| 100% | OPPENHEIMER | 11 | 2023 biopic in which Gary Oldman played President Harry Truman |
| 55% | DARKESTHOUR | 11 | 2017 biopic in which Gary Oldman played Prime Minister Winston Churchill: 2 wds. |
| 44% | THEDARKKNIGHT | 13 | 2008 superhero film in which Gary Oldman played police lieutenant Jim Gordon: 3 wds. |
| 33% | CAPOTE | 6 | 2005 biopic in which Philip Seymour Hoffman plays the title role |
| 33% | AIR | 3 | 2023 film in which Ben Affleck played Phil Knight |
| 33% | AIR | 3 | 2023 film in which Damian Young plays Michael Jordan |
| 32% | TAR | 3 | 2023 film in which Cate Blanchett plays a world-renowned conductor |
| 30% | SIRIUSBLACK | 11 | Character portrayed by actor Gary Oldman in the Harry Potter film series: 2 wds. |
| 29% | DAVE | 4 | 1993 film in which Kevin Kline played the president |
| 29% | BESS | 4 | President Harry Truman's wife |
| 29% | GARYOLDMAN | 10 | "Slow Horses" actor who plays Harry S. Truman in "Oppenheimer" (2 wds.) |
| 28% | GEORGEFOREMAN | 13 | Boxing champion played by Khris Davis in a 2023 sports biopic (2 wds.) |
| 28% | DAVE | 4 | 1993 comedy in which Kevin Kline plays the U.S. president |
| 28% | DARKEST | 7 | "___ Hour," Gary Oldman's movie about Winston Churchill which was released a day prior to Thanksgiving in 2017 |
| 28% | VICE | 4 | Christian Bale comedy drama in which he plays the role of former U.S. Vice President Dick Cheney |
| 28% | RICHARDNIXON | 12 | Former U.S. president played by Anthony Hopkins in a 1995 biopic (2 wds.) |
| 27% | AIR | 3 | Ben Affleck film in which Viola Davis played Deloris Jordan (April, 2023) |
| 26% | LILACTIME | 9 | 1928 Gary Cooper romance in which a bouquet plays a vital role |
| 26% | GARY | 4 | ___ Oldman, actor who played Sirius Black in the "Harry Potter" films |
| 26% | AIRFORCEONE | 11 | Film in which Ford was president |
| 25% | PORTRAYS | 8 | Plays in a biopic |
| 25% | EVITA | 5 | Musical in which musical chairs is played |
| 25% | DESIREE | 7 | 1954 film in which Brando played Napoleon |
| 25% | RAE | 3 | Issa who plays President Barbie in "Barbie" |
| 25% | ISSA | 4 | Rae who plays President Barbie in "Barbie" |
| 25% | NHL | 3 | Org. in which Ducks play with pucks |
| 25% | SHEARER | 7 | Harry in "The Truman Show" |
| 25% | EDINBURGH | 9 | City in which JK Rowling created Harry Potter |
| 25% | ISSA | 4 | ___ Rae, actress who played President Barbie in "Barbie" |
| 25% | ISSA | 4 | Actress Rae who played President Barbie in "Barbie" |