| 100% | NACHOLIBRE | 10 | Jack Black comedy about a cook with a secret life as a wrestler in Mexico (2 wds.) |
| 43% | NACHOLIBRE | 10 | 2006 comedy starring Jack Black as a monk who moonlights as a wrestler: 2 wds. |
| 42% | TROPICTHUNDER | 13 | 2008 comedy starring Jack Black as an actor forced to survive in a jungle: 2 wds. |
| 40% | ANNIEMURPHY | 11 | Actress starring in AMC's dark comedy about a woman with a rude husband named Kevin: 2 wds. |
| 37% | SHALLOWHAL | 10 | 2001 comedy starring Jack Black as a man hypnotized to see people's inner beauty: 2 wds. |
| 37% | LOVEACTUALLY | 12 | 2003 holiday romantic comedy with Martin Freeman as a stand-in actor: 2 wds. |
| 36% | TROPICTHUNDER | 13 | 2008 movie with Frat Packers Jack Black and Ben Stiller that's set in a jungle: 2 wds. |
| 35% | WARMBODIES | 10 | A 2013 paranormal romantic comedy starring Nicholas Hoult - whose birthday it is today - as a zombie who falls in love with a human: 2 wds. |
| 34% | HONEYDONT | 9 | 2025 black comedy starring Margaret Qualley as a private investigator: 2 wds. |
| 34% | BOURNELEGACY | 12 | With "The," 2012 action thriller starring Jeremy Renner as a black ops operative: 2 wds. |
| 33% | YEAHGLO | 7 | 2024 hit about 16-Across's luxurious life as a rapper: 2 wds. |
| 33% | RESIDENTALIEN | 13 | Syfy dramedy, about a small-town doctor with a secret, that stars Alan Tudyk: 2 wds. |
| 33% | UNCLEBUCK | 9 | 1989 comedy about a slob who acts as a babysitter for his nieces and nephew: 2 wds. |
| 33% | MARRIEDWITH | 11 | With 44-Across, long-running Fox comedy starring Christina Applegate as a sex-obsessed teenager: 2 wds. |
| 33% | EMMATHOMPSON | 12 | "Howards End" actress who returns as a doctor in "Bridget Jones: Mad About the Boy": 2 wds. |
| 32% | MRMOM | 5 | 1983 comedy with Michael Keaton as a stay-at-home dad: 2 wds. |
| 32% | LEGALLYBLONDE | 13 | 2001 comedy with Jennifer Coolidge as a law student's friend: 2 wds. |
| 32% | THEPINK | 7 | With 50-Across, comedy film series in which Peter Sellers originated the role of a bumbling detective: 2 wds. |
| 32% | MODERNTIMES | 11 | 1936 comedy starring 15-/49-Across as a factory worker struggling in the industrialized world: 2 wds. |
| 32% | TARBABY | 7 | 1981 Toni Morrison novel about an educated fashion model in love with a poor fugitive: 2 wds. |
| 31% | ENCINOMAN | 9 | 1992 comedy starring Brendan Fraser as a frozen caveperson come back to life: 2 wds. |
| 31% | GHOSTWORLD | 10 | 2001 black comedy in which Steve Buscemi plays a lonely man named Seymour: 2 wds. |
| 31% | ONTHE | 5 | ___ rocks (with ice, as in a drink): 2 wds. |
| 31% | JURYDUTY | 8 | 2023 Freevee comedy documentary about a fake court case starring James Marsden as himself: 2 wds. |
| 31% | TROPICTHUNDER | 13 | 2008 movie about a group of actors who fight in a real-life war: 2 wds. |
| 31% | THESHAPE | 8 | With 19-Across, 2017 fantasy film featuring Octavia Spencer as a worker at a secret government lab: 2 wds. |
| 31% | KATHYGRIFFIN | 12 | "My Life on the D-List" star who won a Grammy for Best Comedy Album in 2014: 2 wds. |
| 31% | DEMOLITIONMAN | 13 | 1993 sci-fi film featuring Jack Black which is about an evil crime lord and a risk taking police officer: 2 wds. |
| 31% | BOBSAGET | 8 | "Fuller House" actor who was a roastee on Comedy Central Roast with John Stamos as the roast master: 2 wds. |
| 31% | THEOFFICE | 9 | A comedy which starred Steve Carell as Michael Scott, in which 17-Across played his rival, Charles Miner: 2 wds. |