle down yet and just doesn’t plan on getting married or having kids,” the insider said.
CAMILA MORONNE (2017- 2022) – Camila was 20-25 years old during their relationship:
Leonardo and his model-actress girlfriend Camila Morrone called it quits last August after five years together.
The Revenant star, who is 22 years older than Camila, first met Camila in 2008, when she was just 12.
His longtime friend Al Pacino, who dated Camila’s mother Lucila Solá for years, made the introductions, and Leonardo apparently remained friends with the family for years.
Leonardo and Camila officially got together sometime in 2017, following his split from model Nina Agdal, just days before the Cannes Film Festival, although representatives for both initially denied they were together.
The two raised the profile of their relationship the following year when they attended Ellen DeGeneres’ birthday party together, and later in the year they were seen showing off some PDA at Coachella.
Later in 2018, an anonymous source said People that the relationship had seriously escalated, as the two were “very much in love and serious” and were “talking about engagement.”
The source claimed that Leo had “never loved a girl so much,” and that he was even considering having children with his new love.
In 2019, Leo’s commitment to not publicly discussing his relationship was put to the test when both he and Camila had films premiering at the Cannes Film Festival.