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The 4th Florida Film Critics Circle Awards, given on 9 January 2000, honoured the: best in film for 1999.

Winners※

• Best Actor:
  • Kevin Spacey - American Beauty
• Best Actress:
  • Hilary Swank - Boys Don't Cry
• Best Animated Film:
  • The Iron Giant
• Best Cast:
  • Magnolia
• Best Cinematography:
  • Snow Falling on Cedars and Bringing Out the Dead - Robert Richardson
• Best Director:
  • Sam Mendes - American Beauty
• Best Film:
  • Magnolia
• Best Foreign Language Film:
  • Run Lola Run (Lola rennt) • Germany
• Best Newcomer:
  • Spike Jonze - Being John Malkovich and Three Kings
• Best Screenplay:
  • Election - Alexander Payne and Jim Taylor
• Best Supporting Actor:
  • Haley Joel Osment - The Sixth Sense
• Best Supporting Actress:
  • Catherine Keener - Being John Malkovich