| Year,Title,Role,Notes | |
| 1997,Pleasant Grove,Bedford,Short film | |
| 1998,Physical Pinball,-,Short film | |
| 2000,George Washington,Rico Rice,- | |
| 2003,"Security, Colorado",Paul,Filmed in the Dogme 95 style. | |
| 2003,All the Real Girls,Paul,Writer | |
| 2003,Crude,Gabe,- | |
| 2004,50 Ways to Leave Your Lover,Owen McCabe,- | |
| 2005,Elizabethtown,Jesse Baylor,- | |
| 2005,The Family Stone,Brad Stevenson,- | |
| 2006,Live Free or Die,Jeff Lagrand,- | |
| 2007,The Assassination of Jesse James by the Coward Robert Ford,Dick Liddil,- | |
| 2007,Lars and the Real Girl,Gus,- | |
| 2008,Pretty Bird,Beach Dog Jogger,"Writer, director" | |
| 2009,Bright Star,Charles Armitage Brown,- | |
| 2009,Away We Go,Courtney Farlander,- | |
| 2011,Water for Elephants,Charlie O'Brien,- | |
| 2011,The Beloved,Henderson,- | |
| 2012,Flowers of War,Terry,- | |
| 2012,The Babymakers,Tommy Macklin,- | |
| 2013,Hello Carter,Aaron,- | |
| 2014,Goodbye to All That,Otto Wall,- | |
| 2014,Black Eyed Dog,-,- | |
| 2014,Straight Men/Same Bed,-,"Short film Writer, director, producer" | |
| 2015,The Daughter,Christian,- | |
| 2016,Café Society,Steve,- | |
| 2016,Rules Don't Apply,Richard Miskin,- | |
| TBA,The Sound of Philadelphia,-,Filming | |