Films of 1999

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Last Updated: 2/14/26
Total Films: 90
Note: The year of each film is according to IMDb. It sometimes changes without my knowledge. When I become aware, I will make adjustments. Like the Oscars, I select the best for each category: picture, actor, actress, supporting actor, supporting actress, director, cinematography, editing, original screenplay, adapted screenplay, and documentary. This is based on the movies I've actually seen, and miniseries and telefilms are fair game. Each winner is named along with the next four ordered runner-ups (which may be less) and honorable mentions (if any). These categories may be left blank if I feel there's no deserving winner. A ranked list of films is presented afterwards.



Best Picture
Boys Don't Cry

2. Man on the Moon
3. The Limey
4. Three Kings
5. Ghost Dog: The Way of the Samurai
Honorable Mentions: EDtv


Best Actor
Jim Carrey (Man on the Moon)

2. Robert De Niro (Analyze This)
3. Ralph Fiennes (Sunshine)
4. Forest Whitaker (Ghost Dog: The Way of the Samurai)
5. Terence Stamp (The Limey)
Honorable Mentions: Tim Allen (Galaxy Quest), Matthew Delamere (8 ½ Women), Val Kilmer (At First Sight), Al Pacino (Any Given Sunday), Tom Sizemore (Witness Protection), John Standing (8 ½ Women), and Denzel Washington (The Hurricane)


Best Actress
Hilary Swank (Boys Don't Cry)

2. Mira Sorvino (At First Sight)
3. Mary Elizabeth Mastrantonio (Witness Protection)
4.
5.
Honorable Mentions: None


Best Supporting Actor
Brad Pitt (Fight Club)

2. Jamie Foxx (Any Given Sunday)
3. James Cromwell (RKO 281)
4. Nicky Katt (The Limey)
5. Forest Whitaker (Witness Protection)
Honorable Mentions: Willem Dafoe (The Boondock Saints) and John Malkovich (RKO 281)


Best Supporting Actress
Chloë Sevigny (Boys Don't Cry)

2. Cameron Diaz (Any Given Sunday)
3. Allison Janney (Drop Dead Gorgeous)
4.
5.
Honorable Mentions: None


Best Director
Miloš Forman (Man on the Moon)

2. Jim Jarmusch (Ghost Dog: The Way of the Samurai)
3. Kimberly Peirce (Boys Don't Cry)
4. Steven Soderbergh (The Limey)
5. Peter Greenaway (8 ½ Women)
Honorable Mentions: David O. Russell (Three Kings)


Best Cinematography
Lajos Koltai (Sunshine)

2. John Toll (The Thin Red Line)
3. Larry Smith (Eyes Wide Shut)
4. Newton Thomas Sigel (Three Kings)
5. John Seale (The Talented Mr. Ripley)
Honorable Mentions: Edward Lachman (The Limey)


Best Editing
Sarah Flack (The Limey)

2. Jay Rabinowitz (Ghost Dog: The Way of the Samurai)
3. Elmer Leupen (8 ½ Women)
4. Daniel P. Hanley and Mike Hill (EDtv)
5. Robert K. Lambert (Three Kings)
Honorable Mentions: Adam Boome, Lynzee Klingman, and Christopher Tellefsen (Man on the Moon) and David Codron and Janice Hampton (Drop Dead Gorgeous)


Best Original Screenplay
Jeff Franklin (Love Stinks)

2. Lem Dobbs (The Limey)
3. Peter Tolan, Harold Ramis, and Kenneth Lonergan (Analyze This)
4. David O. Russell (Three Kings)
5. Lona Williams (Drop Dead Gorgeous)
Honorable Mentions: Scott Alexander and Larry Karaszewski (Man on the Moon)


Best Adapted Screenplay
Lowell Ganz and Babaloo Mandel (EDtv)

2.
3.
4.
5.
Honorable Mentions: None


Films Rated '10'
  1. Boys Don't Cry

  2. Man on the Moon

  3. The Limey

Films Rated '9'
  1. Three Kings

  2. Ghost Dog: The Way of the Samurai

  3. EDtv

Films Rated '8'
  1. At First Sight

  2. Analyze This

  3. The Thirteenth Floor

  4. Love Stinks

  5. 8 ½ Women

  6. RKO 281

  7. Best Laid Plans

  8. Galaxy Quest

  9. Brokedown Palace

  10. Drop Dead Gorgeous

Films Rated '7'
  1. Sunshine

  2. 8MM

  3. Simpatico

  4. The Hurricane

  5. Fight Club

  6. Witness Protection

  7. The Hunley

  8. Office Space

  9. Stir of Echoes

  10. October Sky

Films Rated '6'
  1. Excellent Cadavers

  2. Any Given Sunday

  3. The General's Daughter

  4. The Bone Collector

  5. Random Hearts

  6. The Deep End of the Ocean

Films Rated '5'
  1. Eyes Wide Shut

  2. Existenz

  3. American Beauty

  4. Detroit Rock City

  5. Payback

  6. The Boondock Saints

  7. Bringing Out the Dead

  8. True Crime

  9. Passing Glory

  10. Lansky

  11. Forever Mine

Films Rated '4'
  1. The Ninth Gate

  2. For Love of the Game

  3. The Talented Mr. Ripley

  4. The Matrix

  5. The Sixth Sense

  6. Instinct

  7. Arlington Road

  8. The Insider

  9. Election

  10. The World Is Not Enough

  11. Double Jeopardy

  12. Joe the King

  13. Liberty Heights

  14. Ravenous

  15. Mickey Blue Eyes

  16. Eye of the Beholder

Films Rated '3'
  1. Summer of Sam

  2. 200 Cigarettes

  3. The End of the Affair

  4. Felicia's Journey

  5. Girl, Interrupted

  6. One Man's Hero

  7. The 13th Warrior

  8. The Minus Man

  9. Stigmata

Films Rated '2'
  1. The Thomas Crown Affair

  2. In Dreams

  3. The Haunting

  4. End of Days

  5. Julien Donkey-Boy

  6. Austin Powers: The Spy Who Shagged Me

  7. The Virgin Suicides

  8. Star Wars: Episode I - The Phantom Menace

  9. Being John Malkovich

  10. Dogma

  11. Magnolia

  12. The Astronaut's Wife

  13. Bats

  14. Desert Heat

Films Rated '1'
  1. Sleepy Hollow

  2. House on Haunted Hill

  3. The Blair Witch Project

  4. Forces of Nature

  5. Children of the Corn 666: Isaac's Return

  6. Snow Falling on Cedars

  7. Cruel Intentions

  8. The Love Letter