| 100% | UPONA | 5 | "Once ___ Time... In Hollywood," 2019 movie: 2 wds. |
| 74% | UPONA | 5 | "Once ___ Time in Hollywood": 2 wds. |
| 65% | BRADPITT | 8 | Best Supporting Actor winner for 2019's "Once Upon a Time in Hollywood": 2 wds. |
| 63% | AUSTINBUTLER | 12 | "Once Upon a Time in Hollywood" actor who starred as Elvis Presley in the 2022 biopic "Elvis": 2 wds. |
| 60% | BRADPITT | 8 | Best Supporting Actor Oscar winner for the 2019 film "Once Upon a Time in Hollywood": 2 wds. |
| 59% | MARGOTROBBIE | 12 | "Once Upon a Time in Hollywood" actress who plays Kayla Pospisil in "Bombshell" (2 wds.) |
| 59% | BRADPITT | 8 | "Once Upon a Time in Hollywood" actor who plays Ladybug in "Bullet Train" (2 wds.) |
| 59% | ONCEUPONA | 9 | "___ Time In Hollywood," comedy-drama film starring Brad Pitt that was one of the biggest hits of 2019: 3 wds. |
| 59% | UPON | 4 | "Once ___ a Time in Hollywood" (Quentin Tarantino movie) |
| 59% | AUSTINBUTLER | 12 | "Once Upon a Time in Hollywood" actor who plays the title role in "Elvis" (2 wds.) |
| 55% | BRADPITT | 8 | "Once Upon a Time in Hollywood" actor who was named People's Sexiest Man Alive in 1995 and 2000 (2 wds.) |
| 54% | UPON | 4 | "Once ___ a Time in Hollywood" (2019 Tarantino film) |
| 53% | TARANTINO | 9 | Director of 2019's Once Upon a Time in Hollywood |
| 52% | JEFFREYWRIGHT | 13 | Actor in the 2021 movies "No Time to Die" and "The French Dispatch": 2 wds. |
| 52% | ADAMSANDLER | 11 | Actor who plays Howard Ratner in the 2019 movie "Uncut Gems": 2 wds. |
| 51% | ONCE | 4 | "___ Upon a Time in Hollywood," movie starring Brad Pitt and Margot Robbie |
| 51% | UPONA | 5 | "Once ___ Time in America" (1984 Robert De Niro film) (2 wds.) |
| 51% | ONEDAY | 6 | Some time in the future: 2 wds. |
| 51% | ONCE | 4 | "___ Upon a Time in Hollywood," 2019 comedy drama film starring Brad Pitt and Margot Robbie |
| 50% | ADASTRA | 7 | 2019 movie starring Brad Pitt as a space traveler: 2 wds. |
| 50% | ONCEUPONATIME | 13 | "___ in Hollywood," 2019 drama film starring Leonardo DiCaprio and Brad Pitt: 4 wds. |
| 48% | UPON | 4 | "Once ___ a Time in Hollywood" |
| 48% | IDO | 3 | Wedding phrase repeated five times in an ABBA song title: 2 wds. |
| 48% | AGESAGO | 7 | A very long time in the past: 2 wds. |
| 47% | BLEEDINGLOVE | 12 | Leona Lewis song that hit #1 three separate times in 2008: 2 wds. |
| 47% | LATENIGHT | 9 | 2019 movie written by Mindy Kaling, who plays a writer for a TV host: 2 wds. |
| 46% | HOLLYWOOD | 9 | "Once Upon a Time in ___," 2019 comedy-drama film starring Brad Pitt and Leonardo DiCaprio about Hollywood's "golden age" |
| 46% | UPONA | 5 | "Once ___ time, in a land far away..": 2 wds. |
| 46% | UPON | 4 | "Once ___ a Time in Hollywood" (Quentin Tarantino dramedy) |
| 46% | TARANTINO | 9 | "Once Upon a Time in Hollywood" director |