| 100% | CHERWEAR | 8 | Clothing line from an Oscar-winning singer? |
| 58% | SINATRA | 7 | Singer who won an Oscar for From Here to Eternity |
| 50% | CRASHSCENE | 10 | Clip from an Oscar-winning 2005 movie? |
| 47% | BRYANADAMS | 10 | Singer with an Oscar-nominated song from "Robin Hood" |
| 47% | ADELE | 5 | Singer who won an Oscar for "Skyfall" |
| 47% | CHER | 4 | Singer who won an Oscar for "Moonstruck" |
| 47% | LIZA | 4 | Singer/actress Minnelli who has won an Emmy, Grammy, Oscar, and Tony |
| 46% | ODE | 3 | Lines from an admirer |
| 45% | ELTONJOHN | 9 | "Crocodile Rock" singer who is an Emmy away from completing the EGOT (winning an Emmy, Grammy, Oscar, and Tony): 2 wds. |
| 45% | ADELE | 5 | Singer who won an Oscar for the theme to "Skyfall" |
| 45% | SAM | 3 | Singer Smith who won an Oscar in 2016 |
| 45% | CHER | 4 | Singer/actress who won an Oscar for "Moonstruck" |
| 45% | IMAPC | 5 | Line from an old Apple ad |
| 44% | REESE | 5 | Witherspoon who won an Oscar for “Walk the Line” |
| 44% | ISAAC | 5 | Hayes who won an Oscar for "Theme From 'Shaft'" |
| 44% | INEEDMORESPACE | 14 | Breakup line from an astronaut? |
| 43% | HALLE | 5 | ___ Berry is an Oscar winning actress |
| 43% | TISTHECEZANNE | 13 | Christmas song line from an artist? |
| 43% | ADELE | 5 | Emmy-, Grammy-, and Oscar-winning female singer from England |
| 43% | CHER | 4 | "Believe" singer who won an Oscar for "Moonstruck" |
| 42% | LIVEFROMNEWYORK | 15 | Classic opening line from an NBC sketch show |
| 42% | GOLDENGLOBE | 11 | Acting award that may foreshadow an Oscar win |
| 42% | SISSY | 5 | Oscar winning actress and singer, ___ Spacek |
| 41% | ISAACHAYES | 10 | Oscar winning singer and songwriter who really didn't get shafted |
| 40% | SALOME | 6 | One-act Strauss opera adapted from an Oscar Wilde play |
| 40% | SMITH | 5 | Singer Sam who won an Oscar for the Bond theme "Writing's on the Wall" |
| 40% | HER | 3 | Oscar- and Grammy-winning R&B singer whose stage name is an acronym |
| 39% | LADYGAGA | 8 | Singer/actress whose "Shallow" won an Oscar for Best Original Song: 2 wds. |
| 38% | CYNDI | 5 | Lauper who’s an Oscar away from an EGOT |
| 37% | TRIFECTA | 8 | Winning an Oscar, Emmy and Tony, e.g. |