Actor
- The Stanford Prison Experiment (2010) .... (rumored)
- MacGruber (2010) ....
- Tlatelolco: Mexico 68 (2009) ....
- Stop-Loss (2008) .... SSgt. Brandon King
- Oscar, que empiece el espectáculo (2008) .... Himself / Officer Tom Hansen (archive footage) (uncredited)
- Franklyn (2008) .... Preest
- Last Battle Dreamer (2008) .... Thorfinn
- Breach (2007) .... Eric O'Neill
- Flags of Our Fathers (2006) .... John "Doc" Bradley
- Five Fingers (2006) .... Martijn
- Chaos (2005) .... Det. Shane Dekker
- 101 Sexiest Celebrity Bodies (2005) .... Himself - place #71 (archive footage)
- Crash (2005) .... Officer Tom Hansen (as Ryan Phillipe)
- The I Inside (2004) .... Simon Cable (as Ryan Phillipe)
- Igby Goes Down (2003) .... Oliver
- Gosford Park (2002) .... Henry Denton
- The Making of 'Gosford Park' (2001) .... Himself
- Antitrust (2001) .... Milo Hoffman
- The Way of the Gun (2000) .... Mr. Parker
- Company Man (2000) .... Petrov
- King of the Hill 'Twas the Nut Before Christmas (2000) .... Wally (voice)
- Playing by Heart (1999) .... Keenan
- Cruel Intentions (1999) .... Sebastian Valmont
- 54 (1998) .... Shane O'Shea
- Little Boy Blue (1998) .... Jimmy West
- Homegrown (1998) .... Harlan Dykstra
- I Know What You Did Last Summer (1997) .... Barry William Cox
- Nowhere (1997) .... Shad
- White Squall (1996) .... Gil Martin
- Crimson Tide (1995) .... Seaman Grattam
- Deadly Invasion: The Killer Bee Nightmare (1995) .... Tom Redman
- A Perry Mason Mystery: The Case of the Grimacing Governor (1994) .... Robert Fowler
- The Secrets of Lake Success (1993) .... Stew Atkins