| 100% | AVANTI | 6 | 1972 romcom starring Jack Lemmon and Juliet Mills |
| 45% | DAD | 3 | 1989 movie starring Jack Lemmon and Ted Danson |
| 44% | GRUMPYOLDMEN | 12 | 1993 comedy-drama film starring Jack Lemmon and Walter Matthau |
| 44% | HOWTOMURDER | 11 | & 13D 1965 film comedy starring Jack Lemmon and Virna Lisi |
| 44% | DAYSOFWINE | 10 | & 13D 1962 film drama starring Jack Lemmon and Lee Remick |
| 44% | APARTMENT | 9 | The —, 1960 comedy-drama film starring Jack Lemmon and Shirley MacLaine |
| 44% | RACE | 4 | "The Great ___," 1965 comedy film starring Jack Lemmon and Natalie Wood |
| 44% | TIGER | 5 | "Save the ___," 1973 drama film starring Jack Lemmon and Laurie Heineman |
| 44% | MISTER | 6 | "___ Roberts," 1955 comedy-drama film starring Jack Lemmon and Henry Fonda |
| 44% | FRONTPAGE | 9 | The —, 1974 comedy-drama film starring Jack Lemmon and Walter Matthau |
| 43% | THEAPARTMENT | 12 | 1960 Billy Wilder-directed film starring Jack Lemmon and Shirley MacLaine: 2 wds. |
| 43% | SOMELIKEITHOT | 13 | 1959 Billy Wilder-directed film starring Jack Lemmon and Tony Curtis: 4 wds. |
| 43% | THEFRONTPAGE | 12 | 1974 Billy Wilder-directed film starring Jack Lemmon and Walter Matthau: 3 wds. |
| 43% | SOMELIKE | 8 | "___ It Hot," 1959 rom-com starring Jack Lemmon and Marilyn Monroe: 2 wds. |
| 42% | POPCORN | 7 | 2007 romcom starring Jack Ryder and Jodi Albert |
| 36% | LEEREMICK | 9 | Jack Lemmon's "Days of Wine and Roses" co-star |
| 35% | GTRHUEMAPPYAORLTDMMEENNT | 24 | 14-Down starring Jack Lemmon |
| 32% | AVANTI | 6 | 1972 Jack Lemmon comedy |
| 32% | AVANTI | 6 | 1972 Jack Lemmon film |
| 32% | AVANTI | 6 | 1972 Jack Lemmon movie |
| 31% | SWEPTAWAY | 9 | 2002 romcom starring Madonna and Adriano Giannini |
| 31% | MOONSTRUCK | 10 | 1987 romcom starring Cher and Nicolas Cage |
| 31% | WEBB | 4 | Jack ___, "Dragnet" creator and star |
| 30% | WALTERMATTHAU | 13 | Jack Lemmon's costar in 18- and 37-Across: 2 wds. |
| 30% | THEREBOUND | 10 | 2009 romcom starring Catherine Zeta-Jones and Justin Bartha |
| 30% | GREGORYS | 8 | 1981 romcom starring Gordon John Sinclair and Dee Hepburn |
| 30% | ROMEO | 5 | ___ and Juliet, star-crossed lovers from the eponymous Shakespearean tragedy |