1990sby jeremygilbert-81746 | created - 1 month ago | updated - 1 month ago | Public
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1. The Matrix (1999)
R | 136 min | Action, Sci-Fi
A computer hacker learns from mysterious rebels about the true nature of his reality and his role in the war against its controllers.
Votes: 1,579,519 | Gross: $171.48M
2. The Green Mile (1999)
R | 189 min | Crime, Drama, Fantasy
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.
Votes: 1,070,238 | Gross: $136.80M
5. Eyes Wide Shut (1999)
R | 159 min | Drama, Mystery, Thriller
A New York City doctor embarks on a harrowing, night-long odyssey of sexual and moral discovery after his wife reveals a painful secret to him.
Votes: 283,735 | Gross: $55.69M
6. Galaxy Quest (1999)
PG | 102 min | Adventure, Comedy, Sci-Fi
The alumni cast of a space opera television series have to play their roles as the real thing when an alien race needs their help. However, they also have to defend both Earth and the alien race from a reptilian warlord.
Votes: 141,921 | Gross: $71.58M
7. The Talented Mr. Ripley (1999)
R | 139 min | Crime, Drama, Thriller
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.
Votes: 169,792 | Gross: $81.30M
9. The Mummy (1999)
PG-13 | 124 min | Action, Adventure, Fantasy
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.
Votes: 375,981 | Gross: $155.25M
16. Austin Powers: The Spy Who Shagged Me (1999)
PG-13 | 95 min | Action, Adventure, Comedy
Dr. Evil is back and has invented a new time machine that allows him to go back to the 1960s and steal Austin Powers' mojo, inadvertently leaving him "shagless".
Votes: 209,416 | Gross: $206.04M
17. The World Is Not Enough (1999)
PG-13 | 128 min | Action, Adventure, Thriller
James Bond uncovers a nuclear plot while protecting an oil heiress from her former kidnapper, an international terrorist who can't feel pain.
Votes: 180,808 | Gross: $126.94M
18. The Bone Collector (1999)
R | 118 min | Crime, Drama, Mystery
A quadriplegic ex-homicide detective and his partner try to track down a serial killer who is terrorizing New York City.
Votes: 147,062 | Gross: $66.52M
20. Deep Blue Sea (1999)
R | 105 min | Action, Adventure, Sci-Fi
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.
Votes: 118,955 | Gross: $73.65M
21. Sleepy Hollow (1999)
R | 105 min | Fantasy, Horror, Mystery
Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people, with the culprit being the legendary apparition, The Headless Horseman.
Votes: 315,421 | Gross: $101.07M
22. Big Daddy (1999)
PG-13 | 93 min | Comedy, Drama
A lazy law school grad adopts a kid to impress his girlfriend, but everything doesn't go as planned and he becomes the unlikely foster father.
Votes: 190,944 | Gross: $163.48M
23. East Is East (1999)
R | 96 min | Comedy, Drama
In early 1970s England, a Pakistani father finds the authority he has previously maintained challenged by his increasingly Anglicized children.
Votes: 16,529 | Gross: $4.17M
24. Cruel Intentions (1999)
R | 97 min | Drama, Romance
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.
Votes: 172,983 | Gross: $38.33M
25. The Virgin Suicides (1999)
R | 97 min | Drama, Romance
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.
Votes: 137,979 | Gross: $4.86M
26. Wild Wild West (1999)
PG-13 | 106 min | Action, Comedy, Sci-Fi
The two best special agents in the Wild West must save President Grant from the clutches of a diabolical, wheelchair-bound, steampunk-savvy, Confederate scientist bent on revenge for losing the Civil War.
Votes: 148,137 | Gross: $113.81M
27. The Ninth Gate (1999)
R | 133 min | Mystery, Thriller
A rare book dealer, while seeking out the last two copies of a demon text, gets drawn into a conspiracy with supernatural overtones.
Votes: 157,582 | Gross: $18.66M
28. The Boondock Saints (1999)
R | 108 min | Action, Crime, Thriller
Two Irish Catholic brothers become vigilantes and wipe out Boston's criminal underworld in the name of God.
Votes: 221,194 | Gross: $0.03M
30. End of Days (1999)
R | 122 min | Action, Fantasy, Horror
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.
Votes: 102,612 | Gross: $66.89M
31. 200 Cigarettes (1999)
R | 101 min | Comedy, Drama, Romance
A collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses.
Votes: 14,318 | Gross: $6.85M
32. The Blair Witch Project (1999)
R | 81 min | Horror, Mystery
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.
Votes: 222,743 | Gross: $140.54M
34. Double Jeopardy (1999)
R | 105 min | Crime, Drama, Mystery
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.
Votes: 68,590 | Gross: $116.74M
36. Dogma (1999)
R | 130 min | Adventure, Comedy, Drama
An abortion clinic worker with a special heritage is called upon to save the existence of humanity from being negated by two renegade angels trying to exploit a loop-hole and reenter Heaven.
Votes: 202,667 | Gross: $30.65M
38. The Thomas Crown Affair (1999)
R | 113 min | Crime, Romance, Thriller
A very rich and successful playboy amuses himself by stealing artwork, but may have met his match in a seductive detective.
Votes: 83,553 | Gross: $69.30M
39. The Insider (1999)
R | 157 min | Biography, Drama, Thriller
A research chemist comes under personal and professional attack when he decides to appear in a 60 Minutes (1968) exposé on Big Tobacco.
Votes: 153,584 | Gross: $28.97M
41. Three Kings (1999)
R | 114 min | Action, Adventure, Comedy
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.
Votes: 155,712 | Gross: $60.65M
44. Anna and the King (1999)
PG-13 | 148 min | Drama, History, Romance