Best of 1999
by Stryder-56897 | created - 30 Mar 2021 | updated - 08 Jan 2022 | Public- Instant Watch Options
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1. 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: 2,051,844 | Gross: $171.48M
2. 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: 460,548 | Gross: $155.25M
3. 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: 180,401 | Gross: $60.65M
4. 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: 856,043 | Gross: $474.54M
5. 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: 1,050,786 | Gross: $293.51M
6. 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: 132,050 | Gross: $32.70M
7. 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: 234,068 | Gross: $163.48M
8. 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: 178,045 | Gross: $71.58M
9. 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: 328,358 | Gross: $22.46M
10. 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: 241,946 | Gross: $81.30M
11. Godzilla 2000 (1999)
PG | 99 min | Action, Adventure, Drama
An independent group of researchers actively track Godzilla as a giant meteor is discovered. The mysterious rock begins to levitate as its true intentions for the world and Godzilla are revealed.
Director: Takao Okawara | Stars: Takehiro Murata, Hiroshi Abe, Naomi Nishida, Mayu Suzuki
Votes: 9,300 | Gross: $10.04M
12. 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: 2,322,176 | Gross: $37.03M
13. 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: 1,406,454 | Gross: $136.80M
14. 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: 142,520 | Gross: $73.65M
15. 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: 100,469 | Gross: $69.30M
16. 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: 97,850 | Gross: $32.48M
17. 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: 95,830 | Gross: $116.74M
18. 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: 142,689 | Gross: $36.66M
19. 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: 384,878 | Gross: $38.18M
20. 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: 227,241 | Gross: $23.16M
21. 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: 63,805 | Gross: $102.71M
22. 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: 169,099 | Gross: $4.86M
23. Universal Soldier: The Return (1999)
R | 83 min | Action, Sci-Fi
The "universal soldiers" must fight the whole army, when the military's supercomputer S.E.T.H gets out of control.
Director: Mic Rodgers | Stars: Jean-Claude Van Damme, Bill Goldberg, Heidi Schanz, Michael Jai White
Votes: 30,767 | Gross: $10.43M
24. Gamera 3: Revenge of Iris (1999)
Not Rated | 108 min | Action, Drama, Fantasy
Gamera's ties to humanity have been severed as the Gyaos re-emerge. Nagamine and Asagi investigate as an orphaned girl named Ayana discovers a new creature. Named Iris, Ayana seeks revenge on Gamera for the death of her family.
Director: Shûsuke Kaneko | Stars: Shinobu Nakayama, Ai Maeda, Yukijirô Hotaru, Ayako Fujitani
Votes: 3,265
25. 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: 248,722 | Gross: $206.04M
26. 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: 619,390 | Gross: $245.85M
27. 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: 11,070
28. Storm Catcher (1999)
R | 95 min | Action, Thriller
A renegade general (Robert Miano) plots to bomb Washington using a new top secret jet called the Storm Catcher. The only trouble is only one man (Dolph Lundgren) is capable of flying it.
Director: Anthony Hickox | Stars: Dolph Lundgren, Mystro Clark, Jon Pennell, Robert Miano
Votes: 1,661
29. Running Red (1999 Video)
R | 92 min | Action, Drama, Thriller
Upset over his brother's murder, Soviet special agent Gregori Wallace leaves Russia to start a new life in the United States. Now happily married to a beautiful woman and the father of a ... See full summary »
Director: Jerry P. Jacobs | Stars: Jeff Speakman, Angie Everhart, Stanley Kamel, Elya Baskin
Votes: 486
30. Pushing Tin (1999)
R | 124 min | Comedy, Drama, Romance
A feud develops between two air traffic controllers: one cocky and determined while the other is restrained and laidback, which inevitably affects their lives.
Director: Mike Newell | Stars: John Cusack, Billy Bob Thornton, Cate Blanchett, Angelina Jolie
Votes: 30,451 | Gross: $8.41M
31. Forces of Nature (1999)
PG-13 | 105 min | Comedy, Romance
A soon-to-be-married man encounters an exciting stranger after his plane suffers an accident on takeoff.
Director: Bronwen Hughes | Stars: Sandra Bullock, Ben Affleck, Maura Tierney, Steve Zahn
Votes: 35,944 | Gross: $52.89M
32. Message in a Bottle (1999)
PG-13 | 126 min | Drama, Romance
A woman discovers a tragic love letter in a bottle on a beach, and is determined to track down its author.
Director: Luis Mandoki | Stars: Kevin Costner, Robin Wright, Paul Newman, John Savage
Votes: 40,346 | Gross: $52.88M
33. 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: 433,560 | Gross: $102.56M
34. 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: 214,897 | Gross: $52.04M
35. 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: 342,073 | Gross: $116.09M
36. The Bachelor (1999)
PG-13 | 101 min | Comedy, Romance
A commitment-phobic man goes in search of a bride, including his fed-up girlfriend, to inherit his grandfather's one hundred million dollar inheritance.
Director: Gary Sinyor | Stars: Chris O'Donnell, Renée Zellweger, Artie Lange, Edward Asner
Votes: 19,008 | Gross: $21.76M
37. Eye of the Beholder (1999)
R | 109 min | Drama, Mystery, Thriller
A private eye shadows a female serial killer of men all over the U.S. without her knowing as he, strangely enough, occasionally acts as her guardian angel.
Director: Stephan Elliott | Stars: Ewan McGregor, Ashley Judd, Patrick Bergin, Geneviève Bujold
Votes: 15,971 | Gross: $16.46M
38. 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: 374,887 | Gross: $55.69M
39. Supreme Sanction (1999 TV Movie)
R | 95 min | Action, Adventure, Crime
An assassin for the U.S. government becomes the next target of her employers when she spares the life of a nationally known TV reporter.
Director: John Terlesky | Stars: Michael Madsen, Kristy Swanson, David Dukes, Ron Perlman
Votes: 793
40. 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: 76,018 | Gross: $16.64M
41. 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: 353,252 | Gross: $22.86M
42. 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: 287,434 | Gross: $10.82M
43. 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: 383,767 | Gross: $101.07M
44. 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: 10,662
45. 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: 2,802
46. 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: 211,168 | Gross: $28.87M
47. Desert Heat (1999)
R | 95 min | Action, Comedy, Drama
A man (JCVD) drives out in the desert where some men steal his motorcycle and leave him for dead. He survives and no longer thinks of suicide as he now has a purpose in life: revenge and getting his bike back.
Director: John G. Avildsen | Stars: Jean-Claude Van Damme, Pat Morita, Danny Trejo, Gabrielle Fitzpatrick
Votes: 10,670
48. Making 'The Matrix' (1999 TV Short)
26 min | Documentary, Short, Sci-Fi
A promotional making-of documentary for the film Matrix, The (1999) that devotes its time to explaining the digital and practical effects contained in the film. This is very interesting, ... See full summary »
Director: Josh Oreck | Stars: Laurence Fishburne, Joe Pantoliano, Barrie M. Osborne, Joel Silver
Votes: 13,886
49. Wolves (1999)
40 min | Documentary, Short
Wolves tells the remarkable story of one of the world's most tenacious species and our closest fellow predator. The film follows these elusive subjects across remote landscapes in an effort... See full summary »
Director: David Douglas | Star: Robbie Robertson
Votes: 258 | Gross: $5.47M
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