Feature Film, Released between 1999-01-01 and 1999-12-31 (Sorted by Popularity Ascending)
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: 1,546,209 | 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: 1,043,809 | Gross: $136.80M
PG | 136 min | Action, Adventure, Fantasy
Two Jedi 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: 665,933 | Gross: $474.54M
9. 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: 277,717 | Gross: $55.69M
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: 310,551 | Gross: $101.07M
12. 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: 171,096 | Gross: $38.33M
13. 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: 219,764 | Gross: $140.54M
14. Toy Story 2 (1999)
G | 92 min | Animation, Adventure, Comedy
When Woody is stolen by a toy collector, Buzz and his friends set out on a rescue mission to save Woody before he becomes a museum toy property with his roundup gang Jessie, Prospector, and Bullseye.
Votes: 487,998 | Gross: $245.85M
17. 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: 136,287 | Gross: $4.86M
18. 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: 371,511 | Gross: $155.25M
19. 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: 165,046 | Gross: $81.30M
21. 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: 42,719 | Gross: $97.40M
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: 178,303 | Gross: $126.94M
25. 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: 67,752 | Gross: $91.41M
26. 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: 200,450 | Gross: $30.65M
28. 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: 146,060 | Gross: $113.81M
29. 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: 218,921 | Gross: $0.03M
30. 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: 188,005 | Gross: $163.48M
31. 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: 155,596 | Gross: $18.66M
32. 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: 59,417 | Gross: $29.66M
34. 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.
35. 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: 139,506 | Gross: $71.58M
37. Jawbreaker (1999)
R | 87 min | Comedy, Crime, Thriller
Three of the most popular girls at Reagan High accidentally kill the prom queen with a jawbreaker when a kidnapping goes horribly wrong.
Votes: 22,600 | Gross: $3.07M
38. 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: 76,686 | Gross: $32.48M
40. 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: 206,624 | Gross: $206.04M
41. 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: 51,122 | Gross: $40.85M
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: 111,732 | Gross: $32.70M
44. 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: 30,853 | Gross: $10.56M
45. 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: 101,422 | Gross: $66.89M
47. 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: 117,189 | Gross: $73.65M
48. 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: 151,592 | Gross: $28.97M
50. 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: 59,714 | Gross: $16.64M