The Chicago Film Critics Association Award for Best Screenplay is one of the annual awards given by the Chicago Film Critics Association.

Winners

1990s

• 1990: Goodfellas – Nicholas Pileggi and Martin Scorsese
• 1993: Schindler's List – Steven Zaillian
• 1994: Pulp Fiction – Roger Avary and Quentin Tarantino
• 1995: The Usual Suspects – Christopher McQuarrie
• 1996: Fargo – Joel Coen and Ethan Coen
• 1997: L.A. Confidential – Curtis Hanson and Brian Helgeland
• 1998: Shakespeare in Love – Marc Norman and Tom Stoppard
  • Bulworth – Warren Beatty and Jeremy Pikser
  • Happiness – Todd Solondz
  • A Simple Plan – Scott Smith
  • The Truman Show – Andrew Niccol
• 1999: Being John Malkovich – Charlie Kaufman
  • American Beauty – Alan Ball
  • Magnolia – Paul Thomas Anderson
  • The Sixth Sense – M. Night Shyamalan
  • Topsy-Turvy – Mike Leigh

2000s

• 2000: Almost Famous – Cameron Crowe
  • State and Main – David Mamet
  • Traffic – Stephen Gaghan
  • Wonder Boys – Steve Kloves
  • You Can Count on Me – Kenneth Lonergan
• 2001: Memento – Christopher Nolan
  • A Beautiful Mind – Akiva Goldsman
  • Ghost World – Daniel Clowes and Terry Zwigoff
  • Gosford Park – Julian Fellowes
  • The Royal Tenenbaums – Wes Anderson and Owen Wilson
• 2002: Adaptation. – Charlie and Donald Kaufman
  • About a Boy – Peter Hedges, Chris Weitz, and Paul Weitz
  • About Schmidt – Alexander Payne and Jim Taylor
  • Far from Heaven – Todd Haynes
  • Punch-Drunk Love – Paul Thomas Anderson
• 2003: Lost in Translation – Sofia Coppola
• 2004: Sideways – Alexander Payne and Jim Taylor
• 2005: Crash – Paul Haggis and Bobby Moresco
  • Brokeback Mountain – Larry McMurtry and Diana Ossana
  • Capote – Dan Futterman
  • Good Night, and Good Luck. – George Clooney and Grant Heslov
  • A History of Violence – Josh Olson