Tabloids claimed Leo being seen leaving a Miami nightclub with 20 women contributed to the split. But Kelly and Leo didn't last: by the beginning of 2016, they had broken up.
Leo began dating Kelly Rohrbach, a former prep schooler, D1 golfer, Georgetown University grad, and yes, Sports Illustrated model, in the spring of 2015. Leo and Rihanna apparently shared a "flirtatious" night in a Paris club in January, though tabloids reported the two had a fling going on long before. Rihanna denied it then—she was too busy to date anyone—but said if she had the time, her guy "would have to be man enough to live with my schedule and not get scared." ...
According to Daily Mail, the couple never walked the red carpet together.
Kelly Rohrbach – Di Caprio dated Sports Illustrated model Kelly Rohrbach from for a few months in 2015.
She bagged the role of Bridget in the blockbuster movie 'The Sisterhood of the Traveling Pants' by just showing her photograph at the auditioning.
She cemented her place in Hollywood with films like 'Accepted', 'The Private Lives of Pippa Lee', 'The Town', 'Green Lantern', 'Savages', 'The Age of Adaline' and 'The Shallows'.
When Heatherton moved on to Australian musician Felix Bloxsom, she told Daily Mail that she and Di Caprio remain friends.
Lively is currently married to actor Ryan Reynolds, but according to The Blemish, Reynolds is jealous of some recent flirting going on between his wife and Di Caprio.
Us Weekly reported the split, citing hectic work schedules as the culprit.
Leo's 1995 rumored fling with Naomi Campbell reportedly fizzled fast, but they became good friends.
According to Contact Music, Miller’s relationship with Di Caprio was brief.
Gisele Bundchen – Supermodel Bundchen met Di Caprio in 2000 and they dated on-and-off until 2005.