Best of 1999
by GeekCritique | created - 05 May 2015 | updated - 13 Oct 2015 | Public- Instant Watch Options
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1. 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: 2,324,815 | Gross: $37.03M
10
2. 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: 1,407,857 | Gross: $136.80M
10
3. 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: 353,412 | Gross: $22.86M
9.6
4. 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: 619,833 | Gross: $245.85M
9.4
5. 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: 1,211,231 | Gross: $130.10M
9
6. 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: 1,051,618 | Gross: $293.51M
9
7. Eyes Wide Shut (1999)
R | 159 min | Drama, Mystery, Thriller
A Manhattan doctor embarks on a bizarre, night-long odyssey after his wife's admission of unfulfilled longing.
Director: Stanley Kubrick | Stars: Tom Cruise, Nicole Kidman, Todd Field, Sydney Pollack
Votes: 375,242 | Gross: $55.69M
8.7
8. 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: 2,053,862 | Gross: $171.48M
8.4
9. Man on the Moon (1999)
R | 118 min | Biography, Comedy, Drama
The life and career of legendary comedian Andy Kaufman.
Director: Milos Forman | Stars: Jim Carrey, Danny DeVito, Gerry Becker, Greyson Erik Pendry
Votes: 137,501 | Gross: $34.58M
10. 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: 328,571 | Gross: $22.46M
11. 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 exposé on Big Tobacco.
Director: Michael Mann | Stars: Russell Crowe, Al Pacino, Christopher Plummer, Diane Venora
Votes: 180,243 | Gross: $28.97M
12. Bringing Out the Dead (1999)
R | 121 min | Drama, Thriller
Haunted by the patients he failed to save, a monumentally burned-out Manhattan ambulance paramedic fights to maintain his sanity over three increasingly turbulent nights.
Director: Martin Scorsese | Stars: Nicolas Cage, Patricia Arquette, John Goodman, Ving Rhames
Votes: 76,068 | Gross: $16.64M
13. Titus (1999)
R | 162 min | Drama, History, Thriller
Titus returns victorious from war, only to plant the seeds of future turmoil for himself and his family.
Director: Julie Taymor | Stars: Anthony Hopkins, Jessica Lange, Osheen Jones, Dario D'Ambrosi
Votes: 21,468 | Gross: $1.92M
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: 103,300 | Gross: $11.53M
15. Election (1999)
R | 103 min | Comedy, Romance
A high school teacher meets his match in an over-achieving student politician.
Director: Alexander Payne | Stars: Matthew Broderick, Reese Witherspoon, Loren Nelson, Chris Klein
Votes: 104,560 | Gross: $14.88M
16. Office Space (1999)
R | 89 min | Comedy
Three company workers who hate their jobs decide to rebel against their greedy boss.
Director: Mike Judge | Stars: Ron Livingston, Jennifer Aniston, David Herman, Ajay Naidu
Votes: 287,669 | Gross: $10.82M
17. Topsy-Turvy (1999)
R | 160 min | Biography, Comedy, Drama
Set in the 1880s, the story of how, during a creative dry spell, the partnership of the legendary musical/theatrical writers Gilbert and Sullivan almost dissolves, before they turn it all around and write the Mikado.
Director: Mike Leigh | Stars: Jim Broadbent, Allan Corduner, Dexter Fletcher, Sukie Smith
Votes: 13,481 | Gross: $6.20M
18. 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.
Director: Lasse Hallström | Stars: Tobey Maguire, Charlize Theron, Michael Caine, Delroy Lindo
Votes: 104,821 | Gross: $57.55M
19. 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: 180,508 | Gross: $60.65M
20. The War Zone (1999)
R | 98 min | Drama, Thriller
An alienated teenager, saddened that he has moved away from London, must find a way to deal with a dark family secret.
Director: Tim Roth | Stars: Ray Winstone, Annabelle Apsion, Kate Ashfield, Lara Belmont
Votes: 11,191 | Gross: $0.25M
21. 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: 285,663 | Gross: $140.54M
22. 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.
Director: Takashi Miike | Stars: Ryo Ishibashi, Eihi Shiina, Tetsu Sawaki, Jun Kunimura
Votes: 89,266
23. The Iron Giant (1999)
PG | 86 min | Animation, Action, Adventure
A young boy befriends a giant robot from outer space that a paranoid government agent wants to destroy.
