| 100% | THAT | 4 | "She's All ___," a 1999 romantic comedy starring Freddie Prinze Jr. and Rachael Leigh Cook |
| 95% | ALL | 3 | "She's ___ That," a 1999 romantic comedy starring Freddie Prinze Jr. and Rachael Leigh Cook |
| 89% | SHES | 4 | "___ All That," a 1999 romantic comedy starring Freddie Prinze Jr. and Rachael Leigh Cook |
| 51% | SHESALLTHAT | 11 | 1999 rom-com with Freddie Prinze Jr. and Rachael Leigh Cook |
| 45% | ALLTHAT | 7 | "She's ___," 1999 rom-com set in a high school featuring Freddie Prinze Jr. and Rachael Cook: 2 wds. |
| 44% | SCOOBYDOO | 9 | 2002 film comedy starring Freddie Prinze Jr and Sarah Michelle Gellar |
| 35% | RUNAWAYBRIDE | 12 | 1999 romantic comedy starring Julia Roberts and Richard Gere: 2 wds. |
| 33% | BRIDE | 5 | "Runaway ___," 1999 romantic comedy film starring Julia Roberts and Richard Gere |
| 33% | HILL | 4 | "Notting ___," 1999 romantic comedy film starring Hugh Grant and Julia Roberts |
| 33% | BRIDE | 5 | "Runaway ___," 1999 romantic comedy film starring Richard Gere and Julia Roberts |
| 31% | WHAT | 4 | "___ Women Want?" 2000 romantic comedy starring Mel Gibson and Helen Hunt, with a question in the title |
| 30% | WOMAN | 5 | "Pretty ___," a famed romantic comedy starring Julia Roberts and Richard Gere |
| 29% | ONE | 3 | "She's the ___," 1996 romantic comedy film directed by Edward Burns starring Jennifer Aniston and Cameron Diaz |
| 29% | LAST | 4 | "The ___ Kiss," a 2006 romantic comedy starring Zach Braff and Jacinda Barrett |
| 29% | SHES | 4 | "___ All That," rom-com starring Freddie Prinze Jr. |
| 29% | SHE | 3 | "___'s Out of My League," a 2010 romantic comedy starring Jay Baruchel and Alice Eve |
| 28% | ALLTHEREIS | 10 | 1996 romantic comedy, "Love is ___," starring Angelina Jolie which is a modern retelling of "Romeo and Juliet": 3 wds. |
| 28% | SHESALLTHAT | 11 | Teen romantic comedy film starring Paul Walker which is a modern adaptation of "My Fair Lady" and "Pygmalion": 3 wds. |
| 28% | TROPICTHUNDER | 13 | A comedy starring Ben Stiller and Robert Downey Jr., in which Tom Cruise made a cameo: 2 wds. |
| 28% | ALOT | 4 | "___ Like Love," a 2005 romantic comedy starring Ashton Kutcher and Amanda Peet: 2 wds. |
| 28% | HARRY | 5 | "When ___ Met Sally," a famed romantic comedy starring Billy Crystal and Meg Ryan |
| 27% | SHE | 3 | "___'s Out of My League," a romantic comedy starring Jay Baruchel and Alice Eve |
| 27% | DON | 3 | "___ Jon," a 2013 romantic comedy-drama starring Joseph Gordon-Levitt and Scarlett Johansson |
| 27% | THEGRADUATE | 11 | 1967 romantic comedy film starring Dustin Hoffman and Anne Bancroft based on a Charles Webb novel of the same name: 2 wds. |
| 27% | SABRINA | 7 | 1954 romantic comedy starring 15-Across and Humphrey Bogart |
| 27% | SABRINA | 7 | 1954 romantic comedy starring Humphrey Bogart and 44-Across |
| 27% | INDISCREET | 10 | 1958 romantic comedy starring Ingrid Bergman and Cary Grant |
| 27% | LOVEYOUMAN | 10 | "I ___," a 2009 romantic comedy starring Paul Rudd and Jason Segel, in which Lou Ferrigno appeared as himself: 3 wds. |
| 27% | MAMA | 4 | "Baby ___," 2008 romantic comedy starring Amy Poehler and Tina Fey |
| 27% | ITHAD | 5 | "___ To Be You," a 2015 romantic comedy starring Cristin Milioti and Dan Soder: 2 wds. |