Top 50 Movies of 1999
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- DirectorDavid FincherStarsBrad PittEdward NortonMeat LoafAn insomniac office worker and a devil-may-care soap maker form an underground fight club that evolves into much more.
- DirectorLana WachowskiLilly WachowskiStarsKeanu ReevesLaurence FishburneCarrie-Anne MossWhen 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.
- DirectorSam MendesStarsKevin SpaceyAnnette BeningThora BirchA sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend.
- DirectorFrank DarabontStarsTom HanksMichael Clarke DuncanDavid MorsePaul Edgecomb, the head guard of a prison, meets an inmate, John Coffey, a black man who is accused of murdering two girls. His life changes drastically when he discovers that John has a special gift.
- DirectorStanley KubrickStarsTom CruiseNicole KidmanTodd FieldA Manhattan doctor embarks on a bizarre, night-long odyssey after his wife's admission of unfulfilled longing.
- DirectorJohn LasseterAsh BrannonLee UnkrichStarsTom HanksTim AllenJoan CusackWhen 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.
- DirectorM. Night ShyamalanStarsBruce WillisHaley Joel OsmentToni ColletteA child psychologist starts treating a young boy with a disturbing secret.
- DirectorAlexander PayneStarsMatthew BroderickReese WitherspoonLoren NelsonA high school teacher meets his match in an over-achieving student politician.
- DirectorSpike JonzeStarsJohn CusackCameron DiazCatherine KeenerA puppeteer discovers a portal that leads literally into the head of movie star John Malkovich.
- DirectorAnthony MinghellaStarsMatt DamonGwyneth PaltrowJude LawIn 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.
- DirectorMilos FormanStarsJim CarreyDanny DeVitoGerry BeckerThe life and career of legendary comedian Andy Kaufman.
- DirectorPaul Thomas AndersonStarsTom CruiseJason RobardsJulianne MooreAn epic mosaic of interrelated characters in search of love, forgiveness and meaning in the San Fernando Valley.
- DirectorMike JudgeStarsRon LivingstonJennifer AnistonDavid HermanThree company workers who hate their jobs decide to rebel against their greedy boss.
- DirectorJames MangoldStarsWinona RyderAngelina JolieClea DuVallA 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.
- DirectorMark PellingtonStarsJeff BridgesTim RobbinsJoan CusackA man begins to suspect his neighbors are not what they appear to be and their secrets could be deadly.
- DirectorDavid O. RussellStarsGeorge ClooneyMark WahlbergIce CubeIn 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.
- DirectorTroy DuffyStarsWillem DafoeSean Patrick FlaneryNorman ReedusTwo Irish Catholic brothers become vigilantes and wipe out Boston's criminal underworld in the name of God.
- DirectorTrey ParkerStarsTrey ParkerMatt StoneMary Kay BergmanWhen Stan Marsh and his friends go see an R-rated movie, they start cursing and their parents think that Canada is to blame.
- DirectorSofia CoppolaStarsKirsten DunstJosh HartnettJames WoodsA 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.
- DirectorMichael MannStarsRussell CroweAl PacinoChristopher PlummerA research chemist comes under personal and professional attack when he decides to appear in a 60 Minutes exposé on Big Tobacco.
- DirectorBrad BirdStarsEli MarienthalHarry Connick Jr.Jennifer AnistonA young boy befriends a giant robot from outer space that a paranoid government agent wants to destroy.
- DirectorRoger KumbleStarsSarah Michelle GellarRyan PhillippeReese WitherspoonTwo vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.
- DirectorPaul WeitzChris WeitzStarsJason BiggsChris KleinThomas Ian NicholasFour teenage boys enter a pact to lose their virginity by prom night.
- DirectorDaniel MyrickEduardo SánchezStarsHeather DonahueMichael C. WilliamsJoshua LeonardThree film students vanish after traveling into a Maryland forest to film a documentary on the local Blair Witch legend, leaving only their footage behind.
- DirectorJoe JohnstonStarsJake GyllenhaalChris CooperLaura DernThe 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.