Director: Brad Bird | Stars: Eli Marienthal, Harry Connick Jr., Jennifer Aniston, Vin Diesel
Votes: 227,554 | Gross: $23.16M
24. 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: 102,899 | Gross: $8.26M
25. The Limey (1999)
R | 89 min | Crime, Drama, Mystery
An extremely volatile and dangerous Englishman goes to Los Angeles to find the man he considers responsible for his daughter's death.
Director: Steven Soderbergh | Stars: Terence Stamp, Peter Fonda, Lesley Ann Warren, Luis Guzmán
Votes: 34,838 | Gross: $3.19M
26. Run Lola Run (1998)
R | 80 min | Action, Crime, Thriller
After a botched money delivery, Lola has 20 minutes to come up with 100,000 Deutschmarks.
Director: Tom Tykwer | Stars: Franka Potente, Moritz Bleibtreu, Herbert Knaup, Nina Petri
Votes: 207,022 | Gross: $7.27M
27. American Movie (1999)
R | 107 min | Documentary, Comedy
Documentary about an aspiring filmmaker's attempts to finance his dream project by finally completing the low-budget horror film he abandoned years before.
Director: Chris Smith | Stars: Mark Borchardt, Mike Schank, Tom Schimmels, Monica Borchardt
Votes: 19,343 | Gross: $1.16M
28. 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: 178,258 | Gross: $71.58M
29. Go (1999)
R | 102 min | Comedy, Crime
The aftermath of a drug deal as told from three different points of view.
Director: Doug Liman | Stars: Sarah Polley, Jay Mohr, Scott Wolf, Taye Diggs
Votes: 75,161 | Gross: $16.84M
30. 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.
Director: Joe Johnston | Stars: Jake Gyllenhaal, Chris Cooper, Laura Dern, Chris Owen
Votes: 98,070 | Gross: $32.48M
31. Sweet and Lowdown (1999)
PG-13 | 95 min | Comedy, Drama, Music
In the 1930s, jazz guitarist Emmet Ray idolizes Django Reinhardt, faces gangsters and falls in love with a mute woman.
Director: Woody Allen | Stars: Sean Penn, Samantha Morton, Woody Allen, Ben Duncan
Votes: 36,684 | Gross: $4.20M
32. Buena Vista Social Club (1999)
G | 105 min | Documentary, Music
Aging Cuban musicians whose talents had been virtually forgotten following Castro's takeover of Cuba, are brought out of retirement by Ry Cooder, who travelled to Havana in order to bring the musicians together, resulting in triumphant performances of extraordinary music, and resurrecting the musicians' careers.
Director: Wim Wenders | Stars: Compay Segundo, Ibrahim Ferrer, Rubén González, Octavio Calderon
Votes: 20,542 | Gross: $7.00M
33. Show Me Love (1998)
Not Rated | 89 min | Comedy, Drama, Romance
Two teenage girls in small-town Sweden. Elin is beautiful, popular, and bored with life. Agnes is friendless, sad, and secretly in love with Elin.
Director: Lukas Moodysson | Stars: Alexandra Dahlström, Rebecka Liljeberg, Erica Carlson, Mathias Rust
Votes: 55,408 | Gross: $0.17M
34. La fille sur le pont (1999)
R | 90 min | Comedy, Drama, Romance
One night, a fading entertainer intervenes when a woman contemplates suicide, beginning a strange, unpredictable relationship.
Director: Patrice Leconte | Stars: Vanessa Paradis, Daniel Auteuil, Frédéric Pfluger, Dimitris Georgalas
Votes: 14,359 | Gross: $1.71M
35. Himalaya (1999)
108 min | Drama
An aging chief's last stand, lessons for the new, and the education of a young chief-to-be played against harsh Nature in Nepal's Dolpo. When his son dies returning from Tibet's salt lakes,... See full summary »
Directors: Eric Valli, Michel Debats | Stars: Thilen Lhondup, Gurgon Kyap, Lhakpa Tsamchoe, Karma Wangel
Votes: 5,693 | Gross: $2.48M
36. 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: 243,266 | Gross: $81.30M
37. Liberty Heights (1999)
R | 127 min | Comedy, Drama, Music
Baltimore, Fall 1954: Schools implement the new integration law. Ben finds the "colored" girl in his class cute - upsetting his Jewish mom and granny. Ben talks to her while his brother looks for his WASP dream girl.
