Released between 1999-01-01 and 1999-12-31 (Sorted by Popularity Ascending)
2. The Sopranos (1999–2007)
TV-MA | 55 min | Crime, Drama
New Jersey mob boss Tony Soprano deals with personal and professional issues in his home and business life that affect his mental state, leading him to seek professional psychiatric counseling.
5. 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: 1,483,039 | Gross: $171.48M
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: 363,641 | Gross: $155.25M
10. 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: 269,471 | Gross: $55.69M
11. 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: 996,060 | Gross: $136.80M
13. 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: 183,432 | Gross: $163.48M
14. 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: 166,856 | Gross: $38.33M
15. Star Wars: Episode I - The Phantom Menace (1999)
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: 645,796 | Gross: $474.54M
16. 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: 215,946 | Gross: $0.03M
19. Angel (1999–2004)
TV-14 | 44 min | Action, Drama, Fantasy
The vampire Angel, cursed with a soul, moves to Los Angeles and aids people with supernatural-related problems while questing for his own redemption.
20. 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: 303,315 | Gross: $101.07M
28. 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: 174,732 | Gross: $126.94M
30. One Piece: Wan pîsu (1999– )
24 min | Animation, Action, Adventure
Follows the adventures of Monkey D. Luffy and his friends in order to find the greatest treasure ever left by the legendary Pirate, Gol D Roger. The famous mystery treasure named "One Piece".
33. 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: 159,770 | Gross: $81.30M
34. 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: 462,406 | Gross: $245.85M
35. 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: 197,183 | Gross: $30.65M
37. 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: 136,971 | Gross: $71.58M
39. 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: 133,226 | Gross: $4.86M
41. Holby City (1999– )
TV-PG | 60 min | Drama
The everyday lives, professional and personal, of the doctors, nurses and patients who find themselves, for various reasons, in the wards of the frenetic cardiac unit of Holby City General Hospital.
42. 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: 65,391 | Gross: $116.74M
43. 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: 201,980 | Gross: $206.04M
44. 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: 58,308 | Gross: $29.66M
45. 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: 87,660 | Gross: $57.55M
46. 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: 66,381 | Gross: $91.41M
48. 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: 214,740 | Gross: $140.54M
49. 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: 114,426 | Gross: $73.65M