| 100% | TOBEYMAGUIRE | 12 | Actor who plays Spider-Man in Sam Raimi's "Spider-Man" trilogy (2 wds.) |
| 96% | TOBEYMAGUIRE | 12 | Actor who plays Spider-Man in Sam Raimi's "Spider-Man" trilogy (2002, 2004, 2007) (2 wds.) |
| 84% | TOBEY | 5 | ___ Maguire, actor who played Spider-Man in Sam Raimi's "Spider-Man" trilogy |
| 68% | TOMHOLLAND | 10 | Actor who plays Spider-Man in 16-Across: 2 wds. |
| 66% | MATTHEWGOODE | 12 | "Watchmen" actor who plays Captain Morton in "The King's Man": 2 wds. |
| 66% | GEORGECLOONEY | 13 | Actor who played Danny Ocean in the Ocean's trilogy: 2 wds. |
| 66% | ANDREWGARFIELD | 14 | Actor who plays Spider-Man in Marc Webb's two "The Amazing Spider-Man" films (2 wds.) |
| 65% | TOMHOLLAND | 10 | Actor who plays Spider-Man in Jon Watts's "Spider-Man: Homecoming" and "Spider-Man: Far from Home" (2017, 2019) (2 wds.) |
| 65% | ANDREWGARFIELD | 14 | Actor who plays Spider-Man in Marc Webb's two "The Amazing Spider-Man" films (2012, 2014) (2 wds.) |
| 64% | TOMHOLLAND | 10 | Actor who plays Spider-Man in Jon Watts's "Spider-Man: Homecoming," "Spider-Man: Far from Home," and "Spider-Man: No Way Home" (2 wds.) |
| 64% | PIERCEBROSNAN | 13 | "The Foreigner" actor who plays Donna's husband Sam in the "Mamma Mia!" sequel: 2 wds. |
| 63% | LEEJ | 4 | Actor Cobb who plays James Coburn's former boss in "Our Man Flint": 2 wds. |
| 63% | TOMHOLLAND | 10 | Actor from "The Impossible" who plays Spider-Man in the upcoming "Spider-Man: Homecoming": 2 wds. |
| 62% | DUSTINHOFFMAN | 13 | Actor who played 43-Across in the movie "All the President's Men": 2 wds. |
| 62% | RYANGOSLING | 11 | "The Notebook" actor who plays in the indie rock band Dead Man's Bones: 2 wds. |
| 62% | WILLSMITH | 9 | "Aladdin" actor who plays assassin Henry Brogan in 2019's "Gemini Man" (2 wds.) |
| 62% | RALPHFIENNES | 12 | "Schindler's List" actor who plays the Duke of Oxford in "The King's Man": 2 wds. |
| 61% | ALFREDMOLINA | 12 | "Spider-Man 2" actor who plays Jack Radcliff's boss in 35-Across (2 wds.) |
| 61% | DUSTINHOFFMAN | 13 | "Rain Man" actor who played "Babe" Levy in 18-Across: 2 wds. |
| 61% | CHARLIESHEEN | 12 | "Platoon" actor who played "Happy" Felsch in "Eight Men Out": 2 wds. |
| 60% | CLIVEOWEN | 9 | "Closer" actor who plays Clay Varris in "Gemini Man": 2 wds. |
| 60% | DUSTINHOFFMAN | 13 | "Rain Man" actor who played Captain Hook in "Hook": 2 wds. |
| 60% | SAMROCKWELL | 11 | "Iron Man 2" actor who played a kidnapped tech genius in "Charlie's Angels": 2 wds. |
| 60% | FREDASTAIRE | 11 | "Top Hat" actor who played a con man in "The Towering Inferno": 2 wds. |
| 60% | HENRYFONDA | 10 | "On Golden Pond" actor who played Juror 8 in "12 Angry Men": 2 wds. |
| 60% | JACKWARDEN | 10 | "Heaven Can Wait" actor who played Juror 7 in "12 Angry Men": 2 wds. |
| 60% | JACKNICHOLSON | 13 | "Chinatown" actor who played Colonel Nathan Jessep in "A Few Good Men": 2 wds. |
| 60% | TERRENCEHOWARD | 14 | "Iron Man" actor who played Nelson Mandela in "Winnie Mandela": 2 wds. |
| 60% | BILLIRWIN | 9 | "Legion" actor who played Eddie Collins in "Eight Men Out": 2 wds. |
| 59% | WALTERMATTHAU | 13 | "Grumpy Old Men" actor who played Albert Einstein in the 1994 rom-com "I.Q.": 2 wds. |