My Favourite Films of 1999

by James Collins | created - 24 May 2011 | updated - 24 May 2011 | Public
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1. American Beauty (1999)

R | 122 min | Drama

8.4
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    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
86 Metascore

A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend.

Director: Sam Mendes | Stars: Kevin Spacey, Annette Bening, Thora Birch, Wes Bentley

Votes: 923,084 | Gross: $130.10M

2. The Iron Giant (1999)

PG | 86 min | Animation, Action, Adventure

8.0
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    1 2 3 4 5 6 7 8 9 10 8/10 X  
85 Metascore

A young boy befriends a giant robot from outer space that a paranoid government agent wants to destroy.

Director: Brad Bird | Stars: Eli Marienthal, Harry Connick Jr., Jennifer Aniston, Vin Diesel

Votes: 143,732 | Gross: $23.16M

3. Toy Story 2 (1999)

G | 92 min | Animation, Adventure, Comedy

7.9
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    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
88 Metascore

When Woody is stolen by a toy collector, Buzz and his friends vow to rescue him, but Woody finds the idea of immortality in a museum tempting.

Directors: John Lasseter, Ash Brannon, Lee Unkrich | Stars: Tom Hanks, Tim Allen, Joan Cusack, Kelsey Grammer

Votes: 430,690 | Gross: $245.85M

4. Eyes Wide Shut (1999)

R | 159 min | Drama, Mystery, Thriller

7.4
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68 Metascore

A New York City doctor, who is married to an art curator, pushes himself on a harrowing and dangerous night-long odyssey of sexual and moral discovery after his wife admits that she once almost cheated on him.

Director: Stanley Kubrick | Stars: Tom Cruise, Nicole Kidman, Todd Field, Sydney Pollack

Votes: 252,972 | Gross: $55.69M

5. The Matrix (1999)

R | 136 min | Action, Sci-Fi

8.7
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    1 2 3 4 5 6 7 8 9 10 8.7/10 X  
73 Metascore

A computer hacker learns from mysterious rebels about the true nature of his reality and his role in the war against its controllers.

Directors: Lana Wachowski, Lilly Wachowski | Stars: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving

Votes: 1,377,472 | Gross: $171.48M

6. The Sixth Sense (1999)

PG-13 | 107 min | Drama, Mystery, Thriller

8.1
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    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
64 Metascore

A boy who communicates with spirits seeks the help of a disheartened child psychologist.

Director: M. Night Shyamalan | Stars: Bruce Willis, Haley Joel Osment, Toni Collette, Olivia Williams

Votes: 785,348 | Gross: $293.51M

7. Fight Club (1999)

R | 139 min | Drama

8.8
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66 Metascore

An insomniac office worker, looking for a way to change his life, crosses paths with a devil-may-care soapmaker, forming an underground fight club that evolves into something much, much more.

Director: David Fincher | Stars: Brad Pitt, Edward Norton, Meat Loaf, Zach Grenier

Votes: 1,535,435 | Gross: $37.03M

8. Sleepy Hollow (1999)

R | 105 min | Fantasy, Horror, Mystery

7.4
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65 Metascore

Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of 3 people with the culprit being the legendary apparition, the Headless Horseman.

Director: Tim Burton | Stars: Johnny Depp, Christina Ricci, Miranda Richardson, Michael Gambon

Votes: 290,680 | Gross: $101.07M

9. The Insider (1999)

R | 157 min | Biography, Drama, Thriller

7.9
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84 Metascore

A research chemist comes under personal and professional attack when he decides to appear in a "60 Minutes" expose on Big Tobacco.

Director: Michael Mann | Stars: Russell Crowe, Al Pacino, Christopher Plummer, Diane Venora

Votes: 143,297 | Gross: $28.97M

10. Three Kings (1999)

R | 114 min | Action, Adventure, Comedy

7.1
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    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
82 Metascore

In the aftermath of the Persian Gulf War, four soldiers set out to steal gold that was stolen from Kuwait, but they discover people who desperately need their help.

Director: David O. Russell | Stars: George Clooney, Mark Wahlberg, Ice Cube, Spike Jonze

Votes: 147,154 | Gross: $60.65M

11. The Green Mile (1999)

R | 189 min | Crime, Drama, Fantasy

8.5
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    1 2 3 4 5 6 7 8 9 10 8.5/10 X  
61 Metascore

The lives of guards on Death Row are affected by one of their charges: a black man accused of child murder and rape, yet who has a mysterious gift.

