| 100% | OSAGE | 5 | "August: ___ County," starring Benedict Cumberbatch |
| 66% | SHERLOCK | 8 | BBC crime drama starring Benedict Cumberbatch and 29-Across |
| 64% | DOCTORSTRANGE | 13 | 2016 superhero film starring Benedict Cumberbatch and 47-Across (2 wds.) |
| 64% | DOCTOR | 6 | & 23A 2016 action film starring Benedict Cumberbatch in the title role |
| 63% | DOCTORSTRANGE | 13 | Marvel superhero movie starring Benedict Cumberbatch in the title role: 2 wds. |
| 57% | OSAGE | 5 | "August: ___ County" starring Meryl Streep |
| 57% | OSAGE | 5 | "August: ___ County" starring Julia Roberts |
| 53% | OSAGE | 5 | "August: ___ County," movie starring Meryl Streep |
| 51% | SHERLOCK | 8 | Detective played by Benedict Cumberbatch |
| 49% | STRANGE | 7 | Benedict Cumberbatch's "Doctor ___" |
| 48% | SUGAR | 5 | "The Wonderful Story of Henry ___," film directed by Wes Anderson and starring Benedict Cumberbatch that won the 2024 Oscar for Best Live Action Short Film |
| 48% | DRSTRANGE | 9 | Benedict Cumberbatch superhero role, casually |
| 48% | OSAGE | 5 | Meryl Streep starrer "August: ___ County" |
| 46% | SATAN | 5 | Benedict Cumberbatch's character in "Good Omens" |
| 46% | MELROSE | 7 | Patrick __, Benedict Cumberbatch tv show |
| 45% | ALAN | 4 | ___ Turing (upcoming role for Benedict Cumberbatch) |
| 45% | DOCTORSTRANGE | 13 | Marvel character portrayed by Benedict Cumberbatch |
| 44% | DIRK | 4 | "Battlestar Galactica" star ___ Benedict |
| 44% | HANKS | 5 | "Orange County" star Colin ___ |
| 43% | SHERLOCK | 8 | Detective played on TV by Benedict Cumberbatch |
| 43% | BENEDICT | 8 | Movie star cumberbatch |
| 42% | SHERLOCK | 8 | Detective Holmes who's played by Benedict Cumberbatch |
| 42% | KHAN | 4 | Film role for Ricardo Montalban and Benedict Cumberbatch |
| 41% | ALAN | 4 | Turing played by Benedict Cumberbatch in "The Imitation Game" |
| 41% | ALAN | 4 | Turing played by Benedict Cumberbatch in “The Imitation Game” |
| 41% | OSAGE | 5 | Meryl Streep and Julia Roberts starrer "August: ___ County" |
| 40% | SHERLOCK | 8 | PBS "Masterpiece" series about a detective played by Benedict Cumberbatch |
| 40% | THEGRINCH | 9 | 2018 animated film with Benedict Cumberbatch voicing the title role |
| 40% | ALAN | 4 | Mathematician Turing played by Benedict Cumberbatch in "The Imitation Game" |
| 40% | DAN | 3 | "___ August" (1970s TV series starring 42-Across) |