1999
by antonio-delbono-234-126400 | created - 24 Feb 2012 | updated - 18 May 2022 | Public- Instant Watch Options
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1. 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 original glory.
Director: George Lucas | Stars: Ewan McGregor, Liam Neeson, Natalie Portman, Jake Lloyd
Votes: 856,109 | Gross: $474.54M
2. Fight Club (1999)
R | 139 min | Drama
An insomniac office worker and a devil-may-care soap maker form an underground fight club that evolves into much more.
Director: David Fincher | Stars: Brad Pitt, Edward Norton, Meat Loaf, Zach Grenier
Votes: 2,322,360 | Gross: $37.03M
3. The Matrix (1999)
R | 136 min | Action, Sci-Fi
When a beautiful stranger leads computer hacker Neo to a forbidding underworld, he discovers the shocking truth--the life he knows is the elaborate deception of an evil cyber-intelligence.
Directors: Lana Wachowski, Lilly Wachowski | Stars: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving
Votes: 2,052,020 | Gross: $171.48M
4. American Beauty (1999)
R | 122 min | Drama
A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend.
Director: Sam Mendes | Stars: Kevin Spacey, Annette Bening, Thora Birch, Wes Bentley
Votes: 1,210,485 | Gross: $130.10M
5. The Green Mile (1999)
R | 189 min | Crime, Drama, Fantasy
A tale set on death row, where gentle giant John Coffey possesses the mysterious power to heal people's ailments. When the lead guard, Paul Edgecombe, recognizes John's gift, he tries to help stave off the condemned man's execution.
Director: Frank Darabont | Stars: Tom Hanks, Michael Clarke Duncan, David Morse, Bonnie Hunt
Votes: 1,406,541 | Gross: $136.80M
6. Magnolia (1999)
R | 188 min | Drama
An epic mosaic of interrelated characters in search of love, forgiveness and meaning in the San Fernando Valley.
Director: Paul Thomas Anderson | Stars: Tom Cruise, Jason Robards, Julianne Moore, Philip Seymour Hoffman
Votes: 328,371 | Gross: $22.46M
7. The Sixth Sense (1999)
PG-13 | 107 min | Drama, Mystery, Thriller
Malcolm Crowe, a child psychologist, starts treating a young boy, Cole, who encounters dead people and convinces him to help them. In turn, Cole helps Malcolm reconcile with his estranged wife.
Director: M. Night Shyamalan | Stars: Bruce Willis, Haley Joel Osment, Toni Collette, Olivia Williams
Votes: 1,050,872 | Gross: $293.51M
8. Payback (I) (1999)
R | 100 min | Action, Crime, Drama
After a successful heist, Porter is left for dead. Once he recovers, he seeks vengeance and wants his share of the money.
Director: Brian Helgeland | Stars: Mel Gibson, Gregg Henry, Maria Bello, David Paymer
Votes: 145,665 | Gross: $81.53M
9. 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.
Director: Norman Jewison | Stars: Denzel Washington, Vicellous Shannon, Deborah Kara Unger, Liev Schreiber
Votes: 102,430 | Gross: $50.67M
10. 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.
Director: Phillip Noyce | Stars: Denzel Washington, Angelina Jolie, Queen Latifah, Michael Rooker
Votes: 184,874 | Gross: $66.52M
11. Analyze This (1999)
R | 103 min | Comedy, Crime
A comedy about a psychiatrist whose number-one patient is an insecure mob boss.
Director: Harold Ramis | Stars: Robert De Niro, Billy Crystal, Lisa Kudrow, Chazz Palminteri
Votes: 161,641 | Gross: $106.89M
12. Being John Malkovich (1999)
R | 113 min | Comedy, Drama, Fantasy
A puppeteer discovers a portal that leads literally into the head of movie star John Malkovich.
Director: Spike Jonze | Stars: John Cusack, Cameron Diaz, Catherine Keener, John Malkovich
Votes: 353,270 | Gross: $22.86M
13. 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.
Director: Andy Tennant | Stars: Jodie Foster, Chow Yun-Fat, Bai Ling, Tom Felton
Votes: 38,971 | Gross: $39.26M
14. Boys Don't Cry (1999)
R | 118 min | Biography, Crime, Drama
A young man named Brandon Teena navigates love, life, and being transgender in rural Nebraska.
