- In 2009, received MTV Movie Award for Best Comedic Performance
- In 2006, received MTV Generation Award
- In 2001, received MTV Movie Award for Best Villain
- In 2000, received Golden Globe Award for Best Actor in a Motion Picture (Comedy or Musical)
- In 2000, received ShoWest Award for Male Star of the Year
- In 1999, received Golden Globe Award for Best Actor in a Motion Picture (Drama)
- In 1999, received Boston Society of Film Critics Award for Best Actor
- In 1999, received MTV Movie Award for Best Male Performance
- In 1998, received MTV Movie Award for Best Comedic Performance
- In 1997, received MTV Movie Award for Best Comedic Performance
- In 1997, received MTV Movie Award for Best Villain
- In 1996, received MTV Movie Award for Best Comedic Performance
- In 1996, received MTV Movie Award for Best Male Performance
- In 1995, received MTV Movie Award for Best Kiss
- In 1995, received MTV Movie Award for Best Comedic Performance
