| 100% | CROSBY | 6 | Bing ___, actor who earned 2 Oscar nominations for the same character, in "Going My Way" and "The Bells of St. Mary's" |
| 58% | PAUL | 4 | ___ Newman, actor who has 2 Oscar nominations for the same character, in "The Hustler" and "The Color of Money" |
| 45% | PACINO | 6 | Al ___, actor who earned 2 Oscar nominations for playing Michael Corleone, in "The Godfather" and its sequel |
| 44% | STALLONE | 8 | Sylvester ___, actor who earned 2 Oscar nominations for playing Rocky Balboa, in "Rocky" and "Creed" |
| 44% | PETER | 5 | ___ O'Toole, actor who earned 2 Oscar nominations for playing King Henry II, in "Becket" and "The Lion in Winter" |
| 39% | STALLONE | 8 | Actor whose two acting Oscar nominations are for 1976 and 2015 portrayals of the same character |
| 37% | CATE | 4 | ___ Blanchett, actress who earned 2 Oscar nominations for playing Queen Elizabeth I, in "Elizabeth" and its sequel |
| 37% | PETERDINKLAGE | 13 | Actor who plays Tyrion Lannister in "Game of Thrones," and has an Outstanding Supporting Actor nomination for the 70th Emmys: 2 wds. |
| 36% | HENRYFONDA | 10 | Actor who had a 41-year gap between Oscar nominations for 1940's "The Grapes of Wrath" and 1981's "On Golden Pond": 2 wds. |
| 36% | SALLYFIELD | 10 | Actress who had a 28-year gap between Oscar nominations for 1984's "Places in the Heart" and 2012's "Lincoln": 2 wds. |
| 36% | JACKNICHOLSON | 13 | Actor who won three Oscars, for "One Flew Over the Cuckoo's Nest," "Terms of Endearment," and "As Good as It Gets": 2 wds. |
| 36% | JERRYSEINFELD | 13 | The lead character from "Seinfeld", who is a semi-fictional version of the actor who plays the role and goes by the same name: 2 wds. |
| 34% | ROBERTREDFORD | 13 | "The Sting" actor who played the love interest of Barbra Streisand's character in 1973's "The Way We Were": 2 wds. |
| 34% | JOSEPHCOTTEN | 12 | Actor who played a reporter and friend of the title character in 17-Across: 2 wds. |
| 33% | FATHEROMALLEY | 13 | Bing Crosby’s role in “The Bells of St. Mary’s” |
| 33% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 33% | MATTSMITH | 9 | Actor who played Prince Philip in "The Crown" and had an Outstanding Supporting Actor nomination for the 70th Emmys: 2 wds. |
| 33% | CLARKGREGG | 10 | Actor who plays the character of Phil Coulson, a S.H.I.E.L.D agent in "Captain Marvel": 2 wds. |
| 32% | SCOTTWOLF | 9 | "Party of Five" actor who's doing charity work for the Elizabeth Taylor AIDS Foundation in Malawi: 2 wds. |
| 32% | KENNETHBRANAGH | 14 | Actor who directed and played the title character in 1996's "Hamlet": 2 wds. |
| 32% | MARTINSCORSESE | 14 | New Hollywood director who won an Oscar for "The Departed," and is the most-nominated director alive in terms of Oscars: 2 wds. |
| 32% | DANIELKALUUYA | 13 | Actor who plays Slim, one of the title characters on the run in 2019's "Queen & Slim": 2 wds. |
| 32% | PAULSCHNEIDER | 13 | Actor who played the role of Mark Brendanawicz in "Parks and Recreation", a character that appeared only in the first two seasons: 2 wds. |
| 31% | JESSEPLEMONS | 12 | "The Irishman" actor who is nominated for an Oscar for his role in "The Power of the Dog" (2 wds.) |
| 31% | MARLONBRANDO | 12 | "On the Waterfront" actor who won an Oscar for portraying 40-Across in 1972's "The Godfather": 2 wds. |
| 31% | FESSPARKER | 10 | Actor who starred in the title roles of TV's "Davy Crockett" and "Daniel Boone": 2 wds. |
| 31% | JOAQUINPHOENIX | 14 | Actor who won an Oscar playing the Joker in 2019's "Joker," 11 years after Heath Ledger did the same: 2 wds. |
| 31% | BRYANCRANSTON | 13 | "Breaking Bad" actor who won two Tony Awards for Best Actor in a Play, for "All the Way" and "Network" (2 wds.) |
| 31% | ALANARKIN | 9 | Actor who had a 38-year gap between Oscar nominations for 1968's "The Heart Is a Lonely Hunter" and 2006's "Little Miss Sunshine": 2 wds. |
| 31% | SAOIRSERONAN | 12 | 23-year-old actress who's expected to earn her third Oscar nomination for her role in "Lady Bird": 2 wds. |