Director: Frank Darabont | Stars: Tom Hanks, Michael Clarke Duncan, David Morse, Bonnie Hunt

Votes: 910,118 | Gross: $136.80M

12. Boys Don't Cry (1999)

R | 118 min | Biography, Crime, Drama

7.6
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    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
86 Metascore

Female-born Teena Brandon adopts his male identity of Brandon Teena and attempts to find himself and love in Nebraska.

Director: Kimberly Peirce | Stars: Hilary Swank, Chloë Sevigny, Peter Sarsgaard, Brendan Sexton III

Votes: 83,295 | Gross: $11.53M

13. Office Space (1999)

R | 89 min | Comedy

7.8
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    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
68 Metascore

Three company workers who hate their jobs decide to rebel against their greedy boss.

Director: Mike Judge | Stars: Ron Livingston, Jennifer Aniston, David Herman, Ajay Naidu

Votes: 216,126 | Gross: $10.82M

14. Magnolia (1999)

R | 188 min | Drama

8.0
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    1 2 3 4 5 6 7 8 9 10 8/10 X  
77 Metascore

An epic mosaic of interrelated characters in search of love, forgiveness, and meaning in the San Fernando Valley.

Director: Paul Thomas Anderson | Stars: Tom Cruise, Jason Robards, Julianne Moore, Philip Seymour Hoffman

Votes: 258,148 | Gross: $22.46M

15. Election (1999)

R | 103 min | Comedy, Drama, Romance

7.3
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    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
83 Metascore

A high school teacher's personal life becomes complicated as he works with students during the school elections, particularly with an obsessive overachiever determined to become student body president.

Director: Alexander Payne | Stars: Matthew Broderick, Reese Witherspoon, Chris Klein, Jessica Campbell

Votes: 79,214 | Gross: $14.88M

16. Ravenous (1999)

R | 101 min | Horror

7.0
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    1 2 3 4 5 6 7 8 9 10 7/10 X  
46 Metascore

In a remote military outpost in the 19th Century, Captain John Boyd and his regiment embark on a rescue mission which takes a dark turn when they are ambushed by a sadistic cannibal.

Director: Antonia Bird | Stars: Guy Pearce, Robert Carlyle, David Arquette, Jeremy Davies

Votes: 32,574 | Gross: $2.06M

17. The Virgin Suicides (1999)

R | 97 min | Drama, Romance

7.2
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    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
76 Metascore

A group of male friends become obsessed with five mysterious sisters who are sheltered by their strict, religious parents in suburban Detroit in the mid-1970s.

Director: Sofia Coppola | Stars: Kirsten Dunst, Josh Hartnett, James Woods, Kathleen Turner

Votes: 127,499 | Gross: $4.86M

18. Being John Malkovich (1999)

R | 112 min | Comedy, Drama, Fantasy

7.8
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90 Metascore

A puppeteer discovers a portal that leads literally into the head of movie star John Malkovich.

Director: Spike Jonze | Stars: John Cusack, Cameron Diaz, Catherine Keener, John Malkovich

Votes: 274,975 | Gross: $22.86M

19. The Blair Witch Project (1999)

R | 81 min | Horror, Mystery

6.4
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    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
81 Metascore

Three film students vanish after traveling into a Maryland forest to film a documentary on the local Blair Witch legend, leaving only their footage behind.

Directors: Daniel Myrick, Eduardo Sánchez | Stars: Heather Donahue, Michael C. Williams, Joshua Leonard, Bob Griffin

Votes: 205,944 | Gross: $140.54M

20. Girl, Interrupted (1999)

R | 127 min | Biography, Drama

7.4
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51 Metascore

Based on writer Susanna Kaysen's account of her 18-month stay at a mental hospital in the 1960s.

Director: James Mangold | Stars: Winona Ryder, Angelina Jolie, Clea DuVall, Brittany Murphy

Votes: 138,518 | Gross: $28.87M

21. eXistenZ (1999)

R | 97 min | Horror, Sci-Fi, Thriller

6.8
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    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
68 Metascore

A game designer on the run from assassins must play her latest virtual reality creation with a marketing trainee to determine if the game has been damaged.

