1999

by stevenverghese | created - 27 Mar 2017 | updated - 2 months ago | Public

How the end of a millennium went out with a bang. A combination of critically acclaimed classics and personal favorites.

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1. The Matrix (1999)

R | 136 min | Action, Sci-Fi

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: 1,546,543 | Gross: $171.48M

Best movie of '99, hands down! That's why it's at #1.

2. Fight Club (1999)

R | 139 min | Drama

66 Metascore

An insomniac office worker and a devil-may-care soapmaker form an underground fight club that evolves into something much, much more.

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

Votes: 1,716,944 | Gross: $37.03M

3. The Sixth Sense (1999)

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

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: 858,553 | Gross: $293.51M

4. The Boondock Saints (1999)

R | 108 min | Action, Crime, Thriller

44 Metascore

Two Irish Catholic brothers become vigilantes and wipe out Boston's criminal underworld in the name of God.

Director: Troy Duffy | Stars: Willem Dafoe, Sean Patrick Flanery, Norman Reedus, David Della Rocco

Votes: 218,932 | Gross: $0.03M

5. American Beauty (1999)

R | 122 min | Drama

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: 1,005,871 | Gross: $130.10M

6. Sleepy Hollow (1999)

R | 105 min | Fantasy, Horror, Mystery

65 Metascore

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

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

Votes: 310,604 | Gross: $101.07M

7. End of Days (1999)

R | 122 min | Action, Fantasy, Horror

33 Metascore

At the end of the century, Satan visits New York in search of a bride. It's up to an ex-cop who now runs an elite security outfit to stop him.

Director: Peter Hyams | Stars: Arnold Schwarzenegger, Gabriel Byrne, Robin Tunney, Kevin Pollak

Votes: 101,436 | Gross: $66.89M

8. The Corruptor (1999)

R | 110 min | Action, Crime, Drama

56 Metascore

With the aid from a New York City policeman, a top immigrant cop tries to stop drug-trafficking and corruption by immigrant Chinese Triads, but things get complicated when the Triads try to bribe the policeman.

Director: James Foley | Stars: Yun-Fat Chow, Mark Wahlberg, Ric Young, Paul Ben-Victor

Votes: 16,822 | Gross: $15.16M

9. The Insider (1999)

R | 157 min | Biography, Drama, Thriller

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: 151,612 | Gross: $28.97M

10. The Green Mile (1999)

R | 189 min | Crime, Drama, Fantasy

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: 1,044,042 | Gross: $136.80M

11. The Blair Witch Project (1999)

R | 81 min | Horror, Mystery

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: 219,801 | Gross: $140.54M

12. Go (1999)

R | 102 min | Comedy, Crime

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: 64,763 | Gross: $16.84M

13. Payback (I) (1999)

R | 100 min | Action, Crime, Drama

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: 125,958 | Gross: $81.53M

14. The Hurricane (1999)

R | 146 min | Biography, Drama, Sport

74 Metascore

The story of Rubin "Hurricane" Carter, a boxer wrongly imprisoned for murder, and the people who aided in his fight to prove his innocence.

Director: Norman Jewison | Stars: Denzel Washington, Vicellous Shannon, Deborah Kara Unger, Liev Schreiber

Votes: 87,258 | Gross: $50.67M

15. Magnolia (1999)

R | 188 min | Drama

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: 273,456 | Gross: $22.46M

16. Bowfinger (1999)

PG-13 | 97 min | Comedy

71 Metascore

When a desperate movie producer fails to get a major star for his bargain basement film, he decides to shoot the film secretly around him.

Director: Frank Oz | Stars: Steve Martin, Eddie Murphy, Heather Graham, Christine Baranski

Votes: 63,332 | Gross: $66.38M

17. October Sky (1999)

PG | 108 min | Biography, Drama, Family

71 Metascore

The true story of Homer Hickam, a coal miner's son who was inspired by the first Sputnik launch to take up rocketry against his father's wishes.

Director: Joe Johnston | Stars: Jake Gyllenhaal, Chris Cooper, Laura Dern, Chris Owen

Votes: 76,694 | Gross: $32.48M

18. The Mummy (1999)

PG-13 | 124 min | Action, Adventure, Fantasy

48 Metascore

At an archaeological dig in the ancient city of Hamunaptra, an American serving in the French Foreign Legion accidentally awakens a mummy who begins to wreck havoc as he searches for the reincarnation of his long-lost love.

Director: Stephen Sommers | Stars: Brendan Fraser, Rachel Weisz, John Hannah, Arnold Vosloo

Votes: 371,549 | Gross: $155.25M

19. Double Jeopardy (1999)

R | 105 min | Crime, Drama, Mystery

40 Metascore

A woman framed for her husband's murder suspects he is still alive; as she has already been tried for the crime, she can't be re-prosecuted if she finds and kills him.

Director: Bruce Beresford | Stars: Ashley Judd, Tommy Lee Jones, Bruce Greenwood, Benjamin Weir

Votes: 67,295 | Gross: $116.74M

20. Cruel Intentions (1999)

R | 97 min | Drama, Romance

56 Metascore

Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.

Director: Roger Kumble | Stars: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair

Votes: 171,115 | Gross: $38.33M

21. The Deep End of the Ocean (1999)

PG-13 | 106 min | Drama

45 Metascore

The Deep End of The Ocean is a film about a family's reaction when Ben, the youngest son is kidnapped and then found nine years later, living in the same town, where his family had just moved.

Director: Ulu Grosbard | Stars: Michelle Pfeiffer, Treat Williams, Whoopi Goldberg, Jonathan Jackson

Votes: 12,215 | Gross: $13.38M

Saw it on an airplane.

22. Election (1999)

R | 103 min | Comedy, Drama, Romance

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: 84,279 | Gross: $14.88M

23. Teaching Mrs. Tingle (1999)

PG-13 | 96 min | Comedy, Thriller

35 Metascore

The story of a girl who is willing to do anything to become Valedictorian, even if it means murdering the teacher that stands in her way.

Director: Kevin Williamson | Stars: Helen Mirren, Marisa Coughlan, Katie Holmes, Jeffrey Tambor

Votes: 19,028 | Gross: $8.95M



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