Into the Wild (2007)

Factual error: Most of the semi trucks shown in the movie are much newer than 1990, even 1992. One of the trucks that gives Chris a ride has a DOT color-coded inspection sticker in a style that was not around in the early 90's.

Factual error: There is a shot in which Christopher/Alexander Supertramp looks up towards a railroad trestle. You see four Burlington Northern Santa Fe locomotives. The story takes place in the early 1990's, and the Burlington Northern and Santa Fe railroad companies had not merged yet. They merged in 1995. They have gone through a couple different locomotive paint schemes since then and the one shown in the shot is a modern day one.