1999 - The movies I've seen Best to Worst
by isthisbetterb | created - 05 Jun 2011 | updated - 1 week ago | 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: 2,320,066 | Gross: $37.03M
2. 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: 353,146 | Gross: $22.86M
3. 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: 250,463 | Gross: $0.03M
4. 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: 2,050,145 | Gross: $171.48M
5. 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: 161,577 | Gross: $106.89M
6. 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: 1,209,795 | Gross: $130.10M
7. 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: 287,291 | Gross: $10.82M
8. 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: 180,355 | Gross: $60.65M
9. 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: 41,310 | Gross: $4.22M
10. 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: 433,319 | Gross: $102.56M
11. 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: 145,557 | Gross: $81.53M
12. One Day in September (1999)
R | 94 min | Documentary, History, Sport
The Palestinian terrorist group Black September holds Israeli athletes hostage at the 1972 Summer Olympic Games in Munich.
Director: Kevin Macdonald | Stars: Michael Douglas, Ankie Spitzer, Jamal Al Gashey, Gerald Seymour
Votes: 6,239 | Gross: $0.16M
13. The Old Man and the Sea (1999)
20 min | Animation, Short, Adventure
An old fisherman goes out on his fishing trip and makes a huge catch, the biggest of his life.
Director: Aleksandr Petrov | Stars: Gordon Pinsent, Kevin Duhaney, Yôji Matsuda, Rentarô Mikuni
Votes: 4,572
14. 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: 248,591 | Gross: $206.04M
15. 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: 137,387 | Gross: $34.58M
16. The Thomas Crown Affair (1999)
R | 113 min | Crime, Romance, Thriller
A very rich and successful playboy amuses himself by stealing artwork, but may have met his match in a seductive detective.
Director: John McTiernan | Stars: Pierce Brosnan, Rene Russo, Denis Leary, Ben Gazzara
Votes: 100,372 | Gross: $69.30M
17. Trailer Park Boys (1999)
PG-13 | 67 min | Comedy
Two petty felons have a documentary made about their life in a trailer park.
Director: Mike Clattenburg | Stars: John Paul Tremblay, Robb Wells, Lucy Decoutere, Jeanna Harrison
Votes: 3,936
18. 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: 214,817 | Gross: $52.04M
19. 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: 285,077 | Gross: $140.54M
20. 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: 228,498 | Gross: $30.65M
21. 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: 619,049 | Gross: $245.85M
22. 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: 10,196 | Gross: $25.05M
23. 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: 460,270 | Gross: $155.25M
24. 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: 7,120 | Gross: $14.00M
25. 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: 383,606 | Gross: $101.07M
26. 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: 1,405,430 | Gross: $136.80M
27. 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: 49,005 | Gross: $52.89M
28. 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: 75,097 | Gross: $16.84M
29. Outer Space (1999)
Not Rated | 10 min | Short, Horror
Footage from The Entity (1982) is edited into an abstract nightmare.
Director: Peter Tscherkassky | Star: Barbara Hershey
Votes: 2,797
30. 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: 73,870 | Gross: $66.38M
31. 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: 233,919 | Gross: $163.48M
32. Grass (1999)
R | 80 min | Documentary, History
The history of the American government's war on marijuana in the 20th century.
Director: Ron Mann | Stars: Woody Harrelson, Harry J. Anslinger, George Bush, Cab Calloway
Votes: 3,627 | Gross: $0.31M
33. 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: 54,722 | Gross: $63.84M
34. 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: 131,990 | Gross: $32.70M
35. Blue Streak (1999)
PG-13 | 93 min | Action, Comedy, Crime
A former convict poses as a cop to retrieve a diamond he stole years ago.
Director: Les Mayfield | Stars: Martin Lawrence, Luke Wilson, Peter Greene, Dave Chappelle
Votes: 88,706 | Gross: $68.52M
36. 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: 34,781 | Gross: $3.19M
37. Flawless (1999)
R | 112 min | Crime, Drama
An ultraconservative security guard suffers a debilitating stroke and is assigned to a rehabilitative program that includes singing lessons with the drag queen next door.
