Top Billed Cast

1. 

   George Clooney

   Michael Clayton

2. 

   Tom Wilkinson

   Arthur Edens

3. 

   Tilda Swinton

   Karen Crowder

4. 

   Michael O'Keefe

   Barry Grissom

5. 

   Sydney Pollack

   Marty Bach

6. 

   Danielle Skraastad

   Bridget Klein (voice)

7. 

   Wai Chan

   Chinese Dealer

8. 

   Alberto Vazquez

   Player #1

9. 

   Brian Koppelman

   Player #2

10. 

    Tom McCarthy

    Waiter (voice)

11. 

    Denis O'Hare

    Mr. Greer

12. 

    Julie White

    Mrs. Greer

13. 

    Austin Williams

    Henry Clayton

14. 

    Jennifer Van Dyck

    Ivy

15. 

    Frank Wood

    Gerald

16. 

    Richard Hecht

    Auctioneer

17. 

    Bill Raymond

    Gabe Zabel

18. 

    Jonathan Walker

    Del (voice)

19. 

    Sharon Washington

    Pam

20. 

    Cynthia Mace

    Wendy (voice)

21. 

    Michael Countryman

    Evan (voice)

22. 

    Ken Howard

    Don Jeffries

23. 

    Amy Hargreaves

    Interviewer

24. 

    Susan Pellegrino

    Secretary

25. 

    Rachel Black

    Maude

26. 

    Matthew Detmer

    Todd

27. 

    John Douglas Thompson

    Jail Guard

28. 

    Merritt Wever

    Anna

29. 

    Brian Poteat

    Deposition Lawyer

30. 

    Christopher Mann

    Lieutenant Elston

31. 

    Edward Furs

    Milwaukee Captain

32. 

    Katherine Waterston

    Third Year

33. 

    John Gerard Franklin

    Correction Officer

34. 

    Remy Auberjonois

    Fifth Year

35. 

    Pun Bandhu

    Fourth Year

36. 

    Jason Strong

    First Year

37. 

    Robert Prescott

    Mr. Verne

38. 

    Paul Oquist

    Starter

39. 

    Terry Serpico

    Mr. Iker

40. 

    Heidi Armbruster

    Anna's Sister

41. 

    Pamela Gray

    Cindy Bach

42. 

    Andrew Hunter Sherman

    U / North (voice)

43. 

    Kevin Hagan

    Raymond Clayton

44. 

    Julia Gibson

    Stephanie Clayton

45. 

    Sean Cullen

    Gene Clayton

46. 

    Susan Egbert

    Michelle

47. 

    David Lansbury

    Timmy Clayton

48. 

    David Zayas

    Detective Dalberto

49. 

    Douglas McGrath

    Jeff Gaffney

50. 

    Gregory Dann

    Cop

51. 

    Cathy Diane Tomlin

    Cop #2

52. 

    Sam Gilroy

    Copy Kid

53. 

    Maggie Siff

    Attorney #1

54. 

    Sarah Nichols

    Barry's Assistant

55. 

    Susan McBrien

    Jean

56. 

    Jordan Lage

    Partner

57. 

    Neal Huff

    First Associate

58. 

    Paul Juhn

    Second Associate

59. 

    Patrick Askin

    Auction Bidder (uncredited)

60. 

    Angelo Bonsignore

    Videographer (uncredited)

61. 

    Kevin Cannon

    Auction Worker (uncredited)

62. 

    Clem Cheung

    Landlord (uncredited)

63. 

    Tony Gilroy

    Taxi Driver (voice) (uncredited)

64. 

    Emelie Jeffries

    Raymond Clayton's Nurse (uncredited)

65. 

    Josh Mowery

    Lawyer (uncredited)

66. 

    Kimmy Suzuki

    Copy Shop Clerk (uncredited)

67. 

    Steven Weisz

    Executive (uncredited)