Most Unlikely Characters Ever to Win Oscars
There have been characters in films that won Oscars that people still wonder why they they won in the first place
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- DirectorBilly WilderStarsJack LemmonWalter MatthauRon RichA crooked lawyer persuades his brother-in-law to feign a serious injury.Willie Gingrich (Walter Matthau); Best Supporting Actor
- DirectorJonathan DaytonValerie FarisStarsSteve CarellToni ColletteGreg KinnearA family determined to get their young daughter into the finals of a beauty pageant take a cross-country trip in their VW bus.Grandpa Edwin Hoover (Alan Arkin); Best Supporting Actor
- DirectorRalph NelsonStarsCliff RobertsonClaire BloomLilia SkalaAn intellectually disabled man undergoes an experiment that gives him the intelligence of a genius.Charly Gordon (Cliff Robertson); Best Actor
- DirectorRon UnderwoodStarsBilly CrystalJack PalanceDaniel SternOn the verge of turning 40, an unhappy Manhattan yuppie is roped into joining his two friends on a cattle drive in the southwest.Curly (Jack Palance); Best Supporting Actor
- DirectorRichard EyreStarsJudi DenchJim BroadbentKate WinsletTrue story of the lifelong romance between novelist Iris Murdoch and her husband John Bayley, from their student days through her battle with Alzheimer's disease.John Bayley (Jim Broadbent); Best Supporting Actor
- DirectorJonathan LynnStarsJoe PesciMarisa TomeiRalph MacchioTwo New Yorkers accused of murder in rural Alabama while on their way back to college call in the help of one of their cousins, a loudmouth lawyer with no trial experience.Mona Lisa Vito (Marisa Tomei); Best Supporting Actress
- DirectorWoody AllenStarsJohn CusackDianne WiestJennifer TillyIn New York in 1928, a struggling playwright is forced to cast a mobster's talentless girlfriend in his latest drama in order to get it produced.Helen Sinclair (Dianne Wiest); Best Supporting Actress
- DirectorJames L. BrooksStarsShirley MacLaineDebra WingerJack NicholsonFollows hard-to-please Aurora looking for love and her daughter's family problems.Garrett Breedlove (Jack Nicholson); Best Supporting Actor
- DirectorSydney PollackStarsJane FondaMichael SarrazinSusannah YorkThe lives of a disparate group of contestants intertwine in an inhumanely grueling dance marathon.Rocky (Gig Young); Best Supporting Actor
- DirectorPaul MazurskyStarsArt CarneyEllen BurstynRené EnríquezWhen his apartment building is torn down, a retired lifelong New Yorker goes on a cross-country odyssey with his beloved cat Tonto.Harry Coombes (Art Carney); Best Actor
- DirectorCharles CrichtonJohn CleeseStarsJohn CleeseJamie Lee CurtisKevin KlineIn London, four very different people team up on a jewel heist, then try to double-cross one another for the loot, complicated by their efforts to fool a very proper barrister.Otto (Kevin Kline); Best Supporting Actor
- DirectorCameron CroweStarsTom CruiseCuba Gooding Jr.Renée ZellwegerWhen a sports agent has a moral epiphany and is fired for expressing it, he decides to put his new philosophy to the test as an independent agent with the only athlete who stays with him and his former colleague.Rod Tidwell (Cuba Gooding Jr.) Best Supporting Actor
- DirectorCurtis HansonStarsKevin SpaceyRussell CroweGuy PearceAs corruption grows in 1950s Los Angeles, three policemen - one strait-laced, one brutal, and one sleazy - investigate a series of murders with their own brand of justice.Lynn Bracken (Kim Basinger) Best Supporting Actress
- DirectorRon HowardStarsDon AmecheWilford BrimleyHume CronynWhen a group of trespassing seniors swim in a pool containing alien cocoons, they find themselves energized with youthful vigor.Art Selwyn (Don Ameche) Best Supporting Actor
- DirectorElliot SilversteinStarsJane FondaLee MarvinMichael CallanA young schoolteacher turns into an outlaw to avenge her murdered father.Kid Shelleen (Lee Marvin) Best Actor
- DirectorSpike JonzeStarsNicolas CageMeryl StreepChris CooperA lovelorn screenwriter becomes desperate as he tries and fails to adapt 'The Orchid Thief' by Susan Orlean for the screen.John Laroche (Chris Cooper) Best Supporting Actor
- DirectorWoody AllenStarsRebecca HallScarlett JohanssonJavier BardemTwo friends on a summer holiday in Spain become enamored with the same painter, unaware that his ex-wife, with whom he has a tempestuous relationship, is about to re-enter the picture.Maria Elena (Penelope Cruz) Best Supporting Actress
- DirectorJoel CoenEthan CoenStarsWilliam H. MacyFrances McDormandSteve BuscemiMinnesota car salesman Jerry Lundegaard's inept crime falls apart due to his and his henchmen's bungling and the persistent police work of the quite pregnant Marge Gunderson.Marge Gunderson (Frances McDormand) Best Actress
- DirectorAnthony MinghellaStarsRalph FiennesJuliette BinocheWillem DafoeAt the close of World War II, a young nurse tends to a badly burned plane crash victim. His past is shown in flashbacks, revealing an involvement in a fateful love affair.Hana (Juliette Binoche) Best Supporting Actress
