Released between 1999-01-01 and 1999-12-31, Restrict to Titles I've Seen (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.
4. 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: 30,297 | Gross: $10.56M
6. 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: 1,520,123 | Gross: $171.48M
9. 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: 478,493 | Gross: $245.85M
11. 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: 368,638 | Gross: $155.25M
13. 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: 1,024,200 | Gross: $136.80M
17. 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: 273,901 | Gross: $55.69M
18. 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: 657,593 | Gross: $474.54M
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.
24. 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: 134,978 | Gross: $4.86M
25. 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".
26. 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: 307,378 | Gross: $101.07M
28. 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: 169,530 | Gross: $38.33M
29. 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: 186,149 | Gross: $163.48M
30. 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: 217,213 | Gross: $140.54M
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: 162,644 | Gross: $81.30M
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: 138,399 | Gross: $71.58M
37. 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: 176,802 | Gross: $126.94M
38. 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: 115,898 | Gross: $73.65M
39. 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: 144,885 | Gross: $113.81M
40. 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: 199,000 | Gross: $30.65M
42. 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: 204,861 | Gross: $206.04M
43. 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: 75,693 | Gross: $32.48M
47. The Love Letter (1999)
PG-13 | 88 min | Comedy, Drama, Romance
The power of words and images to open hearts. Helen runs, miles a day, to burn off energy: she's an emotional celibate. Going through the post at her shop, she finds a romantic and poetic ... See full summary »
Votes: 3,872 | Gross: $8.28M
48. 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.
50. 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: 217,712 | Gross: $0.03M