Director: Barry Levinson | Stars: Adrien Brody, Bebe Neuwirth, Joe Mantegna, Ben Foster
Votes: 7,047 | Gross: $3.73M
38. Cookie's Fortune (1999)
PG-13 | 118 min | Comedy, Drama
Conflict arises in the small town of Holly Springs when an old woman's death causes a variety of reactions among family and friends.
Director: Robert Altman | Stars: Glenn Close, Julianne Moore, Liv Tyler, Chris O'Donnell
Votes: 13,825 | Gross: $10.92M
39. Bowfinger (1999)
PG-13 | 97 min | Comedy
When a desperate movie producer fails to get a major star for his bargain-basement film, he decides to shoot the film secretly around him.
Director: Frank Oz | Stars: Steve Martin, Eddie Murphy, Heather Graham, Christine Baranski
Votes: 73,959 | Gross: $66.38M
40. South Park: Bigger, Longer & Uncut (1999)
R | 81 min | Animation, Comedy, Fantasy
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: 215,014 | Gross: $52.04M
41. Happy, Texas (1999)
PG-13 | 98 min | Comedy, Crime, Romance
3 prisoners escape. 2 end up in Happy, Texas, where they're mistaken for a gay couple expected there to help with the small girls beauty pageant. As the 2 are paid $1000, they decide to stay until the heat is gone.
Director: Mark Illsley | Stars: Jeremy Northam, Steve Zahn, William H. Macy, Ally Walker
Votes: 10,295 | Gross: $1.94M
42. Jesus' Son (1999)
R | 107 min | Drama
A young man, often high on drugs and alcohol, careens through life and makes his way toward recovery and redemption.
Director: Alison Maclean | Stars: Billy Crudup, Robert Michael Kelly, Torben Brooks, Dierdre Lewis
Votes: 7,485 | Gross: $1.28M
43. Get Real (1998)
R | 108 min | Comedy, Drama, Romance
A tenderly romantic coming-of-age story as two boys in a British school fall in love.
Director: Simon Shore | Stars: Ben Silverstone, Brad Gorton, Charlotte Brittain, Stacy Hart
Votes: 14,679 | Gross: $1.20M
44. Twin Falls Idaho (1999)
R | 111 min | Drama
Conjoined twins have their relationship tested when a woman takes interest in one of them.
Director: Michael Polish | Stars: Michael Polish, Mark Polish, Michele Hicks, Jon Gries
Votes: 5,251 | Gross: $0.99M
45. Mansfield Park (1999)
PG-13 | 112 min | Comedy, Drama, Romance
Fanny, born into a poor family, is sent away to live with wealthy uncle Sir Thomas, his wife and their four children, where she'll be brought up for a proper introduction to society.
Director: Patricia Rozema | Stars: Frances O'Connor, Jonny Lee Miller, Alessandro Nivola, Hannah Taylor Gordon
Votes: 25,847 | Gross: $4.76M
46. Besieged (1998)
R | 93 min | Drama, Romance
While in exile in Italy, an African woman finds herself trying to get back home and free her imprisoned husband. But the only man that can help her do so is in love with her.
Director: Bernardo Bertolucci | Stars: Thandiwe Newton, David Thewlis, Claudio Santamaria, John C. Ojwang
Votes: 5,223 | Gross: $2.03M
47. 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: 383,979 | Gross: $101.07M
48. The Red Violin (1998)
R | 130 min | Drama, Music, Mystery
A red-colored violin inspires passion, making its way through three centuries over several owners and countries, eventually ending up at an auction where it may find a new owner.
Director: François Girard | Stars: Carlo Cecchi, Jean-Luc Bideau, Christoph Koncz, Jason Flemyng
Votes: 34,490 | Gross: $9.47M
49. Mystery Men (1999)
PG-13 | 121 min | Action, Comedy, Fantasy
A group of inept amateur superheroes must try to save the day when a supervillain threatens to destroy a major superhero and the city.
Director: Kinka Usher | Stars: Ben Stiller, Janeane Garofalo, William H. Macy, Hank Azaria
Votes: 70,640 | Gross: $29.76M
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