Back in 2015, he had a short time affair with the singer, Rihanna. Leonardo DiCaprio has been in several relationships until now.
But here is the run down of all his girlfriends. Johan Rockström is an internationally recognized scientist for his work on global sustainability issues. 22. Efron previously opened up about his courtside chat with DiCaprio in April 2009, telling GQ of DiCaprio’s advice. Leonardo DiCaprio got his big break when he was handpicked by Robert De Niro to play the lead role in “This Boy’s Life”. In the same year, he even dated Kelly Rohrbach. – Source. In 2009, Nicolas Cage outbid Leonardo DiCaprio for a $276,000 Dinosaur Skull. Recently in 2017, he dated model, Lorena Rae. Andreas Rentz Getty Images 21 of 31

“He said, ‘There’s one way that you can really f— this all up. Leonardo DiCaprio's dating history is essentially a long list of Victoria's Secret and Sports Illustrated models. 24. 30, 2009 Eros Hoagland / Redux When Van Jones was tapped to serve as special adviser on green jobs at the White House Council on Environmental Quality earlier this year, the appointment was heralded as a significant development for the green movement. Before that, he was in a relationship with another model, Nina Agdel. By Leonardo DiCaprio Thursday, Apr. Weird Level: 7/10 Possible Explanation: Former Rhode Island Ram Lamar Odom was a key contributor to the 2009 NBA Champion L.A. Lakers, which could explain DiCaprio's hat choice. 23. Kate Winslet and Leonardo DiCaprio happily posed together on the red carpet at tonight's Golden Globes.The duo's on-screen reunion in Revolutionary Road was big news. In 2016, he also dated Chelsea Weimar. Leonardo DiCaprio has won a Razzie Award in 1999 for Worst Screen Couple.
Leonardo DiCaprio courtside at the Los Angeles Lakers vs. the Oklahoma City Thunder game, with his girlfriend at the time, Israeli model Bar Refaeli April 27, 2010. 25.

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He helped lead the internationally renowned team of scientists that presented the planetary boundaries framework, first published in 2009, with an update in 2015. – Source.