| 100% | SINGER | 6 | "The Wedding ___," 1998 movie starring Adam Sandler and Drew Barrymore, with Billy Idol in a guest role |
| 45% | SINGER | 6 | "The Wedding ___," 1998 romantic comedy film starring Adam Sandler and Drew Barrymore |
| 37% | DATES | 5 | "50 First ___," 2004 romantic comedy film starring Adam Sandler and Drew Barrymore |
| 34% | FIRST | 5 | "50 ___ Dates," 2004 rom-com starring Adam Sandler and Drew Barrymore that was shot in Hawaii |
| 34% | HAPPYGILMORE | 12 | 1996 comedy film starring Adam Sandler in the title role |
| 30% | REMADE | 6 | Like the movie A Star Is Born, in 1954, 1976, and 2018 |
| 30% | WEDDINGSINGER | 13 | "The ___," 1998 movie starring Drew Barrymore as waitress Julia Sullivan: 2 wds. |
| 30% | WATERBOY | 8 | 1998 Adam Sandler football movie, with "The" |
| 30% | JENNIFER | 8 | With 35-Across, actress who starred in both the "Hunger Games" and "X-Men" movie franchises |
| 30% | RYANREYNOLDS | 12 | Movie star whose first major role was one of the guys on the sitcom "Two Guys and a Girl" (2 wds.) |
| 29% | CANIGETANAMEN | 13 | "Anyone agree with me?" and a hint to what's hidden in the starred answers |
| 29% | BOFA | 4 | Financial institution with a stylized version of the Stars and Stripes in its logo, for short |
| 29% | AMYFISHER | 9 | Role played by Drew Barrymore in a 1993 TV movie based on real life |
| 29% | LEADS | 5 | Performers with the biggest roles in a movie |
| 28% | BABE | 4 | Movie starring a "Pig in the city" |
| 28% | GREASE | 6 | Movie with the Pink Ladies starring John Travolta ... and a homophone of Athens' country |
| 28% | GREASE | 6 | Movie with the Pink Ladies starring John Travolta... and a homophone of Athens' country |
| 28% | INVESTIGATION | 13 | "CSI: ___," with 18-Across, the name of a TV show Liev Schreiber guest-starred in, also starring Laurence Fishburne |
| 28% | EAGLE | 5 | Bird whose call is often dubbed over with the call of a red-tailed hawk, on TV and in movies |
| 28% | DREW | 4 | ___ Barrymore and Adam Sandler, "50 First Dates" actors who have starred in multiple rom-coms together |
| 28% | NEIL | 4 | With 15-Across, "How I Met Your Mother" actor who won a 2014 Tony Award for starring in "Hedwig and the Angry Inch" |
| 28% | MOANA | 5 | Disney movie with a starring voice role for Dwayne "The Rock" Johnson |
| 28% | LINDSAYLOHAN | 12 | Actress who starred as both the twins in 29a, a 1998 hit based on the novel "Lottie and Lisa": 2 wds. |
| 27% | NANCY | 5 | With 34-Across, she was LPGA Tour Player of the Year in 1978 as a rookie and received the Bob Jones Award in 1998 |
| 27% | UNCUT | 5 | Word describing Gems in a 2019 Adam Sandler movie |
| 27% | LEAD | 4 | Starring role in a movie |
| 27% | DRNO | 4 | Villain with the title role in a 1962 movie that introduced 007: 2 wds. |
| 27% | EMMA | 4 | 2020 movie starring Anya Taylor-Joy in the title role |
| 27% | ANA | 3 | Movie released on January 3 this year with Andy García and Dafne Keen in the title role |
| 27% | LEAD | 4 | Starring role in a movie, say |