Favorite Films of 1999
by bertramsharp | created - 15 May 2012 | updated - 15 Sep 2021 | PublicUpdated: 09/15/2021
I have watched 149 films with a 1999 release date. I have listed them here ranked from best to worst (in my opinion).
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1. 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: 328,586 | Gross: $22.46M
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: 2,324,949 | Gross: $37.03M
3. 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: 285,679 | Gross: $140.54M
4. 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: 180,510 | Gross: $60.65M
5. 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: 89,272
6. Nang Nak (1999)
100 min | Action, Horror, Romance
Mak goes home from war and lives together with his wife and baby happily until a friend decides to reveal a secret.
Director: Nonzee Nimibutr | Stars: Inthira Charoenpura, Winai Kraibutr, Manit Meekaewjaroen, Pramote Suksatit
Votes: 1,919
7. 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: 75,170 | Gross: $16.84M
8. 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.
Director: Kevin Smith | Stars: Ben Affleck, Matt Damon, Linda Fiorentino, Bud Cort
Votes: 228,702 | Gross: $30.65M
9. 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: 215,018 | Gross: $52.04M
10. Wild Zero (1999)
Not Rated | 98 min | Comedy, Horror, Music
Only legendary Japanese garage rock band Guitar Wolf can stand between a race of aliens from destroying earth with an army of zombies.
Director: Tetsuro Takeuchi | Stars: Guitar Wolf, Drum Wolf, Bass Wolf, Masashi Endô
Votes: 3,799
11. 8MM (1999)
R | 123 min | Crime, Drama, Mystery
A private investigator is hired to discover if a "snuff film" is authentic or not.
Director: Joel Schumacher | Stars: Nicolas Cage, Joaquin Phoenix, James Gandolfini, Peter Stormare
Votes: 142,767 | Gross: $36.66M
12. The Ninth Gate (1999)
R | 133 min | Mystery, Thriller
A book broker discovers his latest find may summon Satan.
Director: Roman Polanski | Stars: Johnny Depp, Frank Langella, Lena Olin, Emmanuelle Seigner
Votes: 197,549 | Gross: $18.66M
13. 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: 619,864 | Gross: $245.85M
14. Any Given Sunday (1999)
R | 162 min | Drama, Sport
A behind-the-scenes look at the life-and-death struggles of modern-day gladiators and those who lead them.
Director: Oliver Stone | Stars: Al Pacino, Dennis Quaid, Cameron Diaz, James Woods
Votes: 125,910 | Gross: $75.53M
15. eXistenZ (1999)
R | 97 min | Horror, Mystery, Sci-Fi
A game designer on the run from assassins must play her latest virtual reality creation with a marketing trainee to determine if the game has been damaged.
Director: David Cronenberg | Stars: Jude Law, Jennifer Jason Leigh, Ian Holm, Willem Dafoe
Votes: 107,239 | Gross: $2.84M
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.
Director: Troy Duffy | Stars: Willem Dafoe, Sean Patrick Flanery, Norman Reedus, David Della Rocco
Votes: 250,744 | Gross: $0.03M
17. 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: 2,053,985 | Gross: $171.48M
18. Mystery, Alaska (1999)
R | 119 min | Comedy, Drama, Sport
The residents of a small town get over-excited when their hockey team gets chosen to host a televised event.
Director: Jay Roach | Stars: Russell Crowe, Burt Reynolds, Hank Azaria, Mary McCormack
Votes: 28,385 | Gross: $8.89M
19. Entropy (I) (1999)
R | 104 min | Comedy, Drama, Romance
Stephen Dorff narrates this tale about how his life goes astray as his character attempts to strike a balance between the demands of directing his first film and the pressures of his new ... See full summary »
Director: Phil Joanou | Stars: Stephen Dorff, Judith Godrèche, Kelly Macdonald, Lauren Holly
Votes: 2,374
20. 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: 19,345 | Gross: $1.16M
21. 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: 1,211,268 | Gross: $130.10M
22. Fantasia 2000 (1999)
G | 75 min | Animation, Family, Fantasy
An update of the original film with new interpretations of great works of classical music.