- DirectorFred CoeStarsJason RobardsBarbara HarrisMartin BalsamA middle-aged iconoclast, doggedly avoiding the tedium of employment and conventional life, faces the prospect of losing custody of his young ward.Arnold (Martin Balsam) Best Supporting Actor
- DirectorFred ZinnemannStarsJane FondaVanessa RedgraveJason RobardsAt the behest of an old and dear friend, playwright Lillian Hellman undertakes a dangerous mission to smuggle funds into Nazi Germany.Hammett (Jason Robards) Best Supporting Actor
- DirectorAndrew DavisStarsHarrison FordTommy Lee JonesSela WardDr. Richard Kimble, unjustly accused of murdering his wife, must find the real killer while being the target of a nationwide manhunt led by a seasoned U.S. Marshal.Samuel Jerard (Tommy Lee Jones) Best Supporting Actor
- DirectorHal AshbyStarsPeter SellersShirley MacLaineMelvyn DouglasAfter the death of his employer forces him out of the only home he's ever known, a simpleminded, sheltered gardener becomes an unlikely trusted advisor to a powerful tycoon and an insider in Washington politics.Benjamin Rand (Melvyn Douglas) Best Supporting Actor
- DirectorChristopher NolanStarsChristian BaleHeath LedgerAaron EckhartWhen the menace known as the Joker wreaks havoc and chaos on the people of Gotham, Batman must accept one of the greatest psychological and physical tests of his ability to fight injustice.Joker (Heath Ledger) Best Supporting Actor
- DirectorNorman JewisonStarsCherNicolas CageOlympia DukakisLoretta Castorini, a bookkeeper from Brooklyn, New York, finds herself in a difficult situation when she falls for the brother of the man she has agreed to marry.Loretta Castorini (Cher) Best Actress
Rose Castorini (Olympia Dukakis) Best Supporting Actress - DirectorHenry HathawayStarsJohn WayneKim DarbyGlen CampbellA drunken, hard-nosed U.S. Marshal and a Texas Ranger help a stubborn teenager track down her father's murderer in Indian Territory.Rooster Cogburn (John Wayne) Best Actor
- DirectorHerbert RossStarsRichard DreyfussMarsha MasonQuinn CummingsAfter being dumped by her live-in boyfriend, an unemployed dancer and her 10-year-old daughter are reluctantly forced to live with a struggling off-Broadway actor.Elliot Garfield (Richard Dreyfuss) Best Actor
- DirectorVincente MinnelliStarsLana TurnerKirk DouglasWalter PidgeonAn unscrupulous movie producer uses an actress, a director and a writer to achieve success.Rosemary Bartlow (Gloria Grahame) Best Supporting Actress
- DirectorStuart RosenbergStarsPaul NewmanGeorge KennedyStrother MartinA laid-back Southern man is sentenced to two years in a rural prison, but refuses to conform.Dragline (George Kennedy)Best Supporting Actor
- DirectorJohn FordMervyn LeRoyJoshua LoganStarsHenry FondaJames CagneyWilliam PowellIn the waning days of World War II, the cargo officer of a Navy supply ship chafes at its role far from the action in the Pacific's backwater areas, his frustration rising when its captain denies the crew liberty over petty irritations.Ens. Frank Thurlowe Pulver (Jack Lemmon) Best Supporting Actor
- DirectorWoody AllenStarsWoody AllenMira SorvinoPamela BlairWhen he discovers his adopted son is a genius, a New York sportswriter seeks out the boy's birth mother: a ditzy porn star and prostitute.Linda Ash (Mira Sorvino) Best Supporting Actress
- DirectorMilos FormanStarsF. Murray AbrahamTom HulceElizabeth BerridgeThe life, success and troubles of Wolfgang Amadeus Mozart, as told by Antonio Salieri, the contemporaneous composer who was deeply jealous of Mozart's talent and claimed to have murdered him.Antonio Salieri (F. Murray Abraham) Best Actor
- DirectorSydney PollackStarsDustin HoffmanJessica LangeTeri GarrMichael Dorsey, an unsuccessful actor, disguises himself as a woman in order to get a role on a trashy hospital soap.Julie Nichols (Jessica Lange) Best Supporting Actress
- DirectorTim BurtonStarsJohnny DeppMartin LandauSarah Jessica ParkerAmbitious but troubled movie director Edward D. Wood Jr. tries his best to fulfill his dreams despite his lack of talent.Bela Lugosi (Martin Landau) Best Supporting Actor
- DirectorDavid LeanStarsJudy DavisVictor BanerjeePeggy AshcroftCultural mistrust and false accusations doom a friendship in British colonial India between an Indian doctor, an Englishwoman engaged to marry a city magistrate, and an English educator.Mrs. Moore (Peggy Ashcroft) Best Supporting Actress
- DirectorClifford OdetsStarsCary GrantEthel BarrymoreBarry FitzgeraldWhen an itinerant reluctantly returns home to help his sickly mother run her shop, they are both tempted to turn to crime to help make ends meet.Ma Mott (Ethel Barrymore) Best Supporting Actress
- DirectorArthur PennStarsWarren BeattyFaye DunawayMichael J. PollardBored waitress Bonnie Parker falls in love with an ex-con named Clyde Barrow and together they start a violent crime spree through the country, stealing cars and robbing banks.Blanche (Estelle Parsons) Best Supporting Actress
- DirectorWoody AllenStarsMia FarrowDianne WiestMichael CaineBetween two Thanksgivings two years apart, Hannah's husband falls in love with her sister Lee, while her hypochondriac ex-husband rekindles his relationship with her sister Holly.Elliot (Michael Caine) Best Supporting Actor