Director: Kimberly Peirce | Stars: Hilary Swank, Chloë Sevigny, Peter Sarsgaard, Brendan Sexton III
Votes: 103,269 | Gross: $11.53M
15. 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.
Director: David Koepp | Stars: Kevin Bacon, Zachary David Cope, Kathryn Erbe, Illeana Douglas
Votes: 87,463 | Gross: $21.13M
16. Sleepy Hollow (1999)
R | 105 min | Fantasy, Horror, Mystery
Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people; the culprit is legendary apparition The Headless Horseman.
Director: Tim Burton | Stars: Johnny Depp, Christina Ricci, Miranda Richardson, Michael Gambon
Votes: 383,788 | Gross: $101.07M
17. Notting Hill (1999)
PG-13 | 124 min | Comedy, Drama, Romance
A set of circumstances makes Anna Scott, a famous actress, fall in love with William Thacker, owner of a bookstore in Notting Hill. But the paparazzi's fascination with her complicates their bond.
Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans
Votes: 342,102 | Gross: $116.09M
18. Detroit Rock City (1999)
R | 95 min | Adventure, Comedy, Music
In 1978, four rebellious teenagers try to scam their way into a KISS concert.
Director: Adam Rifkin | Stars: Edward Furlong, Giuseppe Andrews, James DeBello, Sam Huntington
Votes: 41,333 | Gross: $4.22M
19. The Talented Mr. Ripley (1999)
R | 139 min | Crime, Drama, Thriller
In late 1950s New York, a young underachiever named Tom Ripley is sent to Italy to retrieve Dickie Greenleaf, a rich and spoiled millionaire playboy. But when the errand fails, Ripley takes extreme measures.
Director: Anthony Minghella | Stars: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett
Votes: 242,093 | Gross: $81.30M
20. Girl, Interrupted (1999)
R | 127 min | Biography, Drama
A directionless teenager, Susanna, is rushed to Claymoore, a mental institution, after a supposed suicide attempt. There, she befriends a group of troubled women who deeply influence her life.
Director: James Mangold | Stars: Winona Ryder, Angelina Jolie, Clea DuVall, Brittany Murphy
Votes: 211,191 | Gross: $28.87M
21. The Story of Us (1999)
R | 95 min | Comedy, Drama, Romance
Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.
Director: Rob Reiner | Stars: Bruce Willis, Michelle Pfeiffer, Colleen Rennison, Jake Sandvig
Votes: 24,978 | Gross: $27.07M
22. Ally McBeal (1997–2002)
TV-PG | 45 min | Comedy, Drama, Fantasy
Follows the personal and professional life of lawyer Ally.
Stars: Calista Flockhart, Greg Germann, Jane Krakowski, Vonda Shepard
Votes: 36,400
23. Friends (1994–2004)
TV-14 | 22 min | Comedy, Romance
Follows the personal and professional lives of six twenty to thirty year-old friends living in the Manhattan borough of New York City.
Stars: Jennifer Aniston, Courteney Cox, Lisa Kudrow, Matt LeBlanc
Votes: 1,087,498
24. 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.
Director: David O. Russell | Stars: George Clooney, Mark Wahlberg, Ice Cube, Spike Jonze
Votes: 180,409 | Gross: $60.65M
25. The Winslow Boy (1999)
G | 104 min | Drama, Romance
Following the theft of a postal order, a 14-year-old cadet is expelled from Naval College. To save the honour of the boy and his family, the pre-eminent barrister of the day is engaged to take on the might of the Admiralty.
Director: David Mamet | Stars: Rebecca Pidgeon, Jeremy Northam, Nigel Hawthorne, Matthew Pidgeon
Votes: 9,446 | Gross: $3.96M
26. Never Been Kissed (1999)
PG-13 | 107 min | Comedy, Drama, Romance
A newspaper reporter enrolls in high school as part of research for a story.
Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon
Votes: 97,528 | Gross: $55.47M
27. 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.
Director: Dean Parisot | Stars: Tim Allen, Sigourney Weaver, Alan Rickman, Tony Shalhoub
Votes: 178,067 | Gross: $71.58M
28. A Midsummer Night's Dream (1999)
PG-13 | 116 min | Comedy, Fantasy, Romance
Lovers' lives are complicated by city law, feuding faerie royalty, and... love.
