| 100% | MONALISASMILE | 13 | 2003 Julia Roberts chick flick costarring Kirsten Dunst: 3 wds. |
| 65% | EATPRAYLOVE | 11 | 2010 Julia Roberts chick flick costarring Javier Bardem: 3 wds. |
| 55% | NOTTINGHILL | 11 | 1999 Julia Roberts chick flick costarring Hugh Grant: 2 wds. |
| 34% | MONALISA | 8 | & 22A 2003 film drama starring Julia Roberts and Kirsten Dunst |
| 31% | RICHARDGERE | 11 | Costar of Julia Roberts in 18-Across: 2 wds. |
| 31% | MONALISASMILE | 13 | Julia Roberts film set in Massachusetts (3 wds.) |
| 30% | BRINGITON | 9 | 2000 Kirsten Dunst comedy referenced in Ariana Grande's "thank u, next" music video: 3 wds. |
| 29% | EATPRAYLOVE | 11 | Julia Roberts film set in Italy, India, and Indonesia (3 wds.) |
| 28% | MONA | 4 | "___ Lisa Smile," 2003 Julia Roberts film |
| 27% | MONALISASMILE | 13 | Julia Roberts film set at Wellesley College (3 wds.) |
| 26% | NOTTINGHILL | 11 | Julia Roberts film set in London (2 wds.) |
| 26% | FLATLINERS | 10 | 1990 Kiefer Sutherland, Julia Roberts flick |
| 26% | PRETTYWOMAN | 11 | 1990 Julia Roberts movie: 2 wds. |
| 26% | PRETTYWOMAN | 11 | Movie in which Julia Roberts played a prostitute: 2 wds. |
| 26% | MONALISA | 8 | Famous painting in a Julia Roberts film title (2 wds.) |
| 25% | MYBESTFRIENDS | 13 | "___ Wedding," a 1997 romantic comedy film starring Julia Roberts, Dermot Mulroney and Cameron Diaz: 3 wds. |
| 25% | MYSTICPIZZA | 11 | MAIN COURSE: 1988 Julia Roberts comedy/romance: 2 wds. |
| 24% | RUNAWAYBRIDE | 12 | 1999 romantic comedy starring Julia Roberts and Richard Gere: 2 wds. |
| 24% | PRETTYWOMAN | 11 | 1990 "family" film starring Julia Roberts and Richard Gere: 2 wds. |
| 24% | GARRYMARSHALL | 13 | "Happy Days" creator who directed Julia Roberts in 18-Across: 2 wds. |
| 23% | MONA | 4 | "___ Lisa Smile" (2003 Julia Roberts film) |
| 23% | CHARLOTTESWEB | 13 | Julia Roberts/Dakota Fanning film based on a novel by E.B. White (2 wds.) |
| 23% | OHPRETTYWOMAN | 13 | 1964 Roy Orbison hit that has almost the same title as, and is featured in, a 1990 Julia Roberts film (3 wds.) |
| 23% | TWOFACES | 8 | "The ___ of January," 2014 thriller film starring Kirsten Dunst and Viggo Mortensen: 2 wds. |
| 23% | STEELMAGNOLIAS | 14 | 1989 dramedy starring Sally Field, Dolly Parton, Julia Roberts, and 52-Across (2 wds.) |
| 23% | JUDELAW | 7 | Costar of Robert Downey, Jr. in the Sherlock Holmes films: 2 wds. |
| 22% | OCEANSELEVEN | 12 | Heist film directed by Steven Soderbergh starring Brad Pitt, Matt Damon and Julia Roberts: 2 wds. |
| 22% | PRETTYWOMAN | 11 | Romcom starring Richard Gere and Julia Roberts which grossed $463 million worldwide in 1990: 2 wds. |
| 22% | MERYLSTREEP | 11 | Legendary actress who costarred with Robert Redford in 19-Across: 2 wds. |
| 21% | PRETTYWOMAN | 11 | 1990 Julia Roberts/Richard Gere romantic comedy, with music from 31-Across' opera "La Traviata": 2 wds. |