| 100% | VANWILDER | 9 | Ryan Reynolds campus comedy film that featured cameos by NBA stars Darius Miles, Quentin Richardson, and Lamar Odom (2 wds.) |
| 31% | DADDYSHOME | 10 | Will Ferrell comedy featuring a cameo by NBA star Kobe Bryant (2 wds.) |
| 30% | FANTASTICFOUR | 13 | Superhero film that also starred Michael B. Jordan and Miles Teller: 2 wds. |
| 30% | FRIENDSWITH | 11 | "___ Benefits," 2011 romantic comedy film that starred Justin Timberlake and Mila Kunis in the lead roles: 2 wds. |
| 29% | GOTMAIL | 7 | "You've ___," 1998 romantic comedy film starring Tom Hanks and Meg Ryan: 2 wds. |
| 29% | WHENHARRY | 9 | "___ Met Sally...," 1989 romantic comedy film written by Nora Ephron starring Meg Ryan and Billy Crystal: 2 wds. |
| 28% | PAPERMOON | 9 | 1973 comedy that features Ryan O'Neal and his real-life daughter Tatum: 2 wds. |
| 26% | THEMOON | 7 | "Over ___," Netflix animated film that features Sandra Oh and John Cho's voices: 2 wds. |
| 26% | BRUCEALMIGHTY | 13 | 2003 fantasy comedy film directed by Tom Shadyac, starring Jennifer Aniston and Jim Carrey: 2 wds. |
| 26% | AFTEREARTH | 10 | 2013 sci-fi film that features Will Smith and his real-life son Jaden: 2 wds. |
| 25% | NURSEBETTY | 10 | 2000 American comedy film directed by Neil LaBute, featuring Allison Janney: 2 wds. |
| 25% | BOUNTYHUNTER | 12 | "The ___," 2010 action comedy film directed by Andy Tennant starring Jennifer Aniston and Gerard Butler: 2 wds. |
| 25% | PREFERBLONDES | 13 | "Gentlemen ___," 1953 musical comedy film starring Marilyn Monroe, directed by Howard Hawks: 2 wds. |
| 25% | JUSTGOWITHIT | 12 | 2011 romantic comedy film directed by Dennis Dugan starring Jennifer Aniston and Adam Sandler: 4 wds. |
| 24% | WAITING | 7 | 2005 comedy film starring Ryan Reynolds, Anna Faris, and Justin Long, set in a restaurant called Shenaniganz |
| 24% | JUSTGOWITHIT | 12 | 2011 romantic comedy film directed by Dennis Dugan which stars Nicole Kidman and Adam Sandler: 4 wds. |
| 24% | EASYA | 5 | Teen comedy film starring Emma Stone that was based on the novel "The Scarlet Letter": 2 wds. |
| 24% | MOULINROUGE | 11 | Film that features Nicole Kidman and a necklace made of 1,308 diamonds (2 wds.) |
| 24% | HONG | 4 | "A Countess from ___ Kong," 1967 comedy film starring Marlon Brando that was written and directed by Charlie Chaplin |
| 24% | MRMOM | 5 | 1983 comedy film starring Michael Keaton and Teri Garr: 2 wds. |
| 24% | NIGHTSCHOOL | 11 | 2018 comedy film starring Tiffany Haddish and Kevin Hart: 2 wds. |
| 24% | LEGALLYBLONDE | 13 | 2001 American comedy film starring Reese Witherspoon (birthday today) that was adapted from an Amanda Brown novel: 2 wds. |
| 24% | PRETTYWOMAN | 11 | Film that features Julia Roberts and a necklace with 23 rubies in heart-shaped diamonds (2 wds.) |
| 23% | THEA | 4 | "___-team," action comedy film starring Liam Neeson and Bradley Cooper: 2 wds. |
| 23% | EASYA | 5 | 2010 teen comedy film starring Emma Stone and Amanda Bynes: 2 wds. |
| 23% | THEGRADUATE | 11 | 1967 romantic comedy film starring Dustin Hoffman and Anne Bancroft based on a Charles Webb novel of the same name: 2 wds. |
| 23% | AWKWARDMOMENT | 13 | "That ___," 2014 romantic comedy-drama film directed by Tom Gormican and starring Zac Efron and Miles Teller: 2 wds. |
| 23% | THEPROPOSAL | 11 | Romcom starring Ryan Reynolds and Sandra Bullock which grossed $317 million worldwide in 2009: 2 wds. |
| 23% | NIGHTSCHOOL | 11 | Comedy film starring 15-Across and 45-Across as dropouts working toward a GED (2 wds.) |
| 23% | DOCUMENTARYNOW | 14 | IFC comedy series that spoofs films like "Grey Gardens" and "When We Were Kings": 2 wds. |