| 100% | GREAT | 5 | "The ___ Dictator," 1940 satirical comedy film by Charlie Chaplin that was also his first true sound film |
| 46% | MODERN | 6 | "___ Times," 1936 comedy film by Charlie Chaplin that marked the last appearance of his iconic "Tramp" character |
| 37% | HONG | 4 | "A Countess from ___ Kong," 1967 comedy film starring Marlon Brando that was written and directed by Charlie Chaplin |
| 34% | CITYLIGHTS | 10 | 1931 romantic comedy film by Charlie Chaplin for which he composed the music: 2 wds. |
| 34% | RUSH | 4 | "The Gold ___," 1925 comedy film by Charlie Chaplin |
| 31% | ROADTOSINGAPORE | 15 | 1940 Crosby/Lamour/Hope film that was the first of a "travel" series |
| 31% | RUSH | 4 | "The Gold ___," 1925 silent comedy film starring Charlie Chaplin that features a dinner scene on New Year's Eve |
| 31% | LINE | 4 | "I Walk the ___," 1956 song by Johnny Cash that was his first number one hit on Billboard |
| 31% | CPR | 3 | First-aid procedure that can be done to the beat of "360" by Charlie XCX |
| 31% | LIMELIGHT | 9 | 1952 film starring Charlie Chaplin...the first half of whose name is the key citrus fruit in 14a |
| 29% | TALE | 4 | "Living to Tell the ___," 2002 book by Gabriel Garcia Marquez that was the first volume of his autobiography |
| 29% | GOAL | 4 | "Next ___ Wins," sports comedy film directed by Taika Waititi that is based on a 2014 documentary of the same name |
| 29% | RUSHMORE | 8 | 1998 comedy starring Bill Murray (birthday today), that has been preserved by the U.S. National Film Registry |
| 28% | LOST | 4 | "___ in America," 1985 satirical comedy film starring Julie Hagerty that features the Hoover Dam |
| 28% | BATTLE | 6 | "___ of the Sexes," sports comedy film starring Steve Carell that is based on 38a |
| 28% | RUSH | 4 | "The Gold ___," 1925 silent comedy film starring Charlie Chaplin |
| 28% | STREET | 6 | Easy __, 1917 action-comedy film by Charlie Chaplin |
| 28% | BADNEWSBEARS | 12 | Sports comedy, directed by Richard Linklater, based on an alcoholic baseball player and is also a reboot of 1976 film of the same name: 3 wds. |
| 27% | CITYLIGHTS | 10 | 1931 comedy-drama film starring, directed and written by Charlie Chaplin |
| 27% | ROSE | 4 | Flower that is also a popular character in the film "Titanic" |
| 27% | UNBREAKABLE | 11 | The 2000 supernatural horror film starring Bruce Willis which was also the first of the "Eastrail 177 trilogy" |
| 27% | MODERN | 6 | & 25A 1936 comedy-drama film starring, written and directed by Charlie Chaplin |
| 27% | EASYA | 5 | Teen comedy film starring Emma Stone that was based on the novel "The Scarlet Letter": 2 wds. |
| 27% | MINE | 4 | "His Hand in ___," 1960 album by Elvis Presley that was his first gospel album |
| 27% | THREE | 5 | *Number of Charlie's Angels which is also the first digit in Pi |
| 27% | FLOOD | 5 | "Before the ___," 2016 film starring Fisher Stevens that was produced by Leonardo DiCaprio |
| 27% | GOLDENKNIGHTS | 13 | Winners of the 2023 41-Across that was also the first major sports franchise in Nevada (2 wds.) |