Directors: James Algar, Gaëtan Brizzi, Paul Brizzi, Hendel Butoy, Francis Glebas, Eric Goldberg, Don Hahn, Pixote Hunt | Stars: James Levine, Steve Martin, Itzhak Perlman, Quincy Jones
Votes: 41,434 | Gross: $60.66M
23. 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: 1,407,913 | Gross: $136.80M
24. 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: 353,426 | Gross: $22.86M
25. 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.
Director: Renny Harlin | Stars: Thomas Jane, Saffron Burrows, Samuel L. Jackson, Jacqueline McKenzie
Votes: 142,594 | Gross: $73.65M
26. 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: 287,682 | Gross: $10.82M
27. Ravenous (1999)
R | 101 min | Adventure, Drama, Horror
In a remote military outpost in the 19th century, Captain John Boyd and his regiment embark on a rescue mission which takes a dark turn when they are ambushed by a sadistic cannibal.
Director: Antonia Bird | Stars: Guy Pearce, Robert Carlyle, David Arquette, Jeremy Davies
Votes: 43,257 | Gross: $2.06M
28. American Pie (1999)
R | 95 min | Comedy
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: 433,908 | Gross: $102.56M
29. Sunshine (1999)
R | 181 min | Drama, History, Romance
The fate of a Hungarian Jewish family throughout the 20th century.
Director: István Szabó | Stars: Ralph Fiennes, Rosemary Harris, Rachel Weisz, Jennifer Ehle
Votes: 15,800 | Gross: $5.10M
30. 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: 87,528 | Gross: $21.13M
31. Hitchcock: Shadow of a Genius (1999 TV Movie)
101 min | Documentary, Biography
This documentary is a fascinating look at the cinematic genius of Alfred Hitchcock. Briefly covering much of his early British works, the film primarily focuses on his American classics, ... See full summary »
Director: Ted Haimes | Stars: Kevin Spacey, Jonathan Demme, Alfred Hitchcock, Joseph Stefano
Votes: 614
32. Felicia's Journey (1999)
PG-13 | 116 min | Drama, Thriller
A young woman leaves Ireland to find her boyfriend in England, and while there is helped by a man hiding unsettling secrets.
Director: Atom Egoyan | Stars: Bob Hoskins, Arsinée Khanjian, Elaine Cassidy, Sheila Reid
Votes: 8,406 | Gross: $0.82M
33. The Hand Behind the Mouse: The Ub Iwerks Story (1999)
G | 90 min | Documentary
A documentary on the life of the under-appreciated animator Ub Iwerks, who played a major role in the creation of Mickey Mouse.
Director: Leslie Iwerks | Stars: Kelsey Grammer, Mark Kausler, John Lasseter, Russell Merritt
Votes: 282
34. 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: 104,823 | Gross: $57.55M
35. Summer of Sam (1999)
R | 142 min | Crime, Drama, Romance
Spike Lee's take on the "Son of Sam" murders in New York City during the summer of 1977 centering on the residents of an Italian-American Northeast Bronx neighborhood who live in fear and distrust of one another.
Director: Spike Lee | Stars: John Leguizamo, Adrien Brody, Mira Sorvino, Jennifer Esposito
Votes: 41,315 | Gross: $19.28M
36. 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: 24,987 | Gross: $27.07M
37. House on Haunted Hill (1999)
R | 93 min | Horror, Mystery, Thriller
An amusement park mogul offers a group of diverse people $1,000,000 to spend the night in a haunted house with a horrifying past.
Director: William Malone | Stars: Geoffrey Rush, Famke Janssen, Taye Diggs, Peter Gallagher
Votes: 60,151 | Gross: $40.85M
38. 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: 73,964 | Gross: $66.38M
39. Muppets from Space (1999)
G | 87 min | Adventure, Comedy, Family
Gonzo is contacted by his alien family through his breakfast cereal. But when the men in black kidnap him, it's up to Kermit and the gang to rescue Gonzo and help him reunite with his long-lost family.
