| 100% | OSCARNOD | 8 | Academy Awards nomination, informally: 2 wds. |
| 80% | OSCARNOD | 8 | Academy Award nomination: 2 wds. |
| 67% | BESTACTOR | 9 | Academy Award category in which 15-Across received a nomination for 36-Across: 2 wds. |
| 67% | NOD | 3 | Academy Award nomination, informally |
| 66% | EDDIEREDMAYNE | 13 | British actor who received an Academy Award nomination for playing Lili Elbe in "The Danish Girl": 2 wds. |
| 56% | OSCARBUZZ | 9 | Speculation leading up to the Academy Awards: 2 wds. |
| 56% | NOD | 3 | Oscar ___ (Academy Award nomination, informally) |
| 54% | RAINMAN | 7 | Winner of the Academy Award for Best Picture of 1988: 2 wds. |
| 53% | SIDNEYPOITIER | 13 | First black person to win the Academy Award for Best Actor: 2 wds. |
| 52% | PINOTNOIR | 9 | Red wine that was popularized in the Academy Award-winning film "Sideways": 2 wds. |
| 52% | OSCARNOD | 8 | Academy Award nomination |
| 51% | GONEWITH | 8 | "___ The Wind," 1939 epic film starring Clark Gable that received ten Academy Awards: 2 wds. |
| 51% | THEWRESTLER | 11 | 2008 sports drama for which 18-Across was nominated for an Academy Award: 2 wds. |
| 50% | MARISATOMEI | 11 | Brooklyn-born actress nominated for an Academy Award for 2001's "In the Bedroom": 2 wds. |
| 50% | STILLALICE | 10 | 2014 film for which 30-Across recently won an Academy Award for Best Actress: 2 wds. |
| 50% | ULEESGOLD | 9 | Victor Nunez's film in which Peter Fonda plays a beekeeper and for which he received an Academy Award nomination: 2 wds. |
| 49% | KEVINSPACEY | 11 | "House of Cards" star who has won two Academy Awards, one of them for "American Beauty": 2 wds |
| 49% | ANGELINAJOLIE | 13 | "Changeling" and "Tomb Raider" actress who is the daughter of famed Academy Award recipient Jon Voight: 2 wds. |
| 49% | AWHOLE | 6 | "___ New World," song from "Aladdin" that won the Academy Award for Best Original Song in 1993: 2 wds. |
| 49% | WILLIAMHURT | 11 | Actor nominated for an Academy Award for his role as anchor Tom Grunick in "Broadcast News": 2 wds. |
| 48% | CUBAGOODING | 11 | Academy Award-winning actor from "Jerry Maguire", who plays the TV version of 14-Across in "American Crime Story" : 2 wds. |
| 48% | OFAFRICA | 8 | "Out ___," a 1985 film starring Meryl Streep and co-starring Robert Redford, that won seven Academy Awards: 2 wds. |
| 48% | LETIT | 5 | "___ Go," song from the 2013 animated movie "Frozen" which won the Academy Award for Best Original Song: 2 wds. |
| 48% | MARGOTROBBIE | 12 | Australian actress who's earned Golden Globe and SAG Award nominations for her portrayal of Tonya Harding: 2 wds. |
| 48% | OSCARNOMS | 9 | Academy Award recognitions, informally |
| 47% | DOGDAY | 6 | "___ Afternoon," 1975 film starring Al Pacino for which he was nominated for the Academy Award for Best Actor: 2 wds. |
| 47% | ISAACHAYES | 10 | "Soul Man" singer who won an Academy Award for Best Original Song for his work on the film "Shaft": 2 wds. |
| 47% | SIDNEYSHELDON | 13 | American author who wrote "If Tomorrow Comes", and won an Academy Award for "The Bachelor and the Bobby-Soxer": 2 wds. |
| 47% | DARKESTHOUR | 11 | A 2017 war drama film for which actor Gary Oldman (birthday today) won the Academy Award for Best Actor: 2 wds. |
| 47% | ASONG | 5 | "Sunrise: ___ of Two Humans," 1927 silent romantic drama that won the first Academy Award for Best Cinematography in 1929: 2 wds. |