| Oscar winner as Sophie | 22 |
| Oscar winner as Mr. Chips | 25 |
| Oscar winner as Mr. Chipping | 28 |
| Oscar winner as Mohandas | 24 |
| Oscar winner as Maximus | 23 |
| Oscar winner as Lugosi | 22 |
| Oscar winner as Loretta Lynn | 28 |
| Oscar winner as Loretta | 23 |
| Oscar winner as Kris Kringle | 28 |
| Oscar winner as Katharine | 25 |
| Oscar winner as Elizabeth II | 28 |
| Oscar winner as Elizabeth I | 27 |
| Oscar winner as Disraeli | 24 |
| Oscar winner as Cogburn | 23 |
| Oscar winner as Allnut | 22 |
| Oscar winner and family | 23 |
| Oscar winner oddly spelled | 27 |
| Oscar winner in The Piano | 29 |
| Oscar Wilde's specialty | 27 |
| Oscar Wilde's homeland | 26 |
| Oscar Wilde's gaol | 22 |
| Oscar Wilde's forte | 23 |
| Oscar Wilde was noted for it | 28 |
| Oscar the Grouch, for one | 25 |
| Oscar the Grouch's street | 29 |
| Oscar Straus's soldier | 26 |
| Oscar statuette, mostly | 23 |
| Oscar role for Whitaker | 23 |
| Oscar role for Jodie Foster | 27 |
| Oscar role for Ingrid Bergman | 29 |
| Oscar role for Hopkins | 22 |
| Oscar role for Cotillard | 24 |
| Oscar Robertson nickname | 24 |
| Oscar real-life role of 1996 | 28 |
| Oscar presenter's take | 26 |
| Oscar picture, '65 | 22 |
| Oscar picture, '54 | 22 |
| Oscar picture, '43 | 22 |
| Oscar picture, '39 | 22 |
| Oscar Pettiford's music | 27 |
| Oscar performer for 1995 | 24 |
| Oscar of basketball fame | 24 |
| Oscar nominee Zellweger | 23 |
| Oscar nominee Vardalos | 22 |
| Oscar nominee Madeline | 22 |
| Oscar nominee Blanchett | 23 |
| Oscar nominee as Pat Nixon | 26 |
| Oscar nominee as Lincoln | 24 |
| Oscar nominee as Benjamin | 25 |
| Oscar nomination, e.g. | 22 |
| Oscar Night transportation | 26 |
| Oscar Mayer alternative | 23 |
| Oscar material, mostly | 22 |
| Oscar Madison, notably | 22 |
| Oscar Madison, for one | 22 |
| Oscar Madison, famously | 23 |
| Oscar Madison's secretary | 29 |
| Oscar Madison wasn't | 24 |
| Oscar Madison for one | 22 |
| Oscar fan's realm? | 22 |
| Oscar designer Gibbons | 22 |
| Oscar de la Renta creation | 26 |
| Oscar cinematographer Nykvist | 29 |
| Oscar and Obie, for two | 23 |
| Oscar after-party, e.g. | 23 |
| Oscar actress: 1930–31 | 29 |
| Oscar actress for 2008 | 22 |
| Oscar actress Blanchett | 23 |
| Oscar : film :: ___ : TV | 24 |
| Osbourne of Black Sabbath | 25 |
| Osamu Tezuka's art | 22 |
| Osaka-to-Yokohama dir. | 22 |
| Osaka-based electronics giant | 29 |
| Osaka entertainer of old | 24 |
| OS X Mavericks machine | 22 |
| Orwellian protagonists | 22 |
| Orwell's real name | 22 |
| Orwell's original name | 26 |
| Orwell's conclusion? | 24 |
| Orwell's alma mater | 23 |
| Orwell was one; also, Eden | 26 |
| Orwell prediction for 1984 | 26 |
| Orville Wright, famously | 24 |
| Orville or Wilbur, e.g. | 23 |
| Ortiz of 'Ugly Betty' | 29 |
| Orthopedist's tool | 22 |
| Orthopedist's device | 24 |
| Orthographer's ref. | 23 |
| Orthogonally moving piece | 25 |
| Orthodox Jew's growth | 25 |
| Orthodox Church official | 24 |
| Orthodox Church feature | 23 |
| Orthodox Church council | 23 |
| Orthodontists' org. | 23 |
| Orthodontist, for one: Abbr. | 28 |
| Orthodontist, at times | 22 |
| Orthodontist's shots | 24 |
| Orthodontist's org. | 23 |
| Orthodontist's offering | 27 |
| Orthodontist's job | 22 |