• Motherless Brooklyn (2007) (announced) .... Lionel Essrog
  
• Pride and Glory (2007) (post-production) .... Ray Tierney
  
• The Painted Veil (2006) .... Walter Fane
  The Illusionist (2006) .... Eisenheima
  
• Down in the Valley (2005) .... Harlan
  
• Kingdom of Heaven (2005) .... King Baldwin
  The Italian Job (2003) .... Steve
  
• 25th Hour (2002) .... Monty Brogan
  Red Dragon (2002) .... Will Graham
  
• Frida (2002) .... Nelson Rockefeller
  
• Death to Smoochy (2002) .... Sheldon Mopes/Smoochy the Rhino
  
• The Score (2001) .... Jack Teller
  
• Catch Her in the Eye (2001) .... J.D. Caulfield
  
• "The Simpsons" .... Devon Bradley (1 episode, 2000)
  
• Keeping the Faith (2000) .... Father Brian Finn
  Fight Club (1999) .... The Narrator
  American History X (1998) .... Derek Vinyard
  
• Rounders (1998) .... Lester 'Worm' Murphy
  
• Everyone Says I Love You (1996) .... Holden Spence
  
• The People vs. Larry Flynt (1996) .... Alan Isaacman
  
• Primal Fear (1996) .... Aaron Stampler