Filmography88 titles
Importing filmography…
| Year | Title | Character | Age at release |
|---|---|---|---|
| 2026 | Learning, Studying… Always Perfecting: The Making of One Battle After AnotherMovie | Self | 66 |
| 2025 | One Battle After AnotherMovie | Col. Steven J. Lockjaw | 65 |
| 2025 | aka Charlie SheenSeries | Self | 65 |
| 2025 | Animals in WarMovie | — | 65 |
| 2025 | Variety & CNN Actors on ActorsSeries | Self | 65 |
| 2025 | Everybody's Live with John MulaneySeries | Self - Actor and Founder of CORE | 65 |
| 2024 | BRATSMovie | Self (archive footage) (uncredited) | 64 |
| 2023 | Asphalt CityMovie | Gene Rutkovsky | 63 |
| 2022 | GaslitSeries | John Mitchell | 62 |
| 2021 | Flag DayMovie | John Vogel | 61 |
| 2021 | Licorice PizzaMovie | Jack Holden | 61 |
| 2019 | The Professor and the MadmanMovie | Dr. William Chester Minor | 59 |
| 2018 | Firing Line with Margaret HooverSeries | — | 58 |
| 2018 | The FirstSeries | Tom Haggerty | 58 |
| 2016 | The Angry Birds MovieMovie | Terence (voice) | 56 |
| 2015 | The Late Show with Stephen ColbertSeries | Self | 55 |
| 2015 | The GunmanMovie | Jim Terrier | 55 |
| 2014 | The Tonight Show Starring Jimmy FallonSeries | Self - Guest | 54 |
| 2013 | The Secret Life of Walter MittyMovie | Sean O'Connell | 53 |
| 2013 | Gangster SquadMovie | Mickey Cohen | 53 |
| 2011 | The Tree of LifeMovie | Jack | 51 |
| 2011 | Woody Allen: A DocumentaryMovie | Self | 51 |
| 2011 | This Must Be the PlaceMovie | Cheyenne | 51 |
| 2010 | I'm Still HereMovie | Sean Penn (uncredited) | 50 |
| 2010 | Fair GameMovie | Joseph Wilson | 50 |
| 2008 | What Just HappenedMovie | Sean Penn | 48 |
| 2008 | Between Two Ferns with Zach GalifianakisSeries | Self | 48 |
| 2008 | MilkMovie | Harvey Milk | 48 |
| 2007 | The Graham Norton ShowSeries | Self | 47 |
| 2007 | BrandoMovie | Self | 47 |
| 2007 | War Made EasyMovie | Narrator (Voice) | 47 |
| 2006 | All the King's MenMovie | Willie Stark | 46 |
| 2006 | VH1 Rock HonorsSeries | — | 46 |
| 2006 | When the Levees Broke: A Requiem in Four ActsSeries | Self | 46 |
| 2006 | Buy the Ticket, Take the RideMovie | Self | 46 |
| 2005 | The InterpreterMovie | Tobin Keller | 45 |
| 2005 | The Reichen ShowSeries | Self | 45 |
| 2004 | 21 Grams: In FragmentsMovie | Self | 44 |
| 2004 | The Cutting Edge: The Magic of Movie EditingMovie | Self | 44 |
| 2004 | Dennis Hopper: The Decisive MomentsMovie | Self | 44 |
| 2003 | Two and a Half MenSeries | Sean Penn | 43 |
| 2003 | Jimmy Kimmel Live!Series | Self - Guest | 43 |
| 2003 | Mystic RiverMovie | Jimmy Markum | 43 |
| 2003 | Pauly Shore Is DeadMovie | Sean Penn | 43 |
| 2003 | Celebrities UncensoredSeries | Self | 43 |
| 2003 | 21 GramsMovie | Paul Rivers | 43 |
| 2003 | Viva La BamSeries | — | 43 |
| 2002 | Searching for Debra WingerMovie | Self (uncredited) | 42 |
| 2002 | Rosy-Fingered Dawn: A Film on Terrence MalickMovie | Self | 42 |
| 2001 | I Am SamMovie | Sam Dawson | 41 |
| 2001 | The Weight of WaterMovie | Thomas Janes | 41 |
| 2000 | Curb Your EnthusiasmSeries | Sean Penn | 40 |
| 2000 | Before Night FallsMovie | Cuco Sanchez | 40 |
| 1999 | Family GuySeries | Sean Penn (voice) | 39 |
| 1999 | The Early ShowSeries | Self | 39 |
| 1999 | Where Are They Now?Series | Self | 39 |
| 1999 | Being John MalkovichMovie | Sean Penn (uncredited) | 39 |
| 1998 | The Thin Red LineMovie | 1st Sgt. Edward Welsh | 38 |
| 1997 | The ViewSeries | Self | 37 |
| 1997 | U TurnMovie | Bobby Cooper | 37 |
| 1997 | The GameMovie | Conrad Van Orton | 37 |
| 1997 | Hugo PoolMovie | Strange Hitchhiker | 37 |
| 1997 | She's So LovelyMovie | Eddie Quinn | 37 |
| 1995 | Dead Man WalkingMovie | Matthew Poncelet | 35 |
| 1994 | FriendsSeries | Eric | 34 |
| 1994 | Inside the Actors StudioSeries | Self | 34 |
| 1994 | Robbie Robertson: A Retrospective - From the Band to the Rock'n'Roll Hall Of FameMovie | Himself | 34 |
| 1993 | Carlito's WayMovie | David Kleinfeld | 33 |
| 1992 | The Larry Sanders ShowSeries | Sean Penn | 32 |
| 1990 | State of GraceMovie | Terry | 30 |
| 1990 | The WordSeries | — | 30 |
| 1989 | Casualties of WarMovie | Sgt. Tony Meserve | 29 |
| 1989 | We're No AngelsMovie | Jim | 29 |
| 1988 | ColorsMovie | Danny McGavin | 28 |
| 1988 | Judgment in BerlinMovie | Guenther X | 28 |
| 1987 | Dear America: Letters Home from VietnamMovie | (voice) | 27 |
| 1986 | At Close RangeMovie | Bradford 'Brad' Whitewood Jr. | 26 |
| 1985 | The Falcon and the SnowmanMovie | Daulton Lee | 25 |
| 1984 | Racing with the MoonMovie | Henry 'Hopper' Nash | 24 |
| 1983 | Bad BoysMovie | Mick O'Brien | 23 |
| 1982 | Fast Times at Ridgemont HighMovie | Jeff Spicoli | 22 |
| 1981 | Hellinger's LawMovie | Bit Part (uncredited) | 21 |
| 1981 | TapsMovie | Cadet Captain Alex Dwyer | 21 |
| 1981 | The Killing of Randy WebsterMovie | Don Fremont | 21 |
| 1975 | Saturday Night LiveSeries | Self - Host | 15 |
| 1974 | Little House on the PrairieSeries | Boy (uncredited) | 14 |
| 1965 | aspekteSeries | Self | 5 |
| 1953 | The OscarsSeries | Self | — |