Must Love Dogs (2005) as Jake
The Ice Harvest (2005) as Charlie Arglist
Identity (2003) as Ed
Runaway Jury (2003) as Nick Easter
Adaptation. (2002) as Himself--uncredited
Max (2002) as Max Rothman
America's Sweethearts (2001) as Eddie Thomas
Serendipity (2001) as Jonathan Trager
High Fidelity (2000) as Rob
Cradle Will Rock (1999) as Nelson Rockefeller
Pushing Tin (1999) as Nick Falzone
This Is My Father (1999) as Eddie Sharp, the Pilot
Being John Malkovich (1999) as Craig Schwartz
The Jack Bull (1999) as Myrl Redding
The Thin Red Line (1998) as Gaff
Chicago Cab (1998) as Scary Man
Grosse Pointe Blank (1997) as Martin Q. Blank
Con Air (1997) as US Marshal--Agent Vince Larkin
Anastasia (1997) as Dimitri
Midnight In The Garden Of Good And Evil (1997) as John Kelso
City Hall (1996) as Kevin Calhoun
Floundering (1994) as JC
The Road To Wellville (1994) as Charles Ossining
Bullets Over Broadway (1994) as David Shayne
Money For Nothing (1993) as Joey Coyle
Map Of The Human Heart (1993) as Clark
Bob Roberts (1992) as Host, "Cutting Edge Live" "157850
Roadside Prophets (1992) as Caspar
Shadows And Fog (1992) as Student Jack
True Colors (1991) as Peter Burton
The Grifters (1990) as Roy Dillon
Fat Man And Little Boy (1989) as Michael Merriman
Say Anything (1989) as Lloyd Dobler
Eight Men Out (1988) as Buck Weaver
Tapeheads (1988) as Ivan Alexcov
Hot Pursuit (1987) as Dan Bartlett
Broadcast News (1987) as Angry Messenger
One Crazy Summer (1986) as Hoops McCann
Stand By Me (1986) as Denny Lachance
The Journey of Natty Gann (1985) as Harry
Better Off Dead (1985) as Lane Myer
The Sure Thing (1985) as Walter "Gib" Gibson
Sixteen Candles (1984) as Bryce
Grandview, U.S.A. (1984) as Johnny Maine
Class (1983) as Roscoe