| 100% | THEINTERNSHIP | 13 | Comedy set at Google that stars 39-Across and Owen Wilson: 2 wds. |
| 38% | BROADCITY | 9 | Comedy Central sitcom that starred Ilana Glazer and Abbi Jacobson: 2 wds. |
| 36% | NOON | 4 | Jackie Chan and Owen Wilson starrer western comedy film "Shanghai ___" |
| 35% | AMERICANPIE | 11 | Raunchy 1999 Jason Biggs comedy set at East Great Falls High: 2 wds. |
| 35% | OLDSCHOOL | 9 | Raunchy 2003 Will Ferrell comedy set at Harrison University: 2 wds. |
| 34% | VANWILDER | 9 | Raunchy 2002 Ryan Reynolds comedy set at Coolidge College, with "National Lampoon's": 2 wds. |
| 34% | ANIMALHOUSE | 11 | Raunchy 1978 John Belushi comedy set at Faber College, with "National Lampoon's": 2 wds. |
| 33% | DOCTORODYSSEY | 13 | 2024-2025 medical drama aboard a cruise ship that starred 15-Across and Don Johnson: 2 wds. |
| 33% | MYFRIENDIRMA | 12 | 1949 comedy film starring 17-Across and 39-Across together for the first time (3 wds.) |
| 32% | MARIAHCAREY | 11 | Pop star who performed and cowrote the song at 19-/33-Across: 2 wds. |
| 32% | SUDDENLYSUSAN | 13 | Sitcom starring 15-Across and 32-Across that premiered in 1996 (2 wds.) |
| 32% | NASHBRIDGES | 11 | Police procedural set in San Francisco starring 13-Across and 25-Across that began its six-year run in 1996 (2 wds.) |
| 32% | KNOCKEDUP | 9 | Comedy starring Seth Rogen and 47-Across (2 wds.) |
| 32% | FARGO | 5 | FX series that starred Kirsten Dunst and Patrick Wilson in season 2 |
| 31% | RAMBLINGROSE | 12 | 1991 drama starring 16-Across and 39-Across that is the only film to have a mother and daughter both nominated for an Oscar for the same film (2 wds.) |
| 31% | VALLEYOF | 8 | With 39-Across, 1967 movie that starred Patty Duke as a pill-addicted celebrity: 2 wds. |
| 31% | NIGHTSCHOOL | 11 | Comedy film starring 15-Across and 45-Across as dropouts working toward a GED (2 wds.) |
| 31% | LALAW | 5 | Former NBC drama that starred Harry Hamlin and Susan Dey: 2 wds. |
| 31% | CARMENELECTRA | 13 | Winner (with Owen Wilson and Amy Smart) of MTV's 2004 Best Kiss Award for "Starsky & Hutch": 2 wds. |
| 31% | DATENIGHT | 9 | 2010 comedy starring Steve Carell and Tina Fey: 2 wds. |
| 31% | KNOCKEDUP | 9 | 2007 comedy starring Paul Rudd and Seth Rogen: 2 wds. |
| 31% | BADTEACHER | 10 | 2011 comedy starring Justin Timberlake and Cameron Diaz: 2 wds. |
| 31% | RIDEALONG | 9 | 2014 comedy starring Ice Cube and Kevin Hart: 2 wds. |
| 31% | EASYA | 5 | 2010 comedy starring Emma Stone and Penn Badgley: 2 wds. |
| 31% | FREAKDANCE | 10 | 2011 comedy starring Amy Poehler and Matt Besser: 2 wds. |
| 31% | OHGOD | 5 | 1977 comedy starring John Denver and George Burns: 2 wds. |
| 30% | ISPY | 4 | 2002 Betty Thomas comedy film starring Eddie Murphy and Owen Wilson |
| 30% | HALLPASS | 8 | 2011 film comedy starring Owen Wilson and Jason Sudeikis |
| 30% | FRIENDSWITH | 11 | "___ Benefits," 2011 romantic comedy film that starred Justin Timberlake and Mila Kunis in the lead roles: 2 wds. |
| 30% | ZOOLANDER | 9 | 2001 movie with Frat Packers Ben Stiller, Owen Wilson, Vince Vaughn, and Will Ferrell that's set in the modeling world |