Director: Tim Hill | Stars: Dave Goelz, Steve Whitmire, Bill Barretta, Jerry Nelson
Votes: 20,620 | Gross: $16.63M
40. Mickey's Once Upon a Christmas (1999 Video)
Not Rated | 66 min | Animation, Comedy, Family
Three tales of Christmas past about Donald's nephews reliving the day on repeat, Max Goof's belief in Santa being challenged, and Mickey and Minnie making ends meet.
Directors: Jun Falkenstein, Alex Mann, Bradley Raymond, Toby Shelton, Bill Speers | Stars: Kelsey Grammer, Wayne Allwine, Russi Taylor, Tony Anselmo
Votes: 10,403
41. Rukajärven tie (1999)
Not Rated | 123 min | War, Drama
Set during the World War 2. In the summer of 1941 the Finnish army crosses the border of Russia. A platoon led by Lt. Eero Perkola goes through the wilderness around the Lieksa lake to ... See full summary »
Director: Olli Saarela | Stars: Peter Franzén, Irina Björklund, Kari Heiskanen, Taisto Reimaluoto
Votes: 4,472
42. 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: 145,755 | Gross: $81.53M
43. The End of the Affair (1999)
R | 102 min | Drama, Romance
A desperate man tries to find out why his beloved left him years ago.
Director: Neil Jordan | Stars: Ralph Fiennes, Julianne Moore, Stephen Rea, Heather-Jay Jones
Votes: 23,946 | Gross: $10.66M
44. Curse of the Blair Witch (1999 TV Movie)
Unrated | 44 min | Horror, Thriller
A mockumentary exploring the life of the Blair Witch and the three missing student filmmakers.
Directors: Daniel Myrick, Eduardo Sánchez | Stars: Peg O'Keef, Heather Donahue, Michael Hoover, Rachel Braaten
Votes: 3,117
45. Storm of the Century (1999)
PG-13 | 86 min | Drama, Fantasy, Horror
A dangerous blizzard hits an isolated town and brings along a mysterious stranger intent on terrorizing people for his own desires.
Stars: Tim Daly, Colm Feore, Debrah Farentino, Jeffrey DeMunn
Votes: 24,394
46. 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: 383,985 | Gross: $101.07M
47. 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: 180,255 | Gross: $28.97M
48. Animal Farm (1999 TV Movie)
PG | 91 min | Comedy, Drama, Family
The animals of a farm successfully revolt against its human owner, only to slide into a more brutal tyranny amongst themselves.
Director: John Stephenson | Stars: Kelsey Grammer, Ian Holm, Julia Louis-Dreyfus, Julia Ormond
Votes: 6,487
49. Angela's Ashes (1999)
R | 145 min | Biography, Drama
An Irish Catholic family returns to 1930s Limerick after a child's death in America. The unemployed I.R.A. veteran father struggles with poverty, prejudice and alcoholism as the family endures harsh slum conditions.
Director: Alan Parker | Stars: Emily Watson, Robert Carlyle, Joe Breen, Ciaran Owens
Votes: 23,253 | Gross: $13.04M
50. 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
51. Quand on est amoureux, c'est merveilleux (1999)
23 min | Short, Horror
Mlle Lara has trouble with men so for her birthday she plans something special in pursuit of a wonderful love.
Director: Fabrice du Welz | Stars: Édith Le Merdy, Philippe Résimont, Jean-Luc Couchard, Jackie Berroyer
Votes: 260
52. Snow Falling on Cedars (1999)
PG-13 | 127 min | Drama, Mystery, Romance
A Japanese-American fisherman is accused of killing his neighbor at sea. In the 1950s, race figures into the trial. So does reporter Ishmael.
Director: Scott Hicks | Stars: Ethan Hawke, Max von Sydow, Yûki Kudô, Reeve Carney
Votes: 14,566 | Gross: $14.38M
53. School's Out (1999 TV Movie)
R | 93 min | Horror, Mystery, Thriller
After escaping from a nearby mental institution, a violent lunatic and sexual deviant terrorizes a group of seniors at their end-of-the-year high school dance.
Director: Robert Sigl | Stars: Katharina Wackernagel, Niels-Bruno Schmidt, Marlene Meyer-Dunker, Nils Nelleßen
Votes: 417
54. Ghost Dog: The Way of the Samurai (1999)
R | 116 min | Crime, Drama
An African-American Mafia hit man who models himself after the samurai of old finds himself targeted for death by the mob.
