| 100% | PITCHPERFECT | 12 | 2012 musical comedy featuring an a cappella singing group called the Bellas: 2 wds. |
| 39% | MEANGIRLS | 9 | 2004 teen comedy featuring a clique called the Plastics: 2 wds. |
| 31% | BREAKFASTCLUB | 13 | 1985 John Hughes comedy featuring five students during a Saturday detention, with "The": 2 wds. |
| 29% | BILLYMADISON | 12 | Adam Sandler comedy featuring a cameo by actor Steve Buscemi as the title character's former classmate (2 wds.) |
| 29% | HAPPYGILMORE | 12 | Adam Sandler sports comedy featuring a cameo by director Dennis Dugan as commissioner of the pro golf tour (2 wds.) |
| 29% | WAYNESWORLD | 11 | 1992 comedy featuring Rob Lowe as a sleazy TV producer: 2 wds. |
| 28% | HORRIBLEBOSSES | 14 | 2011 Jennifer Aniston comedy featuring Jamie Foxx as a "murder consultant": 2 wds. |
| 28% | ITONYA | 6 | 2017 sports biographical comedy about an infamous figure skater involved in a scandal before the 1994 Winter Olympics: 2 wds. |
| 28% | DIVINEJUSTICE | 13 | Fourth novel in a series featuring Oliver Stone and his group of political watchdogs called the Camel Club (2 wds.) |
| 27% | AHARDDAYS | 9 | "___ Night," a musical comedy film starring the Beatles that won 31-Across an Academy Award for scoring of music: 3 wds. |
| 27% | SCREAMQUEENS | 12 | 2015-2016 Fox dark comedy featuring Niecy Nash-Betts as a sorority's security guard: 2 wds. |
| 27% | ROSEANNEBARR | 12 | Title star of a 1990s sitcom who was the honoree of a 2012 Comedy Central roast: 2 wds. |
| 26% | WRECKITRALPH | 12 | 2012 animated film featuring the voices of John C. Reilly and Sarah Silverman: 2 wds. |
| 26% | FIGHTCLUB | 9 | 1996 novel by Chuck Palahniuk featuring an unnamed protagonist, with a film adaptation starring Brad Pitt and Edward Norton: 2 wds. |
| 26% | THEFAVOURITE | 12 | 2018 historical dark comedy featuring an Oscar-winning performance by 37-Across as Queen Anne (2 wds.) |
| 25% | KAZAAM | 6 | Musical comedy featuring NBA star Shaquille O'Neal as a genie |
| 25% | INLIVINGCOLOR | 13 | 1990s sketch comedy show featuring 45-Across as a member of The Fly Girls dance troupe (3 wds.) |
| 25% | GLEECLUB | 8 | Singing group for high schoolers: 2 wds. |
| 25% | GLEECLUB | 8 | School singing group: 2 wds. |
| 25% | CELTICTHUNDER | 13 | Singing group that opened the New York City Saint Patrick's Day Parade in 2009 (2 wds.) |
| 25% | GLEECLUB | 8 | High school singing group: 2 wds. |
| 25% | THECABLEGUY | 11 | 1996 dark comedy film featuring Jack Black which is about an acquaintance who turns into a psycho stalker: 3 wds. |
| 25% | LESMISERABLES | 13 | 2012 musical film starring 18-Across as 43-Across based on an 1862 Victor Hugo novel (2 wds.) |
| 24% | BLUESBROTHERS | 13 | With "The," 1980 musical comedy film starring 18-Across as "Joliet Jake": 2 wds. |
| 24% | HUMANRACE | 9 | The people of Earth as a group: 2 wds. |
| 24% | ACAPPELLA | 9 | Like some unaccompanied college singing groups: 2 wds. |
| 24% | YALE | 4 | School whose a cappella group is the Whiffenpoofs |
| 24% | GAMENIGHT | 9 | 2018 black comedy featuring Rachel McAdams: 2 wds. |
| 24% | DATENIGHT | 9 | 2010 action comedy featuring rapper Common: 2 wds. |
| 24% | PENTATONIX | 10 | Three-time Grammy-winning a cappella group that got its start on "The Sing-Off" in 2011 |