Top 25 Movies of 1999
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- DirectorSam MendesStarsKevin SpaceyAnnette BeningThora BirchA sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend.
- 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.
- DirectorFrank DarabontStarsTom HanksMichael Clarke DuncanDavid MorseA 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.
- DirectorM. Night ShyamalanStarsBruce WillisHaley Joel OsmentToni ColletteMalcolm 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.
- 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.
- DirectorTroy DuffyStarsWillem DafoeSean Patrick FlaneryNorman ReedusTwo Irish Catholic brothers become vigilantes and wipe out Boston's criminal underworld in the name of God.
- 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.
- DirectorSpike JonzeStarsJohn CusackCameron DiazCatherine KeenerA puppeteer discovers a portal that leads literally into the head of movie star John Malkovich.
- DirectorTim BurtonStarsJohnny DeppChristina RicciMiranda RichardsonIchabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people; the culprit is legendary apparition The Headless Horseman.
- DirectorGil JungerStarsHeath LedgerJulia StilesJoseph Gordon-LevittA 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.
- 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.
- DirectorPaul WeitzChris WeitzStarsJason BiggsChris KleinThomas Ian NicholasFour teenage boys enter a pact to lose their virginity by prom night.
- 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.
- DirectorLasse HallströmStarsTobey MaguireCharlize TheronMichael CaineA compassionate young man, raised in an orphanage and trained to be a doctor there, decides to leave to see the world.
- 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.
- DirectorNorman JewisonStarsDenzel WashingtonVicellous ShannonDeborah Kara UngerThe story of Rubin 'Hurricane' Carter, a boxer wrongly imprisoned for murder, and the people who aided in his fight to prove his innocence.
- DirectorAlexander PayneStarsMatthew BroderickReese WitherspoonLoren NelsonA high school teacher meets his match in an over-achieving student politician.
- DirectorRoger MichellStarsHugh GrantJulia RobertsRichard McCabeA 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.
- 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.
- DirectorDoug LimanStarsSarah PolleyJay MohrScott WolfThe aftermath of a drug deal as told from three different points of view.
- DirectorPatricia RozemaStarsFrances O'ConnorJonny Lee MillerAlessandro NivolaFanny, 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.
- DirectorMark PellingtonStarsJeff BridgesTim RobbinsJoan CusackA man begins to suspect his neighbors are not what they appear to be and their secrets could be deadly.
- DirectorBrian HelgelandStarsMel GibsonGregg HenryMaria BelloAfter a successful heist, Porter is left for dead. Once he recovers, he seeks vengeance and wants his share of the money.