Director: Jim Jarmusch | Stars: Forest Whitaker, Henry Silva, John Tormey, Cliff Gorman
Votes: 96,987 | Gross: $3.31M
55. The Road to Dracula (1999 Video)
35 min | Documentary, Short
A look at the history of the infamous vampire Dracula, and how the original 1931 film came to be.
Director: David J. Skal | Stars: Carla Laemmle, Clive Barker, Bob Madison, David J. Skal
Votes: 415
56. Tell Me Something (1999)
R | 118 min | Crime, Mystery, Thriller
Lieutenant Cho, a cop on the edge, is mourning his mother's recent death while under investigation for graft; on top of that he is suddenly put in charge of a seemingly-impenetrable mystery.
Director: Yun-hyeon Jang | Stars: Han Suk-kyu, Shim Eun-ha, Jang Hang-seon, Yum Jung-ah
Votes: 3,142
57. Ring 2 (1999)
Not Rated | 95 min | Horror, Mystery, Sci-Fi
Reiko takes Yôichi into hiding when her son begins to display frightening powers. Meanwhile, Mai Takano and the authorities begin a desperate search for them, as the mysterious Ring curse spreads.
Director: Hideo Nakata | Stars: Miki Nakatani, Hitomi Satô, Kyôko Fukada, Fumiyo Kohinata
Votes: 14,729
58. Ride with the Devil (I) (1999)
R | 138 min | Drama, Romance, War
During the American Civil War, two friends join the Bushwhackers, a militant group loyal to the Confederacy.
Director: Ang Lee | Stars: Tobey Maguire, Skeet Ulrich, Jewel, Jeremy W. Auman
Votes: 14,560 | Gross: $0.63M
59. Idle Hands (1999)
R | 92 min | Comedy, Fantasy, Horror
A teenage slacker's right hand becomes possessed with murderous intent.
Director: Rodman Flender | Stars: Devon Sawa, Seth Green, Elden Henson, Jessica Alba
Votes: 46,769 | Gross: $4.00M
60. Limbo (II) (1999)
TV-MA | 58 min | Horror
A woman makes a descent into Hell after she kills a man she brought home as a one-night stand.
Director: Tina Krause | Stars: Barron, Suze Daufler, Sean Farrell, Vincent Hager
Votes: 86
61. Resurrection (1999)
R | 108 min | Crime, Drama, Horror
Chicago homicide detectives Prudhome and Hollingsworth are assigned to investigate a murder. Both become entangled in the plot of a serial killer whose goal is to recreate the body of Christ.
Director: Russell Mulcahy | Stars: Christopher Lambert, Mike Anscombe, Jeff J.J. Authors, Patrick Chilvers
Votes: 11,077
62. 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: 243,332 | Gross: $81.30M
63. Attack of the 50 Foot Monster Mania (1999 TV Movie)
Unrated | 56 min | Documentary, Horror
An hour of gargantuan gorillas, deadly dinosaurs, one-eyed giants & colossal beasts!
Stars: Bill Mumy, Cassandra Peterson, Forrest J. Ackerman, Ronald V. Borst
Votes: 150
64. 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".
Director: Jay Roach | Stars: Mike Myers, Heather Graham, Michael York, Robert Wagner
Votes: 248,911 | Gross: $206.04M
65. 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: 1,051,666 | Gross: $293.51M
66. Varsity Blues (1999)
R | 106 min | Comedy, Drama, Romance
A back-up quarterback is chosen to lead a Texas football team to victory after the star quarterback is injured.
Director: Brian Robbins | Stars: James Van Der Beek, Jon Voight, Paul Walker, Ron Lester
Votes: 49,094 | Gross: $52.89M
67. 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: 856,721 | Gross: $474.54M
68. 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: 342,379 | Gross: $116.09M
69. She's Alive! Creating the Bride of Frankenstein (1999 Video)
39 min | Documentary, Short, Horror
Documentary about the making of 1935's "Bride of Frankenstein."
