Anjelica Huston
Lilly Dillon
John Cusack
Roy Dillon
Annette Bening
Myra Langtry
Jan Munroe
Guy in bar
Robert Weems
Racetrack Announcer
Stephen Tobolowsky
Jeweler
Jimmy Noonan
Bartender
Richard Holden
Cop
Henry Jones
Sims
Michael Laskin
Irv
Eddie Jones
Mintz
Sandy Baron
Doctor
Lou Hancock
Nurse
Gailard Sartain
Joe
Noelle Harling
Nurse Carol Flynn
Ivette Soler
Maid
Pat Hingle
Bobo Justus
Paul Adelstein
Sailor - Young Paul
Jeremy Piven
Sailor - Freshman
Gregory Sporleder
Sailor - Spooney
David Sinaiko
Sailor - Stinky
Jeff Perry
Drunk
Jon Gries
Drunk's Friend
Micole Mercurio
Waitress
Charles Napier
Gloucester Hebbing
J.T. Walsh
Cole
Teresa Gilmore
Receptionist 1
Elizabeth Ann Feeley
Receptionist 2
Billy Ray Sharkey
FBI man
Frances Bay
Arizona Motel Clerk
Xander Berkeley
Lt. Pierson
Steve Buscemi
Kaggs (uncredited)
John Gillespie
Bartender (uncredited)
Juliet Landau
Young Lilly (uncredited)
Sy Richardson
Cab Driver (uncredited)
Martin Scorsese
Opening voice-over (uncredited)