Released between 1999-01-01 and 1999-12-31 Catalog (Sorted by Number of Votes Descending)
2. 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: 1,453,207 | Gross: $171.48M
3. 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: 971,202 | Gross: $136.80M
PG | 136 min | Action, Adventure, Fantasy
Two Jedi Knights escape a hostile blockade to find allies and come across a young boy who may bring balance to the Force, but the long dormant Sith resurface to claim their old glory.
Votes: 634,453 | Gross: $474.54M
7. Toy Story 2 (1999)
G | 92 min | Animation, Adventure, Comedy
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.
Votes: 452,285 | Gross: $245.85M
8. 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: 358,196 | Gross: $155.25M
10. 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: 299,895 | Gross: $101.07M
13. Eyes Wide Shut (1999)
R | 159 min | Drama, Mystery, Thriller
A New York City doctor 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.
Votes: 265,179 | Gross: $55.69M
17. 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: 214,119 | Gross: $0.03M
18. 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: 212,525 | Gross: $140.54M
19. 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: 199,647 | Gross: $206.04M
20. 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: 195,591 | Gross: $30.65M
21. 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: 181,005 | Gross: $163.48M
22. South Park: Bigger, Longer & Uncut (1999)
R | 81 min | Animation, Comedy, Fantasy
When Cartman and his friends go see an R rated movie, they start cursing and their parents think that Canada is to blame.
Votes: 178,822 | Gross: $52.01M
24. The World Is Not Enough (1999)
PG-13 | 128 min | Action, Adventure, Thriller
James Bond uncovers a nuclear plot when he protects an oil heiress from her former kidnapper, an international terrorist who can't feel pain.
Votes: 172,605 | Gross: $126.94M
25. 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: 164,966 | Gross: $38.33M
26. 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: 157,699 | Gross: $81.30M
28. 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: 151,290 | Gross: $18.66M
29. 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: 150,447 | Gross: $60.65M
30. 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" expose on Big Tobacco.
Votes: 147,134 | Gross: $28.97M
32. Wild Wild West (1999)
PG-13 | 106 min | Action, Comedy, Sci-Fi
The two best hired guns in the West must save President Grant from the clutches of a nineteenth-century inventor-villain.
Votes: 142,188 | Gross: $113.81M
33. The Bone Collector (1999)
R | 118 min | Crime, Drama, Mystery
A quadriplegic ex-homicide detective and his female partner try to track down a serial killer who is terrorizing New York City.
Votes: 137,818 | Gross: $66.52M
34. 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: 135,700 | Gross: $71.58M
36. 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: 131,604 | Gross: $4.86M
37. Payback (I) (1999)
R | 100 min | Action, Crime, Drama
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.
Votes: 122,738 | Gross: $81.53M
40. Deep Blue Sea (1999)
R | 105 min | Action, Sci-Fi, Thriller
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: 113,072 | Gross: $73.65M
42. The 13th Warrior (1999)
R | 102 min | Action, Adventure, History
A man, having fallen in love with the wrong woman, is sent by the sultan himself on a diplomatic mission to a distant land as an ambassador. Stopping at a Viking village port to restock on supplies, he finds himself unwittingly embroiled in a quest to banish a mysterious threat in a distant Viking land.
Votes: 109,203 | Gross: $32.70M
46. 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: 98,254 | Gross: $66.89M
47. The Cider House Rules (1999)
PG-13 | 126 min | Drama, Romance
A compassionate young man, raised in an orphanage and trained to be a doctor there, decides to leave to see the world.
Votes: 86,689 | Gross: $57.55M
48. eXistenZ (1999)
R | 97 min | Horror, Sci-Fi, Thriller
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.
Votes: 85,981 | Gross: $2.84M
49. Boys Don't Cry (1999)
R | 118 min | Biography, Crime, Drama
Female-born Teena Brandon adopts his male identity of Brandon Teena and attempts to find himself and love in Nebraska.
Votes: 85,588 | Gross: $11.53M
50. The Hurricane (1999)
R | 146 min | Biography, Drama, Sport
The story of Rubin "Hurricane" Carter, a boxer wrongly imprisoned for murder, and the people who aided in his fight to prove his innocence.
Votes: 84,753 | Gross: $50.67M
52. Election (1999)
R | 103 min | Comedy, Drama, Romance
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.
Votes: 81,771 | Gross: $14.88M
53. 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: 80,130 | Gross: $69.30M
54. All About My Mother (1999)
R | 101 min | Drama
Young Esteban wants to become a writer and also to discover the identity of his father, carefully concealed by his mother Manuela.
Votes: 78,992 | Gross: $8.26M
55. Ghost Dog: The Way of the Samurai (1999)
R | 116 min | Action, Crime, Drama
An African-American Mafia hit man who models himself after the samurai of old finds himself targeted for death by the mob.
Votes: 78,118 | Gross: $3.31M
59. October Sky (1999)
PG | 108 min | Biography, Drama, Family
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.
Votes: 73,257 | Gross: $32.48M
61. Stir of Echoes (1999)
R | 99 min | Horror, Mystery, Thriller
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.
Votes: 68,505 | Gross: $21.13M
63. The Haunting (1999)
PG-13 | 113 min | Fantasy, Horror, Mystery
When Eleanor, Theo, and Luke decide to take part in a sleep study at a huge mansion they get more than they bargained for when Dr. Marrow tells them of the house's ghostly past.
