| 100% | TOMHANKS | 8 | Actor who won back-to-back Best Actor Oscars in the 1990s (2 wds.) |
| 74% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 70% | ANTHONYHOPKINS | 14 | "The Father" star who won an Academy Award for Best Actor in 2021, becoming the oldest person to win an acting Oscar (2 wds.) |
| 66% | RITAMORENO | 10 | Actress who attended the 2018 Oscars in the same dress she wore to the 1962 Oscars, when she won Best Supporting Actress: 2 wds. |
| 64% | JOELGREY | 8 | "Wicked" actor who won the Best Supporting Actor Oscar for 1972's "Cabaret": 2 wds. |
| 64% | GREENBOOK | 9 | Film for which 32-Across won the Best Supporting Actor Oscar in 2019: 2 wds. |
| 64% | MARLONBRANDO | 12 | "On the Waterfront" Oscar winner who won (and declined) a Best Actor Oscar for playing Vito Corleone in 47-Across (2 wds.) |
| 64% | JOELGREY | 8 | Singer/actor who won a Best Supporting Actor Oscar for playing the Master of Ceremonies in the 1972 film "Cabaret" (2 wds.) |
| 63% | GEOFFREYRUSH | 12 | Australian actor who won the Best Actor Oscar for 1996's "Shine": 2 wds. |
| 62% | ANNAPAQUIN | 10 | 11-year-old who won the Oscar for Best Supporting Actress for "The Piano" in 1994: 2 wds. |
| 62% | MARKRYLANCE | 11 | "Dunkirk" actor who won the 2016 Oscar for Best Supporting Actor ("Bridge of Spies"): 2 wds. |
| 62% | JENNIFERHUDSON | 14 | Singer who won the Oscar for Best Performance in a Supporting Role for "Dreamgirls": 2 wds. |
| 61% | JEREMYSTRONG | 12 | "Succession" actor who won the 2024 Best Leading Actor in a Play Tony for "An Enemy of the People": 2 wds. |
| 61% | JONATHANGROFF | 13 | "Frozen" voice actor who won the 2024 Best Leading Actor in a Musical Tony for "Merrily We Roll Along": 2 wds. |
| 61% | CUBAGOODINGJR | 13 | Actor who won a Best Supporting Actor Oscar for his role in the 1996 film "Jerry Maguire" (3 wds.) |
| 61% | MARLONBRANDO | 12 | "On the Waterfront" actor who won an Oscar for portraying 40-Across in 1972's "The Godfather": 2 wds. |
| 61% | CHLOEZHAO | 9 | 16-Across director who won an Academy Award for Best Director in 2021, becoming the first non-white woman to win a directing Oscar (2 wds.) |
| 61% | SAMROCKWELL | 11 | "Vice" actor who won the 2018 Oscar for Best Supporting Actor ("Three Billboards Outside Ebbing, Missouri"): 2 wds. |
| 61% | STEVIEWONDER | 12 | Singer who won the Oscar for Best Original Song, "Just Called to Say I Love You": 2 wds. |
| 61% | TATUMONEAL | 10 | 10-year-old who won the Oscar for Best Supporting Actress for "Paper Moon" in 1974: 2 wds. |
| 60% | 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. |
| 60% | JOAQUINPHOENIX | 14 | Actor who won an Oscar playing the Joker in 2019's "Joker," 11 years after Heath Ledger did the same: 2 wds. |
| 60% | MAHERSHALAALI | 13 | "Hidden Figures" actor who won the 2017 and 2019 Oscars for Best Supporting Actor ("Moonlight" and "Green Book"): 2 wds. |
| 60% | PATTONOSWALT | 12 | "A.P. Bio" actor who won a Grammy for Best Comedy Album in 2017: 2 wds. |
| 59% | PHOENIX | 7 | Joaquin ___, "Joker" actor who won the Oscar for Best Actor in 2020 |
| 59% | LIONELRICHIE | 12 | Singer who won the Oscar in 1986 for Best Original Song, "Say You, Say Me": 2 wds. |
| 59% | CHRISTIANBALE | 13 | Actor who won the 2019 Golden Globe Award for Best Actor in a Motion Picture - Musical or Comedy, for the film "Vice": 2 wds. |
| 59% | MAHERSHALAALI | 13 | First black actor to win two Oscars in the same category, and only the second to win two competitive Oscars: 2 wds. |
| 59% | EDMUNDGWENN | 11 | "Mister 880" actor who won an Oscar for playing Kris Kringle in the 1947 Christmas classic "Miracle on 34th Street" (2 wds.) |
| 59% | JOAQUINPHOENIX | 14 | Actor who won the Academy Award for Best Actor in 2020 for playing the title role in "Joker" (2 wds.) |