Director: Joel Schumacher | Stars: Robert De Niro, Philip Seymour Hoffman, Barry Miller, Chris Bauer
Votes: 19,978 | Gross: $4.49M
38. The Dark Tower (1999)
3 min | Short
An experimental short film by Stan Brakhage which displays various lights and colors.
Director: Stan Brakhage
Votes: 712
39. Human Traffic (1999)
R | 99 min | Comedy, Music
Five youngsters embrace the 90s clubbing scene on a drug-fuelled weekend of partying in Cardiff.
Director: Justin Kerrigan | Stars: John Simm, Lorraine Pilkington, Shaun Parkes, Nicola Reynolds
Votes: 27,100 | Gross: $0.10M
40. Blast from the Past (1999)
PG-13 | 112 min | Comedy, Drama, Romance
A naive man comes out into the world after spending 35 years in a nuclear fallout shelter.
Director: Hugh Wilson | Stars: Brendan Fraser, Alicia Silverstone, Christopher Walken, Sissy Spacek
Votes: 71,605 | Gross: $26.49M
41. Landspeed: CKY (1999 Video)
TV-MA | 66 min | Comedy
The first video in the CKY series. The movie is based around skateboarding thrills and spills, but it contains the insane and disgusting stunts that eventually blossomed into "Jackass".
Director: Bam Margera | Stars: Brandon DiCamillo, Bam Margera, Jess Margera, Chris Aspite
Votes: 2,760
42. 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: 96,878 | Gross: $3.31M
43. Dudley Do-Right (1999)
PG | 77 min | Comedy, Family, Romance
The inept Canadian Mountie Dudley Do-Right chases after villain Snidely Whiplash and woos girlfriend Nell Fenwick.
Director: Hugh Wilson | Stars: Brendan Fraser, Sarah Jessica Parker, Alfred Molina, Eric Idle
Votes: 11,380 | Gross: $9.69M
44. 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: 142,467 | Gross: $73.65M
45. 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.
Director: Barry Sonnenfeld | Stars: Will Smith, Kevin Kline, Kenneth Branagh, Salma Hayek
Votes: 167,212 | Gross: $113.81M
46. The Jesse Ventura Story (1999 TV Movie)
Unrated | 87 min | Biography, Drama
Biography of ex-pro wrestler Jesse Ventura follows his life beginning as a youngster to election as the Governor of Minnesota in 1998.
Director: David Jackson | Stars: Nils Allen Stewart, Nancy Anne Sakovich, Thomas Brandise, Christopher Bondy
Votes: 314
47. Colorz of Rage (1999)
R | 90 min | Action, Drama, Thriller
When an interracial couple move to New York City from the suburbs of Boston, they are hit with a hard-core reality that they are totally unprepared for.
Director: Dale Resteghini | Stars: Dread Archie Jr., Crystal L. Bass, Toni D'Antonio, D-Don
Votes: 142
48. American Pimp (1999)
R | 87 min | Documentary
Street pimps, all of them African-American, discuss their lives and work: getting started, being flamboyant, pimping in various U.S. cities, bringing a woman into their group, taking a ... See full summary »
Directors: Albert Hughes, Allen Hughes | Stars: John S. Dickson, Antonio Fargas, Heidi Fleiss, L. Hammond
Votes: 2,368 | Gross: $0.29M
49. 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: 43,215 | Gross: $2.06M
50. Beyond the Mat (1999)
R | 102 min | Documentary, Biography, Sport
A heartfelt documentary focusing on the day-to-day lives of professional wrestlers, some on the rise, some on the wane, and others fighting for their lives.
Director: Barry W. Blaustein | Stars: Terry Funk, Mick Foley, Jake Roberts, Barry W. Blaustein
Votes: 9,469 | Gross: $2.05M
51. Los Enchiladas! (1999)
75 min | Comedy
Los Enchiladas! written, directed by & starring stand-up comedian Mitch Hedberg, based on his life growing up in Minnesota. It parodies a chain Mexican restaurant on the day before Cinco de Mayo. Premiering at Sundance 1999.
Director: Mitch Hedberg | Stars: Mitch Hedberg, Jana Johnson, Brian Malow, Dave Attell
Votes: 389
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