Filmography
| Year | Title | Role |
| 2025 | Detective Chinatown 1900 (2025) | Actor |
| 2024 | Decoded (2024) | Liseiwicz |
| 2022 | Pursuit (2022) | John Calloway |
| 2019 | Never Grow Old | Dutch Albert |
| 2018 | Distorted | Vernon Sarsfield |
| 2018 | River Runs Red | Horace |
| 2017 | Arsenal | Sal |
| 2017 | Blood Money (2017) | Miller |
| 2017 | Singularity (2017) | Elias Van Dorne |
| 2016 | Cell | Clay Riddell |
| 2015 | Boom Bust Boom | Himself |
| 2015 | Dragon Blade | Gen. Lucius |
| 2015 | Chi-Raq | Fr. Mike Corridan |
| 2014 | The Bag Man | Jack |
| 2014 | The Prince | Sam |
| 2014 | Reclaim | Benjamin |
| 2014 | Drive Hard | Simon Keller |
| 2014 | Maps to the Stars | Dr. Stafford Weiss |
| 2014 | Love & Mercy | Older Brian Wilson |
| 2013 | Lee Daniels' The Butler | Richard Nixon |
| 2013 | The Numbers Station | Emerson |
| 2013 | Salinger | Actor |
| 2013 | The Frozen Ground | Robert Hansen |
| 2013 | Grand Piano | Clem |
| 2013 | Adult World | Rat Billings |
| 2012 | The Raven | Edgar Allan Poe |
| 2012 | The Paperboy | Hillary Van Wetter |
| 2012 | Woody Allen: A Documentary | Self |
| 2011 | The Factory | Mike Fletcher |
| 2010 | Hot Tub Time Machine | Adam |
| 2009 | 2012 | Jackson Curtis |
| 2008 | Igor | Igor |
| 2008 | War, Inc. | Hauser |
| 2007 | Martian Child | David |
| 2007 | 1408 | Mike Enslin |
| 2007 | Grace Is Gone | Stanley Phillips |
| 2005 | The Ice Harvest | Charlie Arglist |
| 2005 | Must Love Dogs | John Anderson |
| 2003 | Identity (2003) | Ed |
| 2003 | Runaway Jury | Nicholas Easter |
| 2003 | Breakfast With Hunter | Self |
| 2002 | Max (2002) | Max Rothman |
| 2002 | Never Get Outta the Boat | Producer |
| 2001 | America's Sweethearts | Eddie Thomas |
| 2001 | Serendipity (2001) | Jonathan Trager |
| 2000 | High Fidelity | Rob |
| 1999 | Being John Malkovich (1999) | Craig Schwartz |
| 1999 | Cradle Will Rock | Nelson Rockefeller |
| 1999 | Pushing Tin | Nick Falzone |
| 1998 | The Thin Red Line | Capt. Gaff |
| 1998 | Chicago Cab | Scary Man |
| 1998 | This Is My Father | Eddie Sharp, the Pilot |
| 1997 | Con Air | U.S. Marshal Vince Larkin |
| 1997 | Grosse Pointe Blank | Martin Q. Blank |
| 1997 | Anastasia (1956) | Dimitri |
| 1997 | Midnight in the Garden of Good and Evil | John Kelso |
| 1996 | City Hall | Kevin Calhoun |
| 1994 | Bullets Over Broadway | David Shayne |
| 1993 | Map of the Human Heart | The Mapmaker |
| 1992 | Shadows and Fog | Student Jack |
| 1992 | Roadside Prophets | Caspar |
| 1990 | The Grifters | Roy Dillon |
| 1989 | Say Anything... | Lloyd Dobler |
| 1988 | Eight Men Out | Buck Weaver |
| 1988 | Tapeheads | Ivan Alexeev |
| 1987 | Hot Pursuit (1987) | Dan Bartlett |
| 1986 | Stand by Me (1986) | Denny Lachance |
| 1986 | One Crazy Summer | Hoops McCann |
| 1985 | Better Off Dead | Lane Meyer |
| 1985 | The Sure Thing | Walter 'Gib' Gibson |
| 1985 | The Journey of Natty Gann | Harry |
| 1984 | Sixteen Candles | Bryce |
| 1983 | Class | Roscoe |
