Top Billed Cast

1. 

   Timothy Hutton

   Willie Conway

2. 

   Matt Dillon

   Tommy "Birdman" Rowland

3. 

   Noah Emmerich

   Michael "Mo" Morris

4. 

   Annabeth Gish

   Tracy Stover

5. 

   Lauren Holly

   Darian Smalls

6. 

   Uma Thurman

   Andera

7. 

   Mira Sorvino

   Sharon Cassidy

8. 

   Michael Rapaport

   Paul Kirkwood

9. 

   Rosie O'Donnell

   Gina Barrisano

10. 

    Pruitt Taylor Vince

    Stanley "Stinky" Womack

11. 

    Max Perlich

    Kev

12. 

    Martha Plimpton

    Jan

13. 

    Natalie Portman

    Marty

14. 

    Anne Bobby

    Sarah Morris

15. 

    Richard Bright

    Dick Conway

16. 

    Sam Robards

    Steve Rossmore

17. 

    David Arquette

    Bobby Conway

18. 

    Adam LeFevre

    Victor

19. 

    John Carroll Lynch

    Frank Womack

20. 

    Tom Gibis

    Peter the Eater

21. 

    Greg Dulli

    Lead Singer, Afghan Whigs

22. 

    John Scurti

    Ticket Agent

23. 

    Frank Anello

    Irv

24. 

    Camille D'Ambrose

    Sharon's Mother

25. 

    Sarah Katz

    Kristen Rossmore

26. 

    Martin Ruben

    Chip

27. 

    Allison Levine

    Waitress at Moonlight Mile

28. 

    Earl R. Burt

    Bartender

29. 

    Trent Nicholas Thompson

    Michael Morris, Jr.

30. 

    Nicole Ranallo

    Cheryl Morris

31. 

    Joyce Lacey

    Reunion Classmate #1

32. 

    Anne W. Erickson

    Coffee Shop Waitress

33. 

    Oliver Osterberg

    Drinker #1

34. 

    Sterling Robson

    Drinker #2

35. 

    Herbie Ade

    Bar Owner

36. 

    Tammara Melloy

    Bowler (uncredited)

37. 

    Lori J. Ness

    Woman on the Street (uncredited)

38. 

    Rachel Oliva

    High School Alumna (uncredited)

39. 

    Tomas Settell

    Male Nurse (uncredited)