Director: David J. Skal | Stars: Joe Dante, Christopher Bram, Scott MacQueen, Bob Madison
Votes: 306
70. The Jack Bull (1999 TV Movie)
R | 116 min | Drama, Western
After being wrongfully denied justice, a horse trader seeks his own justice on a treacherous rancher.
Director: John Badham | Stars: John Cusack, John Goodman, L.Q. Jones, Miranda Otto
Votes: 5,206
71. RKO 281 (1999 TV Movie)
R | 86 min | Biography, Drama
Orson Welles produces his greatest film, Citizen Kane (1941), despite the opposition of the film's de facto subject, William Randolph Hearst.
Director: Benjamin Ross | Stars: Liev Schreiber, James Cromwell, Melanie Griffith, John Malkovich
Votes: 6,504
72. 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: 34,840 | Gross: $3.19M
73. Tarzan (1999)
G | 88 min | Animation, Adventure, Comedy
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: 247,321 | Gross: $171.09M
74. Rogue Trader (1999)
R | 101 min | Crime, Drama, History
The story of Nick Leeson, an ambitious investment broker who singlehandedly bankrupted one of the oldest and most important banks in Britain.
Director: James Dearden | Stars: Ewan McGregor, Anna Friel, Cristian Solimeno, Lorna Pegler
Votes: 10,664
75. Crazy in Alabama (1999)
PG-13 | 111 min | Comedy, Crime, Drama
An abused wife heads to California to become a movie star while her nephew back in Alabama has to deal with a racially-motivated murder involving a corrupt sheriff.
Director: Antonio Banderas | Stars: Melanie Griffith, David Morse, Lucas Black, Cathy Moriarty
Votes: 7,394 | Gross: $1.95M
76. 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: 97,591 | Gross: $55.47M
77. In Too Deep (1999)
R | 95 min | Crime, Drama, Thriller
Right out of police academy, Jeff/Omar Epps starts as undercover cop in Cincinnati. First it's small time cases but he proves himself and moves up to a big case - befriending a brutal crime boss.
Director: Michael Rymer | Stars: Lloyd Adams, Philip Akin, Anna Carolina Arias, Karina Arroyave
Votes: 7,122 | Gross: $14.00M
78. 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: 76,069 | Gross: $16.64M
79. 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: 185,043 | Gross: $66.52M
80. The Wood (1999)
R | 106 min | Comedy, Drama, Romance
While dealing with a friend's cold feet on his wedding day, a writer reminisces about his youth with his best friends.
Director: Rick Famuyiwa | Stars: Elayn J. Taylor, Omar Epps, Richard T. Jones, Sean Nelson
Votes: 10,208 | Gross: $25.05M
81. Arlington Road (1999)
R | 117 min | Action, Crime, Drama
A man begins to suspect his neighbors are not what they appear to be and their secrets could be deadly.
Director: Mark Pellington | Stars: Jeff Bridges, Tim Robbins, Joan Cusack, Hope Davis
Votes: 91,900 | Gross: $24.36M
82. In Dreams (1999)
R | 100 min | Drama, Fantasy, Thriller
A suburban housewife learns that she has a dreamworld connection to a serial murderer, and must stop him from killing again.
Director: Neil Jordan | Stars: Annette Bening, Robert Downey Jr., Katie Sagona, Aidan Quinn
Votes: 13,638 | Gross: $12.02M
83. Tomie (1998)
95 min | Crime, Drama, Horror
A traumatized young woman is trying to recover her memories with the help of a psychiatrist. During her hypnosis sessions, she repeats the name "Tomie" but is unable to recall where she knows it from.
Director: Ataru Oikawa | Stars: Miho Kanno, Mami Nakamura, Yoriko Dôguchi, Tomorô Taguchi
Votes: 1,971
84. 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: 41,359 | Gross: $4.22M
85. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 385,501 | Gross: $38.18M
86. 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: 234,278 | Gross: $163.48M
87. 200 Cigarettes (1999)
R | 101 min | Comedy, Drama, Romance
A collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses.
