| 100% | THEODDCOUPLE | 12 | Jack Lemmon comedy of 1968: 3 wds. |
| 82% | GRUMPYOLDMEN | 12 | Jack Lemmon comedy of 1993: 3 wds. |
| 63% | THEODDCOUPLE | 12 | 1968 comedy in which Jack Lemmon played neatnik Felix Ungar: 3 wds. |
| 42% | AVANTI | 6 | 1972 Jack Lemmon comedy |
| 42% | GRUMPYOLDMEN | 12 | 1993 Jack Lemmon comedy |
| 42% | NEVERADULLMOMENT | 16 | DVD comedy of 1968 |
| 41% | OLD | 3 | "Grumpy ___ Men" (1993 Jack Lemmon comedy) |
| 41% | APRIL | 5 | 1969 Jack Lemmon comedy, "The ___ Fools" |
| 40% | THEFRONTPAGE | 12 | 1974 Billy Wilder-directed film starring Jack Lemmon and Walter Matthau: 3 wds. |
| 38% | THEODDCOUPLE | 12 | Neil Simon play about mismatched roommates, adapted into a 1968 Jack Lemmon/Walter Matthau movie: 3 wds. |
| 38% | DAD | 3 | 1989 Jack Lemmon, Ted Danson comedy |
| 37% | GRUMPYOLDMEN | 12 | Donald Petrie film starring Walter Matthau and Jack Lemmon as feuding next-door neighbors (3 wds.) |
| 36% | LEEREMICK | 9 | Jack Lemmon's "Days of Wine and Roses" co-star |
| 36% | THEODDCOUPLE | 12 | Gene Saks film starring Walter Matthau and Jack Lemmon as mismatched roommates Oscar and Felix (3 wds.) |
| 36% | SOO | 3 | Jack of "The Green Berets," 1968 |
| 36% | WALTERMATTHAU | 13 | Jack Lemmon's costar in 18- and 37-Across: 2 wds. |
| 36% | INAWAY | 6 | Kind of: 3 wds. |
| 36% | INAWAY | 6 | Sort of: 3 wds. |
| 35% | MISTERROBERTS | 13 | 1955 naval comedy in which Jack Lemmon played Ensign Pulver: 2 wds. |
| 35% | THEAPARTMENT | 12 | 1960 romantic comedy in which Jack Lemmon played Bud Baxter opposite Shirley MacLaine: 2 wds. |
| 34% | HANGONTO | 8 | Keep hold of: 3 wds. |
| 33% | THELASTDETAIL | 13 | 1973 Hal Ashby military comedy starring Jack Nicholson (3 wds.) |
| 33% | FMAJ | 4 | Key of Brahms's Symphony No. 3: 2 wds. |
| 32% | KEANUREEVES | 11 | Portrayer of LAPD officer Jack Traven in "Speed": 2 wds. |
| 32% | PIRATEHAT | 9 | Part of a Captain Jack Sparrow Halloween costume (2 wds.) |
| 32% | COASTTOCOAST | 12 | Covering all of America: 3 wds. |
| 31% | DOCHERTY | 8 | Jack —, Scottish actor and writer; cast member of Channel 4 comedy series Absolutely |
| 31% | THEOFFICE | 9 | Comedy series about the everyday lives of employees, starring Steve Carell: 2 wds. |
| 31% | ASGOODASITGETS | 14 | 1997 romantic comedy starring Helen Hunt and Jack Nicholson: 5 wds. |
| 31% | JEFFDANIELS | 11 | Portrayer of Jack's partner Harry Temple in "Speed": 2 wds. |