| 100% | TOBEY | 5 | Maguire who first played Spider-Man in 2002 |
| 68% | TOBEY | 5 | Actor Maguire who was the first to play Spider-Man in movies |
| 62% | MAGUIRE | 7 | Tobey, who played Spider-Man in 2002 |
| 54% | TOBEY | 5 | ___ Maguire, actor who played Spider-Man in Sam Raimi's "Spider-Man" trilogy |
| 53% | TOBEY | 5 | Maguire who played Spider-Man |
| 49% | TOBEYMAGUIRE | 12 | Actor who plays Spider-Man in Sam Raimi's "Spider-Man" trilogy (2002, 2004, 2007) (2 wds.) |
| 49% | TOM | 3 | Holland who played Spider-Man in "Avengers: Infinity War" |
| 48% | TOMHOLLAND | 10 | Actor who plays Spider-Man in 16-Across: 2 wds. |
| 47% | TOBEY | 5 | Maguire who played Bobby Fischer in “Pawn Sacrifice” |
| 46% | RYANGOSLING | 11 | "First Man" actor who plays Ken in the "Barbie" movie: 2 wds. |
| 46% | TOBEYMAGUIRE | 12 | Actor who plays Spider-Man in Sam Raimi's "Spider-Man" trilogy (2 wds.) |
| 46% | TOM | 3 | "Spider Man: Homecoming" star Holland who got his start playing Billy Elliot onstage in London |
| 45% | BOURNE | 6 | Matt Damon first played this CIA assassin in 2002 |
| 44% | ANDREW | 6 | Actor ___ Garfield who played Spider-Man in "The Amazing Spider-Man" |
| 44% | TOBEY | 5 | Actor Maguire who appeared in "Spider-Man: No Way Home" |
| 44% | ANDREWGARFIELD | 14 | Actor who plays Spider-Man in Marc Webb's two "The Amazing Spider-Man" films (2 wds.) |
| 44% | MARY | 4 | ___ Jane Watson, Spider-Man's love interest played by Kirsten Dunst in the 2002 film "Spider-Man" |
| 44% | EBENEZER | 8 | First name in “The Man Who Invented Christmas” |
| 43% | MARISA | 6 | Tomei who plays May Parker in Spider-Man movies |
| 43% | HAMM | 4 | Jon who played Don in "Mad Men" |
| 43% | ANDREWGARFIELD | 14 | Actor who plays Spider-Man in Marc Webb's two "The Amazing Spider-Man" films (2012, 2014) (2 wds.) |
| 43% | JAMIE | 5 | Foxx who played Electro in “The Amazing Spider-Man 2” |
| 43% | DENIS | 5 | Leary who played George Stacy in two Spider-Man films |
| 42% | CHEADLE | 7 | Don who plays Rhodey in Iron Man movies |
| 42% | RYAN | 4 | Actor Gosling who plays Neil Armstrong in "First Man" |
| 42% | JONHAMM | 7 | "Mad Men" actor who plays 9a in "Baby Driver" |
| 42% | TOM | 3 | ___ Holland, actor who plays Spider-Man in Marvel's "Spider-Man: No Way Home" |
| 41% | TOBEYMAGUIRE | 12 | "Spider-Man" actor who plays mob boss James McKay in "Babylon" (2 wds.) |
| 41% | FOXX | 4 | Actor Jamie who played Electro in "The Amazing Spider-Man 2" |
| 41% | ALEKSEI | 7 | Leonov who was the first man to walk in space |