Votes: 65,615 | Gross: $91.41M
65. 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: 64,243 | Gross: $116.74M
66. Audition (1999)
R | 115 min | Drama, Horror, Mystery
A widower takes an offer to screen girls at a special audition, arranged for him by a friend to find him a new wife. The one he fancies is not who she appears to be after all.
68. Bowfinger (1999)
PG-13 | 97 min | Comedy
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.
Votes: 61,686 | Gross: $66.38M
70. The Thirteenth Floor (1999)
R | 100 min | Mystery, Sci-Fi, Thriller
A computer scientist running a virtual reality simulation of 1937 becomes the primary suspect when his colleague and mentor is murdered.
Votes: 60,094 | Gross: $15.50M
71. Stigmata (1999)
R | 103 min | Horror
When a young woman becomes afflicted by stigmata, a priest is sent to investigate her case, which may have severe ramifications for his faith and for the Catholic Church itself.
Votes: 59,647 | Gross: $50.05M
72. Mystery Men (1999)
PG-13 | 121 min | Action, Comedy, Fantasy
A group of inept amateur superheroes must try to save the day when a supervillian threatens to destroy a major superhero and the city.
Votes: 57,925 | Gross: $29.66M
73. Bringing Out the Dead (1999)
R | 121 min | Drama, Thriller
Haunted by the patients he failed to save, an extremely burned-out Manhattan ambulance paramedic fights to maintain his sanity over three fraught and turbulent nights.
Votes: 57,905 | Gross: $16.64M
75. The Astronaut's Wife (1999)
R | 109 min | Drama, Sci-Fi, Thriller
After an explosion in space and subsequent two-minute radio-out period, two astronauts return home to their wives. Slightly it's revealed that they're not the same as they were.
Votes: 49,806 | Gross: $10.67M
76. House on Haunted Hill (1999)
R | 93 min | Horror, Mystery, Thriller
An amusement park mogul offers a group of diverse people $1,000,000 to spend the night in a haunted house with a horrifying past.
Votes: 49,746 | Gross: $40.85M
78. The General's Daughter (1999)
R | 116 min | Crime, Drama, Mystery
When the daughter of a well-known and well-respected base commander is murdered, an undercover detective is summoned to look into the matter and finds a slew of cover-ups at West Point.
Votes: 47,912 | Gross: $102.71M
79. Inspector Gadget (1999)
PG | 78 min | Action, Adventure, Comedy
A security guard's dreams come true when he is selected to be transformed into a cybernetic police officer.
Votes: 41,008 | Gross: $97.40M
80. Life (I) (1999)
R | 108 min | Comedy, Crime, Drama
In 1932, two strangers are wrongfully convicted and develop a strong friendship in prison that lasts them through the 20th century.
Votes: 40,107 | Gross: $63.84M
84. Anna and the King (1999)
PG-13 | 148 min | Drama, History, Romance
The story of the romance between the King of Siam and widowed British schoolteacher, Anna Leonowens, during the 1860s.
Votes: 33,670 | Gross: $39.26M
85. Ravenous (1999)
R | 101 min | Horror
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.
Votes: 33,623 | Gross: $2.06M
86. Summer of Sam (1999)
R | 142 min | Crime, Drama, Romance
Spike Lee's take on the "Son of Sam" murders in New York City during the summer of 1977 centering on the residents of an Italian-American Northeast Bronx neighborhood who live in fear and distrust of one another.
Votes: 33,555 | Gross: $19.28M
89. Mickey Blue Eyes (1999)
PG-13 | 102 min | Comedy, Crime, Romance
An English auctioneer proposes to the daughter of a Mafia kingpin, only to realize that certain "favors" would be asked of him.
Votes: 32,402 | Gross: $33.86M
90. Fantasia 2000 (1999)
G | 75 min | Animation, Comedy, Family
An update of the original film with new interpretations of great works of classical music.
Votes: 31,472 | Gross: $60.66M
92. Instinct (1999)
R | 126 min | Drama, Thriller
When a noted anthropologist who left society to live in the jungle is imprisoned for murder, it's up to a young psychiatrist to get through to him.
Votes: 29,847 | Gross: $34.10M
94. Drop Dead Gorgeous (1999)
PG-13 | 97 min | Comedy, Romance, Thriller
A small-town beauty pageant turns deadly as it becomes clear that someone will go to any lengths to win.
Votes: 29,537 | Gross: $10.56M
96. True Crime (1999)
R | 127 min | Crime, Drama, Mystery
Can an over-the-hill journalist uncover the evidence that can prove a death row inmate's innocence just hours before his execution?
Votes: 28,807 | Gross: $16.64M
97. The Limey (1999)
R | 89 min | Crime, Drama, Mystery
An extremely volatile and dangerous Englishman goes to Los Angeles to find the man he considers responsible for his daughter's death.
Votes: 27,035 | Gross: $3.19M
98. Pushing Tin (1999)
R | 124 min | Comedy, Drama, Romance
A feud develops between two air traffic controllers: one cocky and determined while the other is restrained and laidback, which inevitably affects their lives.
Votes: 26,627 | Gross: $8.41M
99. Universal Soldier: The Return (1999)
R | 83 min | Action, Sci-Fi
The "universal soldiers" must fight the whole army. When the military's supercomputer S.E.T.H gets out of control
Votes: 26,170 | Gross: $10.43M
100. Virus (1999)
R | 99 min | Action, Horror, Thriller
When the crew of an American tugboat boards an abandoned Russian research vessel, the alien life form aboard regards them as a virus which must be destroyed.
Votes: 24,257 | Gross: $14.01M