| 100% | ANNIEHALL | 9 | Woody Allen film that netted Diane Keaton an Oscar for the title role: 2 wds. |
| 45% | ANNIE | 5 | & 2D 1977 Woody Allen film featuring Diane Keaton in the title role |
| 45% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 42% | TRAVELINTHRU | 12 | 2005 Dolly Parton song written for the film "Transamerica" that was nominated for an Oscar: 2 wds. |
| 39% | JENNIFERHUDSON | 14 | Actress who won an Oscar for her first feature film role, in "Dreamgirls": 2 wds. |
| 38% | JULIEANDREWS | 12 | Actress who won an Oscar for her first feature film role, in "Mary Poppins": 2 wds. |
| 38% | JULIEANDREWS | 12 | "The Sound of Music" actress who won an Oscar for playing the title role in 40-Across (2 wds.) |
| 37% | LUPITANYONGO | 12 | Actress who won an Oscar for her first feature film role, in "12 Years a Slave": 2 wds. |
| 37% | JAMIEFOXX | 9 | Host of "Beat Shazam" who won an Oscar for the film "Ray" (2 wds.) |
| 36% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title nanny in "Mary Poppins" (2 wds.) |
| 36% | LALA | 4 | "___ Land," 2016 film that won Emma Stone an Oscar for Best Actress: 2 wds. |
| 35% | CHRISTIANBALE | 13 | "American Hustle" actor who won an Oscar for his role in 48-Across' "The Fighter": 2 wds. |
| 35% | THEDEPARTED | 11 | Martin Scorsese film that won the Oscar for Best Picture in 2007 (2 wds.) |
| 34% | ALICE | 5 | 1990 Woody Allen film comedy starring Mia Farrow in the title role |
| 34% | SAMSMITH | 8 | Nonbinary singer who won an Oscar for the Bond theme "Writing's on the Wall": 2 wds. |
| 34% | ANTHONYQUINN | 12 | Mexico-born actor who won an Oscar for his role in "Viva Zapata!": 2 wds. |
| 33% | DRNO | 4 | Villain with the title role in a 1962 movie that introduced 007: 2 wds. |
| 32% | LESMISERABLES | 13 | 2012 film that won Anne Hathaway an Oscar: 2 wds. |
| 32% | LUPITANYONGO | 12 | Mexico-born actress who won an Oscar for her role in "12 Years a Slave": 2 wds. |
| 32% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 32% | MARRIAGESTORY | 13 | 2019 Netflix film that garnered Oscar nominations for Adam Driver and Scarlett Johansson: 2 wds. |
| 32% | THEIRISHMAN | 11 | 2019 Netflix film that garnered Oscar nominations for Al Pacino and Joe Pesci: 2 wds. |
| 32% | MOLLYFLYNN | 10 | Title role for Melissa McCarthy on a CBS sitcom that ended May 16, 2016: 2 wds. |
| 32% | HOLIDAYINN | 10 | 1942 film that won a Best Original Song Oscar for 34-Across: 2 wds. |
| 32% | THEGREATEST | 11 | With 42-Across, 1952 circus film that won the Best Picture Oscar: 2 wds. |
| 31% | ASEPARATION | 11 | 2011 family drama that was the first Iranian film to win an Oscar for Best Foreign Language Film (2 wds.) |
| 31% | MARTINSCORSESE | 14 | New Hollywood director who won an Oscar for "The Departed," and is the most-nominated director alive in terms of Oscars: 2 wds. |
| 31% | AMERICAFERRERA | 14 | Actress nominated for an Oscar for her role in "Barbie": 2 wds. |
| 31% | WONDERWHEEL | 11 | 2017 Woody Allen period drama film with Justin Timberlake (birthday today) and Kate Winslet playing the lead roles: 2 wds. |
| 31% | PETERPAN | 8 | Title role that earned Mary Martin a Best Actress Tony for playing a boy who could fly: 2 wds. |