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

Best Film:

Magnolia

Best Director:

Sam Mendes – American Beauty

Best Actor:

Kevin Spacey – American Beauty

Best Actress:

Hilary Swank – Boys Don’t Cry

Best Supporting Actor:

Haley Joel Osment – The Sixth Sense

Best Supporting Actress:

Catherine Keener – Being John Malkovich

Best Cast:

Magnolia

Best Screenplay:

Alexander Payne and Jim Taylor – Election

Best Animated Film:

The Iron Giant

Best Cinematography:

Robert Richardson – Snow Falling on Cedars and Bringing Out the Dead

Best Foreign Language Film:

Run Lola Run (Lola rennt) – Germany

Best Documentary:

Buena Vista Social Club

Pauline Kael Breakout Award:

Spike Jonze (director, actor) – Being John Malkovich and Three Kings

Golden Orange for Outstanding Contribution to Film:

Dan Myrick and Eduardo Sanchez (directors-writers), Gregg Hale and Robin Cowie (producers) and Michael Monello (co-producer), The Blair Witch Project, for furthering the causes of Florida filmmakers and independent filmmaking.