Top Billed Cast

1. 

   Ben Affleck

   Bartender

2. 

   Casey Affleck

   Tom

3. 

   Dave Chappelle

   Disco Cabbie

4. 

   Guillermo Díaz

   Dave

5. 

   Angela Featherstone

   Caitlyn

6. 

   Janeane Garofalo

   Ellie

7. 

   Gaby Hoffmann

   Stephie

8. 

   Kate Hudson

   Cindy

9. 

   Catherine Kellner

   Hillary

10. 

    Courtney Love

    Lucy

11. 

    Brian McCardie

    Eric

12. 

    Jay Mohr

    Jack

13. 

    Nicole Ari Parker

    Bridget

14. 

    Martha Plimpton

    Monica

15. 

    Christina Ricci

    Val

16. 

    Paul Rudd

    Kevin

17. 

    Jennifer Albano

    Cheryl

18. 

    Jenni Blong

    Cheryl's Friend

19. 

    Morgan Brown

    French Rocker

20. 

    Caleb Carr

    Cynical Bar Patron

21. 

    Elvis Costello

    Self

22. 

    Patrick Frederic

    Tiki Sobbing Man

23. 

    David Johansen

    Tiki Bartender

24. 

    Kiran Merchant

    Restaurant Owner

25. 

    James F. Murphy

    Drag Queen

26. 

    Patricia Wible

    Ace Bar Patron

27. 

    Brian Berrebbi

    Punk at Bar (uncredited)

28. 

    Jamie Bonelli

    Punk Dancer (uncredited)

29. 

    Stephanie Dale

    Cheryl's Friend (uncredited)

30. 

    Alice Dinnean

    Cheryl's Woman (uncredited)

31. 

    Kelly Ebsary

    Cheryl's Friend (uncredited)

32. 

    Alexis Fleisig

    Bar Band (uncredited)

33. 

    Eli Janney

    Bar Band (uncredited)

34. 

    Ariane Von Kamp

    Rocker Girl (uncredited)

35. 

    Scott McCloud

    Bar Band (uncredited)

36. 

    Seamus McNally

    Crazed Driver (uncredited)

37. 

    Michael J. Meyers

    Drunken Yuppie (uncredited)

38. 

    Kathy Searle

    Restaurant Patron (uncredited)

39. 

    Nick Stellate

    Drunk Biker (uncredited)

40. 

    Oriana Nicole Tavoularis

    Rocker Girl (uncredited)

41. 

    Johnny Temple

    Bar Band (uncredited)

42. 

    Stephen Vause

    Bar Patron (uncredited)