2000:
- Best Performance in a TV Series – Young Ensemble; Freaks and Geeks; Young Artist Award

2002:
- Outstanding Performance by a Male Actor in a Television Movie or Miniseries; James Dean; Screen Actors Guild
- Outstanding Lead Actor in a Miniseries or a Movie; James Dean; Emmy

2003:
- Best Supporting Actor; City By The Sea; Chlotrudis Award

2007:
- Choice Movie Rumble; Spider-Man 3; Teen Choice Award

2008:
- Best Supporting Actor; Spider-Man 3; Saturn Award
- Best Fight; Spider-Man 3; MTV Movie Award
- Best Actor in a Supporting Role; Milk; Satellite Award

2009:
- Best Supporting Actor; Milk; Critics Choice Award
- Best Performance by an Actor in a Motion Picture – Comedy or Musical; Pineapple Express; Golden Globe
- Best Comedic Performance; Pineapple Express; MTV Movie Award
- Best Fight; Pineapple Express; MTV Movie Award
- Best Kiss; Milk; MTV Movie Award
- Outstanding Performance by a Cast in a Motion Picture; Milk; Screen Actors Guild Awards