| 100% | DRACULA | 7 | Vampire portrayed by Bela Lugosi and Gary Oldman |
| 42% | OSCAR | 5 | Award won by Paul Newman and Gary Oldman |
| 42% | SID | 3 | Rocker Vicious portrayed by Gary Oldman |
| 39% | ORTON | 5 | Playwright Joe portrayed by Gary Oldman in “Prick Up Your Ears” |
| 38% | RICHARDCROSBY | 13 | Character portrayed by actor Gary Oldman in the hit sitcom "Friends": 2 wds. |
| 37% | SIRIUSBLACK | 11 | Character portrayed by actor Gary Oldman in the Harry Potter film series: 2 wds. |
| 34% | BLADE | 5 | Film vampire portrayed by Wesley Snipes |
| 33% | IGOR | 4 | Character played by Bela Lugosi in "Ghost of Frankenstein" |
| 33% | UMA | 3 | Actress Thurman who divorced Ethan Hawke and Gary Oldman |
| 33% | AIRFORCEONE | 11 | 1997 action film starring Harrison Ford and Gary Oldman |
| 33% | THEUNBORN | 9 | 2009 horror movie starring Odette Yustman and Gary Oldman |
| 32% | UMA | 3 | Actress Thurman whose exes include Ethan Hawke and Gary Oldman |
| 32% | ELI | 3 | "The Book of ___" (movie starring Denzel Washington and Gary Oldman) |
| 32% | CHAN | 4 | Sleuth portrayed by Oland and Ustinov |
| 32% | IRIS | 4 | Murdoch portrayed by Winslet and Dench |
| 31% | STATEOFGRACE | 12 | 1990 crime drama film starring Sean Penn, Ed Harris and Gary Oldman |
| 31% | LETTER | 6 | "The Scarlet ___," 1995 romantic drama film starring Demi Moore and Gary Oldman |
| 30% | THESPACE | 8 | 2017 film drama starring Gary Oldman and Asa Butterfield |
| 29% | CATWOMAN | 8 | Villain portrayed by Anne Hathaway, Michelle Pfeiffer, and Halle Berry |
| 29% | BOND | 4 | James ___ (character portrayed by 15-/53-Across and 34-Across) |
| 29% | UMA | 3 | Actress Thurman who was married to Gary Oldman and Ethan Hawke |
| 28% | IDEA | 4 | A sudden inspiration, often portrayed by a lightbulb in cartoons and comics |
| 28% | BATMAN | 6 | Superhero portrayed by Val Kilmer and Michael Keaton |
| 28% | VANGOGH | 7 | Dutch artist portrayed by 15-Across, 20-Across, and 34-Across: 2 wds. |
| 28% | SPIDERMAN | 9 | Superhero portrayed by Tobey Maguire and Andrew Garfield: Hyph. |
| 28% | EVAPERON | 8 | Leader portrayed by Patti LuPone and Madonna (2 wds.) |
| 27% | JAMESBOND | 9 | Fictional spy portrayed by actors such as Daniel Craig and Pierce Brosnan: 2 wds. |
| 27% | KEMP | 4 | Gary —, singer and actor who portrayed Ronald Kray in 1990 biopic The Krays |
| 26% | BANJO | 5 | Stringed instrument played by Bela Fleck and Steve Martin |