Leonardo DiCaprio's Dating History, From Naomi Campbell and Gigi Hadid to His Latest Fling

DiCaprio began dating Sports Illustrated swimsuit model Kelly Rohrbach around April 2015, and the two were seen packing on the PDA while riding bikes around NYC that summer. Throughout their relationship, they partied in the Hamptons and Saint-Tropez with the actor's friends and attended the US Open together — in October, it was even reported that DiCaprio had popped the question, but the rumors turned out not to be true, and the couple split in early 2016.