Director: David Cronenberg | Stars: Jude Law, Jennifer Jason Leigh, Ian Holm, Willem Dafoe

Votes: 83,517 | Gross: $2.84M

22. Arlington Road (1999)

R | 117 min | Crime, Drama, Thriller

7.2
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    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
65 Metascore

A man begins to suspect his neighbors are not what they appear to be and their secrets could be deadly.

Director: Mark Pellington | Stars: Jeff Bridges, Tim Robbins, Joan Cusack, Hope Davis

Votes: 74,084 | Gross: $24.36M

23. Go (1999)

R | 102 min | Comedy, Crime

7.3
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    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
72 Metascore

Go! tells the story of the events after a drug deal, told from three different points of view.

Director: Doug Liman | Stars: Sarah Polley, Jay Mohr, Scott Wolf, Taye Diggs

Votes: 62,109 | Gross: $16.84M

24. Deep Blue Sea (1999)

R | 105 min | Action, Sci-Fi, Thriller

5.8
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    1 2 3 4 5 6 7 8 9 10 5.8/10 X  
54 Metascore

Searching for a cure to Alzheimer's disease, a group of scientists on an isolated research facility become the prey, as a trio of intelligent sharks fight back.

Director: Renny Harlin | Stars: Thomas Jane, Saffron Burrows, Samuel L. Jackson, Jacqueline McKenzie

Votes: 107,965 | Gross: $73.65M

25. Payback (I) (1999)

R | 100 min | Action, Crime, Drama

7.1
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    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
46 Metascore

After a successful heist, Porter is shot by his wife and his best friend. They leave him there to die but when he recovers, he seeks revenge and wants his share of the money.

Director: Brian Helgeland | Stars: Mel Gibson, Gregg Henry, Maria Bello, David Paymer

Votes: 119,672 | Gross: $81.53M

26. The Thirteenth Floor (1999)

R | 100 min | Mystery, Sci-Fi, Thriller

7.0
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    1 2 3 4 5 6 7 8 9 10 7/10 X  
36 Metascore

A computer scientist running a virtual reality simulation of 1937 becomes the primary suspect when his colleague and mentor is murdered.

Director: Josef Rusnak | Stars: Craig Bierko, Gretchen Mol, Armin Mueller-Stahl, Vincent D'Onofrio

Votes: 57,596 | Gross: $15.50M

27. The Talented Mr. Ripley (1999)

R | 139 min | Crime, Drama, Thriller

7.4
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    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
76 Metascore

In late 1950s New York, Tom Ripley, a young underachiever, is sent to Italy to retrieve Dickie Greenleaf, a rich and spoiled millionaire playboy. But when the errand fails, Ripley takes extreme measures.

Director: Anthony Minghella | Stars: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett

Votes: 151,983 | Gross: $81.30M

28. Any Given Sunday (1999)

R | 162 min | Drama, Sport

6.8
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    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
52 Metascore

A behind-the-scenes look at the life-and-death struggles of modern-day gladiators and those who lead them.

Director: Oliver Stone | Stars: Al Pacino, Dennis Quaid, Cameron Diaz, James Woods

Votes: 103,098 | Gross: $75.53M

29. Stir of Echoes (1999)

R | 99 min | Horror, Mystery, Thriller

7.0
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    1 2 3 4 5 6 7 8 9 10 7/10 X  
67 Metascore

After being hypnotized by his sister in law, a man begins seeing haunting visions of a girl's ghost and a mystery begins to unfold around him.

Director: David Koepp | Stars: Kevin Bacon, Zachary David Cope, Kathryn Erbe, Illeana Douglas

Votes: 66,611 | Gross: $21.13M

30. The Straight Story (1999)

G | 112 min | Biography, Drama

8.0
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    1 2 3 4 5 6 7 8 9 10 8/10 X  
86 Metascore

An old man makes a long journey by lawnmower to mend his relationship with an ill brother.

Director: David Lynch | Stars: Richard Farnsworth, Sissy Spacek, Jane Galloway Heitz, Joseph A. Carpenter

Votes: 70,246 | Gross: $6.20M