| 100% | LEGALLYBLONDE | 13 | 2001 comedy in which Reese Witherspoon played a sorority girl who excels at Harvard Law School: 2 wds. |
| 40% | AWRINKLEINTIME | 14 | 2018 fantasy movie in which Reese Witherspoon played a being who flies kids through space: 4 wds. |
| 38% | LEGALLYBLONDE | 13 | 2001 comedy in which 18-Across plays bubbly law student Elle Woods: 2 wds. |
| 37% | GHOSTWORLD | 10 | 2001 black comedy in which Steve Buscemi plays a lonely man named Seymour: 2 wds. |
| 36% | LEGALLYBLONDE | 13 | Reese Witherspoon film set at Harvard Law School (2 wds.) |
| 34% | BIGLITTLELIES | 13 | 2017-2019 HBO series in which Reese Witherspoon played a wealthy mom caught up in a murder case: 3 wds. |
| 34% | THEMEXICAN | 10 | 2001 Brad Pitt/Julia Roberts adventure comedy in which Gene Hackman plays a mobster: 2 wds. |
| 33% | PROMQUEEN | 9 | Girl who "reigns" at a school dance: 2 wds. |
| 33% | MARLEEMATLIN | 12 | "CODA" actress who played a deaf employee at the school in "Children of a Lesser God": 2 wds. |
| 32% | EMILIOESTEVEZ | 13 | Actor who played a high school jock in "The Breakfast Club" and a law student in "St. Elmo's Fire": 2 wds. |
| 31% | THEBIRDCAGE | 11 | 1996 film comedy in which Dianne Wiest played a conservative senator's wife: 2 wds. |
| 31% | ELLAENCHANTED | 13 | 2004 film in which Anne Hathaway plays a girl under a spell: 2 wds. |
| 30% | LEGALLYBLONDE | 13 | 2001 Reese Witherspoon comedy referenced in Ariana Grande's "thank u, next" music video: 2 wds. |
| 30% | THEFUGITIVE | 11 | Harrison Ford's 1993 movie (25th anniversary) in which he plays a man who is wrongfully convicted: 2 wds. |
| 30% | MOLLYSGAME | 10 | 2017 crime drama in which Jessica Chastain played a woman who runs an underground poker empire: 2 wds. |
| 29% | REARWINDOW | 10 | Hitchcock film in which 18-Across plays a woman who helps her wheelchair-bound boyfriend solve a murder: 2 wds. |
| 29% | KATHYBATES | 10 | Actress who plays a marijuana dispensary owner in the new Netflix comedy "Disjointed": 2 wds. |
| 29% | GALAXYQUEST | 11 | 1999 film in which Sigourney Weaver plays an actress who plays an officer on a spaceship: 2 wds. |
| 29% | LASTHOLIDAY | 11 | A 2006 romantic-comedy drama in which Queen Latifah plays a woman who believes she is dying because of a misdiagnosis: 2 wds. |
| 29% | SPOTLESSMIND | 12 | "Eternal Sunshine of the ___," cult movie in which Jim Carrey (birthday today) plays a man who undergoes a memory-erasing procedure: 2 wds. |
| 29% | TERIHATCHER | 11 | "Desperate Housewives" star who played a Bond girl in "Tomorrow Never Dies": 2 wds. |
| 29% | WILLIAMHURT | 11 | "Broadcast News" actor (1950-2022) who played a speech teacher at a deaf school in "Children of a Lesser God": 2 wds. |
| 28% | TOOTHFAIRY | 10 | A 2010 comedy film starring Dwayne Johnson in which Seth MacFarlane played a character named Ziggy: 2 wds. |
| 28% | LESLIENIELSEN | 13 | "Airplane!" actor who played a vampire in the comedy "Dracula: Dead and Loving It": 2 wds. |
| 28% | MOULINROUGE | 11 | Movie in which Nicole Kidman played a prostitute: 2 wds. |
| 28% | PRETTYWOMAN | 11 | Movie in which Julia Roberts played a prostitute: 2 wds. |
| 28% | NIGHTFEVER | 10 | "Saturday ___," 1977 drama film in which John Travolta plays a local performer at a disco club: 2 wds. |
| 27% | LEGALLYBLONDE | 13 | 2001 comedy with Jennifer Coolidge as a law student's friend: 2 wds. |
| 27% | JUDDNELSON | 10 | Actor who played a high school delinquent in "The Breakfast Club" and a yuppie politician in "St. Elmo's Fire": 2 wds. |
| 27% | OHGOD | 5 | 1977 comedy in which George Burns plays the Lord: 2 wds. |