| 100% | THEFRONTPAGE | 12 | 1974 Billy Wilder-directed film starring Jack Lemmon and Walter Matthau: 3 wds. |
| 63% | THEAPARTMENT | 12 | 1960 Billy Wilder-directed film starring Jack Lemmon and Shirley MacLaine: 2 wds. |
| 63% | SOMELIKEITHOT | 13 | 1959 Billy Wilder-directed film starring Jack Lemmon and Tony Curtis: 4 wds. |
| 61% | THEFRONTPAGE | 12 | Billy Wilder film starring Walter Matthau as a newspaper editor and Jack Lemmon as a reporter (3 wds.) |
| 58% | GRUMPYOLDMEN | 12 | 1993 comedy-drama film starring Jack Lemmon and Walter Matthau |
| 58% | FRONTPAGE | 9 | The —, 1974 comedy-drama film starring Jack Lemmon and Walter Matthau |
| 57% | GRUMPYOLDMEN | 12 | Donald Petrie film starring Walter Matthau and Jack Lemmon as feuding next-door neighbors (3 wds.) |
| 57% | THEODDCOUPLE | 12 | Gene Saks film starring Walter Matthau and Jack Lemmon as mismatched roommates Oscar and Felix (3 wds.) |
| 42% | FIVEEASYPIECES | 14 | "Odd" 1970 film starring Jack Nicholson and Karen Black: 3 wds. |
| 40% | APARTMENT | 9 | The —, 1960 comedy-drama film starring Jack Lemmon and Shirley MacLaine |
| 40% | RACE | 4 | "The Great ___," 1965 comedy film starring Jack Lemmon and Natalie Wood |
| 40% | TIGER | 5 | "Save the ___," 1973 drama film starring Jack Lemmon and Laurie Heineman |
| 40% | MISTER | 6 | "___ Roberts," 1955 comedy-drama film starring Jack Lemmon and Henry Fonda |
| 37% | RABBITTEST | 10 | 1978 film written and directed by 18-Across, starring Billy Crystal as the first pregnant man: 2 wds. |
| 36% | THEODDCOUPLE | 12 | Neil Simon play about mismatched roommates, adapted into a 1968 Jack Lemmon/Walter Matthau movie: 3 wds. |
| 35% | WESTSIDESTORY | 13 | 2021 musical film starring 18-Across and 38-Across directed by Steven Spielberg (3 wds.) |
| 35% | SOMELIKE | 8 | "___ It Hot," 1959 rom-com starring Jack Lemmon and Marilyn Monroe: 2 wds. |
| 35% | PIRATES | 7 | 1986 adventure-comedy film starring Walter Matthau and Cris Campion |
| 34% | THEBADNEWS | 10 | & 12D 1976 comedy-drama film starring Walter Matthau and Tatum O’Neal |
| 34% | HOWTOMURDER | 11 | & 13D 1965 film comedy starring Jack Lemmon and Virna Lisi |
| 34% | DAYSOFWINE | 10 | & 13D 1962 film drama starring Jack Lemmon and Lee Remick |
| 33% | OFNORETURN | 10 | "River ___," 1954 American Western film starring Marilyn Monroe, directed by Otto Preminger: 3 wds. |
| 33% | TROPICTHUNDER | 13 | Action comedy film starring Ben Stiller, Robert Downey Jr. and Jack Black: 2 wds. |
| 33% | OUTTOSEA | 8 | 1997 Jack Lemmon/Walter Matthau film |
| 33% | THELASTJEDI | 11 | 2017 "Star Wars" film starring Daisy Ridley directed by 39-Across: 3 wds. |
| 33% | SPACECOWBOYS | 12 | 2000 adventure film directed by and starring Clint Eastwood: 2 wds. |
| 33% | SHOPOFHORRORS | 13 | "Little ___," 1986 musical horror film starring Steve Martin which was directed by Frank Oz: 3 wds. |
| 32% | YEARONE | 7 | 2009 Jack Black film directed and cowritten by Harold Ramis: 2 wds. |