Director: Risa Bramon Garcia | Stars: Ben Affleck, Casey Affleck, Dave Chappelle, Guillermo Diaz
Votes: 16,349 | Gross: $6.85M
88. The 13th Warrior (1999)
R | 102 min | Action, Adventure, History
A man, having fallen in love with the wrong woman, is sent by the sultan himself on a diplomatic mission to a distant land as an ambassador. Stopping at a Viking village port to restock on supplies, he finds himself unwittingly embroiled in a quest to banish a mysterious threat in a distant Viking land.
Directors: John McTiernan, Michael Crichton | Stars: Antonio Banderas, Diane Venora, Dennis Storhøi, Vladimir Kulich
Votes: 132,138 | Gross: $32.70M
89. The Apartment Complex (1999 TV Movie)
R | 99 min | Comedy, Mystery, Thriller
When a grad student takes a job managing an apartment complex, he discovers all the tenants are weirdos and there's a corpse in the bottom of the swimming pool.
Director: Tobe Hooper | Stars: Chad Lowe, Fay Masterson, Obba Babatundé, Patrick Warburton
Votes: 514
90. Outside Providence (1999)
R | 96 min | Comedy, Drama, Romance
After one too many run ins with the law, a punk teenager from a working class background is sent to prep school by his frustrated dad, and learns a thing or two.
Director: Michael Corrente | Stars: Shawn Hatosy, Amy Smart, Alec Baldwin, Tommy Bone
Votes: 9,326 | Gross: $7.29M
91. Dead or Alive (1999)
R | 105 min | Action, Crime, Drama
A yakuza of Chinese descent and a Japanese cop each wage their own war against the Japanese mafia. But they are destined to meet. Their encounter will change the world.
Director: Takashi Miike | Stars: Shô Aikawa, Riki Takeuchi, Renji Ishibashi, Hitoshi Ozawa
Votes: 8,565 | Gross: $0.00M
92. From Dusk Till Dawn 3: The Hangman's Daughter (1999 Video)
R | 94 min | Horror, Thriller, Western
Set 100 years ago in Mexico, this horror/western is the story of the birth of the vampire princess Santanico Pandemonium.
Director: P.J. Pesce | Stars: Marco Leonardi, Michael Parks, Ara Celi, Jordana Spiro
Votes: 12,602
93. The Rage: Carrie 2 (1999)
R | 104 min | Drama, Horror, Sci-Fi
A horrible massacre strikes up after an outcast teenage girl is taunted by a group of high school jocks, all of them unaware of her cutthroat telekinetic powers.
Directors: Katt Shea, Robert Mandel | Stars: Emily Bergl, Jason London, Dylan Bruno, J. Smith-Cameron
Votes: 17,890 | Gross: $17.76M
94. Teaching Mrs. Tingle (1999)
PG-13 | 96 min | Comedy, Thriller
The story of a girl who is willing to do anything to become Valedictorian, even if it means murdering the teacher that stands in her way.
Director: Kevin Williamson | Stars: Helen Mirren, Marisa Coughlan, Katie Holmes, Jeffrey Tambor
Votes: 21,720 | Gross: $8.95M
95. End of Days (1999)
R | 122 min | Action, Fantasy, Horror
At the end of the century, Satan visits New York in search of a bride. It's up to an ex-cop who now runs an elite security outfit to stop him.
Director: Peter Hyams | Stars: Arnold Schwarzenegger, Gabriel Byrne, Robin Tunney, Kevin Pollak
Votes: 116,742 | Gross: $66.89M
96. 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: 70,641 | Gross: $29.76M
97. Midsummer's Night Dream (1999 Video)
X | 90 min | Adult
Director: Steve Cadro | Stars: Akos, Flame, Gabor Gregor, Black Jack
98. 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.
Director: Sofia Coppola | Stars: Kirsten Dunst, Josh Hartnett, James Woods, Kathleen Turner
Votes: 169,270 | Gross: $4.86M
99. 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 wreak 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: 461,288 | Gross: $155.25M
100. Deuce Bigalow: Male Gigolo (1999)
R | 88 min | Comedy, Romance
An average aquarium cleaner house-sits for a gigolo, only to be forced to become one himself.
Director: Mike Mitchell | Stars: Rob Schneider, William Forsythe, Eddie Griffin, Arija Bareikis
Votes: 79,993 | Gross: $65.54M
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