1999 - Top 50

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1. The Matrix (1999)

R | 136 min | Action, Sci-Fi

73 Metascore

A computer hacker learns from mysterious rebels about the true nature of his reality and his role in the war against its controllers.

Directors: Lana Wachowski, Lilly Wachowski | Stars: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving

Votes: 1,610,346 | Gross: $171.48M

2. Toy Story 2 (1999)

G | 92 min | Animation, Adventure, Comedy

88 Metascore

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: 508,723 | Gross: $245.85M

3. Notting Hill (1999)

PG-13 | 124 min | Comedy, Drama, Romance

68 Metascore

The life of a simple bookshop owner changes when he meets the most famous film star in the world.

Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans

Votes: 261,630 | Gross: $116.09M

4. Star Wars: Episode I - The Phantom Menace (1999)

PG | 136 min | Action, Adventure, Fantasy

51 Metascore

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.

Director: George Lucas | Stars: Ewan McGregor, Liam Neeson, Natalie Portman, Jake Lloyd

Votes: 705,914 | Gross: $474.54M

5. The Sixth Sense (1999)

PG-13 | 107 min | Drama, Mystery, Thriller

64 Metascore

A boy who communicates with spirits seeks the help of a disheartened child psychologist.

Director: M. Night Shyamalan | Stars: Bruce Willis, Haley Joel Osment, Toni Collette, Olivia Williams

Votes: 884,971 | Gross: $293.51M

6. Love at First Hiccough (1999)

Not Rated | 85 min | Comedy

16 y.o. Danish high school sophomore Viktor falls in love with senior Anja at 1st hiccup. Their little brothers (BFFs) invite him to Anja's 18th birthday party. Viktor's 2 friends also help. Where does Anja's arrogant boyfriend fit in?

Director: Tomas Villum Jensen | Stars: Robert Hansen, Sofie Lassen-Kahlke, Sebastian Jessen, Rasmus Albeck

Votes: 2,421

7. Cruel Intentions (1999)

R | 97 min | Drama, Romance

56 Metascore

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.

Director: Roger Kumble | Stars: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair

Votes: 174,797 | Gross: $38.33M

8. American Pie (1999)

R | 95 min | Comedy

58 Metascore

Four teenage boys enter a pact to lose their virginity by prom night.

Directors: Paul Weitz, Chris Weitz | Stars: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Jennifer Coolidge

Votes: 366,428 | Gross: $102.56M

9. Fight Club (1999)

R | 139 min | Drama

66 Metascore

An insomniac office worker and a devil-may-care soapmaker form an underground fight club that evolves into something much, much more.

Director: David Fincher | Stars: Brad Pitt, Edward Norton, Meat Loaf, Zach Grenier

Votes: 1,785,302 | Gross: $37.03M

10. American Beauty (1999)

R | 122 min | Drama

84 Metascore

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: 1,038,561 | Gross: $130.10M

11. The One and Only (1999)

106 min | Comedy, Romance

When handyman Niller comes to install Sus' new kitchen one day, their immediate crush is a sweet escape from both of their problematic relationships.

Director: Susanne Bier | Stars: Sidse Babett Knudsen, Niels Olsen, Søs Egelind, Rafael Edholm

Votes: 4,133

12. The Talented Mr. Ripley (1999)

R | 139 min | Crime, Drama, Thriller

76 Metascore

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.

Director: Anthony Minghella | Stars: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett

Votes: 175,440 | Gross: $81.30M

13. The Green Mile (1999)

R | 189 min | Crime, Drama, Fantasy

61 Metascore

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.

Director: Frank Darabont | Stars: Tom Hanks, Michael Clarke Duncan, David Morse, Bonnie Hunt

Votes: 1,094,343 | Gross: $136.80M

14. The Mummy (1999)

PG-13 | 124 min | Action, Adventure, Fantasy

48 Metascore

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.

Director: Stephen Sommers | Stars: Brendan Fraser, Rachel Weisz, John Hannah, Arnold Vosloo

Votes: 380,723 | Gross: $155.25M

15. The Cider House Rules (1999)

PG-13 | 126 min | Drama, Romance

75 Metascore

A compassionate young man, raised in an orphanage and trained to be a doctor there, decides to leave to see the world.

Director: Lasse Hallström | Stars: Tobey Maguire, Charlize Theron, Michael Caine, Delroy Lindo

Votes: 91,041 | Gross: $57.55M

16. Tarzan (1999)

G | 88 min | Animation, Adventure, Family

79 Metascore

A man raised by gorillas must decide where he really belongs when he discovers he is a human.

Directors: Chris Buck, Kevin Lima | Stars: Tony Goldwyn, Minnie Driver, Brian Blessed, Glenn Close

Votes: 195,543 | Gross: $171.09M

17. 10 Things I Hate About You (1999)

PG-13 | 97 min | Comedy, Drama, Romance

70 Metascore

A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.

Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik

Votes: 285,813 | Gross: $38.18M

18. South Park: Bigger, Longer & Uncut (1999)

R | 81 min | Animation, Comedy, Fantasy

73 Metascore

When Stan Marsh and his friends go see an R-rated movie, they start cursing and their parents think that Canada is to blame.

Director: Trey Parker | Stars: Trey Parker, Matt Stone, Mary Kay Bergman, Isaac Hayes

Votes: 188,567 | Gross: $52.01M

19. Sleepy Hollow (1999)

R | 105 min | Fantasy, Horror, Mystery

65 Metascore

Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people, with the culprit being the legendary apparition, The Headless Horseman.

Director: Tim Burton | Stars: Johnny Depp, Christina Ricci, Miranda Richardson, Michael Gambon

Votes: 319,359 | Gross: $101.07M

20. The Virgin Suicides (1999)

R | 97 min | Drama, Romance

76 Metascore

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.

Director: Sofia Coppola | Stars: Kirsten Dunst, Josh Hartnett, James Woods, Kathleen Turner

Votes: 139,908 | Gross: $4.86M

21. In China They Eat Dogs (1999)

Not Rated | 91 min | Action, Comedy, Crime

Two brothers, one cold and ruthless, the other sensitive and reluctant, and their brutal misadventures.

Director: Lasse Spang Olsen | Stars: Kim Bodnia, Dejan Cukic, Nikolaj Lie Kaas, Tomas Villum Jensen

Votes: 19,324

22. Big Daddy (1999)

PG-13 | 93 min | Comedy, Drama

41 Metascore

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.

Director: Dennis Dugan | Stars: Adam Sandler, Joey Lauren Adams, Jon Stewart, Cole Sprouse

Votes: 193,629 | Gross: $163.48M

23. She's All That (1999)

PG-13 | 95 min | Comedy, Romance

51 Metascore

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: 81,895 | Gross: $63.37M

24. The World Is Not Enough (1999)

PG-13 | 128 min | Action, Adventure, Thriller

57 Metascore

James Bond uncovers a nuclear plot while protecting an oil heiress from her former kidnapper, an international terrorist who can't feel pain.

Director: Michael Apted | Stars: Pierce Brosnan, Sophie Marceau, Robert Carlyle, Denise Richards

Votes: 183,496 | Gross: $126.94M

25. The Bone Collector (1999)

R | 118 min | Crime, Drama, Mystery

45 Metascore

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: 149,339 | Gross: $66.52M

26. The Blair Witch Project (1999)

R | 81 min | Horror, Mystery

81 Metascore

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: 225,169 | Gross: $140.54M

27. Man on the Moon (1999)

R | 118 min | Biography, Comedy, Drama

58 Metascore

The life and career of legendary comedian Andy Kaufman.

Director: Milos Forman | Stars: Jim Carrey, Danny DeVito, Gerry Becker, Greyson Erik Pendry

Votes: 121,168 | Gross: $34.58M

28. Stuart Little (1999)

PG | 84 min | Adventure, Comedy, Family

61 Metascore

The Little family adopt a charming young mouse named Stuart, but the family cat wants rid of him.

Director: Rob Minkoff | Stars: Michael J. Fox, Geena Davis, Hugh Laurie, Jonathan Lipnicki

Votes: 121,955 | Gross: $140.04M

29. Wild Wild West (1999)

PG-13 | 106 min | Action, Comedy, Sci-Fi

38 Metascore

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.

Director: Barry Sonnenfeld | Stars: Will Smith, Kevin Kline, Kenneth Branagh, Salma Hayek

Votes: 149,834 | Gross: $113.81M

30. Never Been Kissed (1999)

PG-13 | 107 min | Comedy, Drama, Romance

60 Metascore

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: 80,815 | Gross: $55.47M

31. Eyes Wide Shut (1999)

R | 159 min | Drama, Mystery, Thriller

68 Metascore

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.

Director: Stanley Kubrick | Stars: Tom Cruise, Nicole Kidman, Todd Field, Sydney Pollack

Votes: 289,823 | Gross: $55.69M

32. Magnolia (1999)

R | 188 min | Drama

77 Metascore

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: 281,733 | Gross: $22.46M

33. Klinkevals (1999)

95 min | Drama

Copenhagen over century ago: a mother sees her sisters getting ahead in life while she's stuck due to her husband's long stays at a mental hospital. At a picnic with her sisters and families, she dances Klinkevals with a handsome stranger.

Director: Hans Kristensen | Stars: Mette Lisby, Pelle Koppel, Lars Simonsen, Bodil Jørgensen

Votes: 238

34. Simply Irresistible (1999)

PG-13 | 96 min | Comedy, Drama, Fantasy

27 Metascore

A magical crab works wonders for a terrible chef's culinary skills, leading her towards the man of her dreams.

Director: Mark Tarlov | Stars: Sarah Michelle Gellar, Sean Patrick Flanery, Patricia Clarkson, Dylan Baker

Votes: 13,010 | Gross: $4.39M



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