| 100% | DATES | 5 | "50 First ___," 2004 romantic comedy film starring Adam Sandler and Drew Barrymore |
| 80% | SINGER | 6 | "The Wedding ___," 1998 romantic comedy film starring Adam Sandler and Drew Barrymore |
| 54% | SPANGLISH | 9 | 2004 comedy-drama film starring Adam Sandler and Tea Leoni |
| 54% | MUSIC | 5 | "___ and Lyrics," 2007 romantic comedy film starring Hugh Grant and Drew Barrymore |
| 53% | FIRST | 5 | "50 ___ Dates," 2004 rom-com starring Adam Sandler and Drew Barrymore that was shot in Hawaii |
| 52% | ANGER | 5 | "___ Management," 2003 American comedy film starring Adam Sandler and Jack Nicholson |
| 52% | JUSTGOWITHIT | 12 | 2011 romantic comedy film directed by Dennis Dugan starring Jennifer Aniston and Adam Sandler: 4 wds. |
| 51% | JUSTGOWITHIT | 12 | 2011 romantic comedy film directed by Dennis Dugan which stars Nicole Kidman and Adam Sandler: 4 wds. |
| 51% | YARD | 4 | "The Longest ___,' a 2005 sports comedy film starring Adam Sandler and Chris Rock |
| 49% | SINGER | 6 | "The Wedding ___," 1998 movie starring Adam Sandler and Drew Barrymore, with Billy Idol in a guest role |
| 46% | SPANGLISH | 9 | 2004 romantic drama starring Adam Sandler and Téa Leoni |
| 46% | CLICK | 5 | 2006 comedy-drama film starring Adam Sandler and Kate Beckinsale |
| 45% | BIGDADDY | 8 | 1999 comedy-drama film starring Adam Sandler and Joey Lauren Adams |
| 45% | CLICK | 5 | 2006 comedy and drama film starring Adam Sandler and Kate Beckinsale |
| 44% | UNCUT | 5 | "___ Gems," 2019 dark comedy film starring Adam Sandler |
| 43% | ANGER | 5 | & 7D 2003 film comedy starring Adam Sandler and Jack Nicholson |
| 43% | HAPPYGILMORE | 12 | 1996 comedy film starring Adam Sandler in the title role |
| 43% | PUNCHDRUNK | 10 | & 18D 2002 comedy-drama film starring Adam Sandler and Emily Watson (5-5,4) |
| 42% | HAPPYGILMORE | 12 | 1996 golf film starring Adam Sandler and Julie Bowen: 2 wds. |
| 42% | THATSMYBOY | 10 | 2012 "family" film starring Adam Sandler and Andy Samberg: 3 wds. |
| 41% | ANGER | 5 | "___ Management," 2003 comedy film starring Jack Nicholson and Adam Sandler |
| 41% | ANGELS | 6 | "Charlie's ___," 2000 action comedy film starring Cameron Diaz, Drew Barrymore and Lucy Liu |
| 40% | DREW | 4 | ___ Barrymore and Adam Sandler, "50 First Dates" actors who have starred in multiple rom-coms together |
| 40% | EVER | 4 | 1998 comedy-drama film starring Drew Barrymore and Anjelica Huston |
| 40% | HAPPYGILMORE | 12 | Sports comedy film starring Adam Sandler as a former hockey player who turns to golf (2 wds.) |
| 39% | LOVE | 4 | "Crazy, Stupid, ___," 2011 romantic comedy film starring Emma Stone, Steve Carell and Ryan Gosling |
| 39% | DRUNK | 5 | "Punch-___ Love," dark romantic comedy-drama starring Adam Sandler and Emily Watson |
| 39% | WAR | 3 | "This Means ___," a 2012 romantic comedy film starring Reese Witherspoon, Chris Pine and Tom Hardy |