| 100% | MILLIONDOLLAR | 13 | "___ Baby," movie directed by Clint Eastwood which received seven Oscar nominations at the 77th Academy Awards: 2 wds. |
| 69% | AMERICAN | 8 | "___ Sniper," movie directed by Clint Eastwood which received six Oscar nominations at the 87th Academy Awards |
| 54% | INVICTUS | 8 | Sports drama film directed by Clint Eastwood starring Morgan Freeman which received two Oscar nominations at the 82nd Academy Awards |
| 34% | SUDDENIMPACT | 12 | 1983 Dirty Harry movie directed by and starring Clint Eastwood: 2 wds. |
| 33% | BESTACTOR | 9 | Academy Award category in which 15-Across received a nomination for 36-Across: 2 wds. |
| 30% | MADISONCOUNTY | 13 | 1995 American romantic drama film "The Bridges of ___" directed by Clint Eastwood who also starred in the film: 2 wds. |
| 30% | MILLIONDOLLAR | 13 | 2004 American sports drama "___ Baby" directed by Clint Eastwood (birthday today) who also starred in it: 2 wds. |
| 28% | SPACECOWBOYS | 12 | 2000 adventure film directed by and starring Clint Eastwood: 2 wds. |
| 28% | RICHARDJEWELL | 13 | 2019 biographical drama directed by Clint Eastwood starring Sam Rockwell (2 wds.) |
| 28% | IWO | 3 | "Letters from ___ Jima," 2006 movie directed by Clint Eastwood |
| 27% | PALMEDOR | 8 | Top prize at the Cannes Film Festival, which was won unanimously by 47-Across in 2019: 2 wds. |
| 27% | PAULNEWMAN | 10 | "The Sting" star who received the Hersholt Humanitarian Award at the Oscars in 1994: 2 wds. |
| 27% | CHLOEZHAO | 9 | 16-Across director who won an Academy Award for Best Director in 2021, becoming the first non-white woman to win a directing Oscar (2 wds.) |
| 26% | ANDRADAY | 8 | Singer who performed "Stand Up for Something" at the 2018 Oscars, accompanied by Common and various activists: 2 wds. |
| 26% | EDDIEREDMAYNE | 13 | British actor who received an Academy Award nomination for playing Lili Elbe in "The Danish Girl": 2 wds. |
| 26% | OSCARNOD | 8 | Academy Award nomination: 2 wds. |
| 25% | ANNEBANCROFT | 12 | "The Miracle Worker" star who won the Oscar for Best Actress at the 35th Academy Awards (2 wds.) |
| 25% | ROBINWILLIAMS | 13 | "Good Will Hunting" star awarded the Best Supporting Actor Oscar at the 70th Academy Awards (2 wds.) |
| 25% | WILLSMITH | 9 | "Ali" actor who received the Generation Award at the 2016 MTV Movie & TV Awards: 2 wds. |
| 25% | OSCARNOD | 8 | Academy Awards nomination, informally: 2 wds. |
| 25% | THECONJURING | 12 | 2013 supernatural horror film directed by James Wan starring Patrick Wilson which is inspired by the work of the Warrens: 2 wds. |
| 25% | JUSTICELEAGUE | 13 | 2017 superhero movie directed by Zack Snyder: 2 wds. |
| 25% | THORRAGNAROK | 12 | 2017 Marvel movie directed by 14-Across: 2 wds. |
| 25% | HELENHUNT | 9 | "As Good as It Gets" star awarded the Best Actress Oscar at the 70th Academy Awards (2 wds.) |
| 25% | LADYGAGA | 8 | Academy Award winner for "Shallow" who was the halftime headliner at the Super Bowl in 2017 (2 wds.) |
| 25% | VIVAVILLA | 9 | 1934 movie for which Wallace Beery won the best actor award at the 2nd Venice Film Festival: 2 wds. |
| 25% | TORINO | 6 | 2008 American drama film "Gran ___" directed by Clint Eastwood who also starred in the film |
| 25% | THEPROPOSAL | 11 | 2009 romcom directed by Anne Fletcher, starring Sandra Bullock which is also one of the highest grossing rom coms of all times: 2 wds. |
| 25% | FROMIWOJIMA | 11 | "Letters ___," 2006 Japanese-American war film directed by Clint Eastwood and starring Ken Watanabe: 3 wds. |
| 24% | NOTTINGHILL | 11 | 1999 rom com directed by Roger Michell starring Julia Roberts which is also one of the highest grossing rom coms of all times: 2 wds. |