10 Hollywood A-Listers Were in the Running to Play Spider-Man Over the Years, & 2 Of Them Even Landed Different Roles in Tobey Maguire, Andrew Garfield & Tom Holland's Movies

Leonardo DiCaprio

Before Tobey even suited up to become Spidey, famed director James Cameron was working on a movie about the hero. In 2021, he referred to the project as the one that got away, saying it was “the greatest movie I never made” (via Polygon). Who was in the running for the role? None other than Leonardo DiCaprio.

He revealed that he “had a couple of chats” about the movie with James in the ’90s. Despite missing out, Leonardo wasn’t too let down, saying that he didn’t think “anything would have changed” for him professionally with the part to his name.