Filmography
| Year | Title | Role |
| 2017 | 9/11 (2017) | Jeffrey Cage |
| 2013 | Scary Movie V | Tom |
| 2012 | A Glimpse Inside the Mind of Charles Swan III | Charles Swan III |
| 2012 | Foodfight! | Dex Dogtective |
| 2010 | Due Date | Charlie Harper |
| 2006 | Scary Movie 4 | Tom |
| 2003 | The Big Bounce | Bob Rogers, Jr. |
| 2003 | Scary Movie 3 | Tom |
| 2000 | Lisa Picard Is Famous | |
| 1999 | Being John Malkovich | Charlie Sheen |
| 1997 | Money Talks | James Russell |
| 1993 | The Three Musketeers (1993) | Aramis |
| 1991 | Hot Shots! | Sean "Topper" Harley |
| 1991 | Hot Shots! | Rhett Butler |
| 1991 | Hot Shots! | Superman |
| 1990 | The Rookie (1990) | David Ackerman |
| 1989 | Major League | Rickie Vaughn |
| 1989 | Tale of Two Sisters | |
| 1988 | Eight Men Out | Hap Felsch |
| 1988 | Young Guns | Dick Brewer |
| 1988 | Never on Tuesday | Thief (uncredited) |
| 1987 | Wall Street | Bud Fox |
| 1987 | The Wraith (1986) | The Wraith/Jake Kesey |
| 1986 | Platoon | Chris Taylor |
| 1986 | Ferris Bueller's Day Off (1986) | Boy in Police Station |
| 1986 | Lucas | Cappie Roew |
| 1985 | The Boys Next Door (1985) | Bo Richards |
| 1984 | Silence of the Heart | Ken Cruze |
| 1984 | Red Dawn (1984) | Matt |
| 1974 | The Execution of Private Slovik |