Director: Michael Hoffman | Stars: Kevin Kline, Michelle Pfeiffer, Rupert Everett, Stanley Tucci
Votes: 26,961 | Gross: $16.07M
29. Star Trek: Deep Space Nine (1993–1999)
TV-PG | 45 min | Action, Adventure, Drama
In the vicinity of the liberated planet of Bajor, the Federation space station Deep Space Nine guards the opening of a stable wormhole to the far side of the galaxy.
Stars: Avery Brooks, Rene Auberjonois, Cirroc Lofton, Alexander Siddig
Votes: 70,744
30. She's All That (1999)
PG-13 | 95 min | Comedy, Romance
A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.
Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker
Votes: 103,771 | Gross: $63.37M
31. Random Hearts (1999)
R | 133 min | Drama, Mystery, Romance
Police Sergeant Dutch Van Den Broek (Harrison Ford) and U.S. Representative Kay Chandler (Dame Kristin Scott Thomas) lose their spouses in a plane crash, and they soon discover that their spouses were having an affair with each other.
Director: Sydney Pollack | Stars: Harrison Ford, Kristin Scott Thomas, Charles S. Dutton, Bonnie Hunt
Votes: 23,428 | Gross: $31.05M
32. 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.
Director: Ted Demme | Stars: Eddie Murphy, Martin Lawrence, Obba Babatundé, Nick Cassavetes
Votes: 54,746 | Gross: $63.84M
33. 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.
Director: Bruce Beresford | Stars: Ashley Judd, Tommy Lee Jones, Bruce Greenwood, Benjamin Weir
Votes: 95,837 | Gross: $116.74M
34. Grizzly Falls (1999)
PG | 94 min | Adventure, Drama
When a young boy is captured by a grizzly bear, he begins the most incredible journey of a lifetime, full of breathtaking excitement, harrowing danger and thrilling surprises.
Director: Stewart Raffill | Stars: Bryan Brown, Tom Jackson, Oliver Tobias, Richard Harris
Votes: 665 | Gross: $0.16M
35. 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.
Director: Damien O'Donnell | Stars: Om Puri, Linda Bassett, Jordan Routledge, Archie Panjabi
Votes: 20,052 | Gross: $4.17M
36. All About My Mother (1999)
R | 101 min | Comedy, Drama, Romance
A comedy-drama about a bereaved mother, and overwrought actress, her jealous lover, and a pregnant nun.
Director: Pedro Almodóvar | Stars: Cecilia Roth, Marisa Paredes, Candela Peña, Antonia San Juan
Votes: 102,839 | Gross: $8.26M
37. 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.
Directors: Daniel Myrick, Eduardo Sánchez | Stars: Heather Donahue, Michael C. Williams, Joshua Leonard, Bob Griffin
Votes: 285,359 | Gross: $140.54M
38. Stigmata (1999)
R | 103 min | Horror, Mystery
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.
Director: Rupert Wainwright | Stars: Patricia Arquette, Gabriel Byrne, Jonathan Pryce, Nia Long
Votes: 72,240 | Gross: $50.05M
39. 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.
Directors: John Lasseter, Ash Brannon, Lee Unkrich | Stars: Tom Hanks, Tim Allen, Joan Cusack, Kelsey Grammer
Votes: 619,434 | Gross: $245.85M
40. The Haunting (1999)
PG-13 | 113 min | Fantasy, Horror, Mystery
Dr Marrow enlists Theo, Luke and Nell for a study of sleep disorders at the Hill House. As soon as the terrifying truth about the mansion is revealed, everyone is found fighting for their lives.
Director: Jan de Bont | Stars: Liam Neeson, Catherine Zeta-Jones, Owen Wilson, Lili Taylor
Votes: 80,470 | Gross: $91.41M
41. 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.
Director: Simon West | Stars: John Travolta, Madeleine Stowe, James Cromwell, Timothy Hutton
Votes: 63,808 | Gross: $102.71M
42. Aftershock: Earthquake in New York (1999)
Unrated | 170 min | Action, Drama, Thriller
A devastating earthquake hits New York City, with survivors left fighting for their lives amongst the ruins.
Stars: Tom Skerritt, Sharon Lawrence, Charles S. Dutton, Lisa Nicole Carson
Votes: 2,032
43. Big Daddy (1999)
PG-13 | 93 min | Comedy, Drama
A lazy law school graduate adopts a kid to impress his girlfriend, but everything doesn't go as planned.
Director: Dennis Dugan | Stars: Adam Sandler, Joey Lauren Adams, Jon Stewart, Cole Sprouse
Votes: 234,087 | Gross: $163.48M
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