| 100% | JOAQUINPHOENIX | 14 | Actor who won an Oscar playing the Joker in 2019's "Joker," 11 years after Heath Ledger did the same: 2 wds. |
| 57% | ROBERT | 6 | With 49-Across, actor who won an Oscar playing Vito Corleone in 1974's "The Godfather Part II," two years after Marlon Brando did the same |
| 51% | ARIANA | 6 | With 21-Across, actress who won an Oscar playing Anita in 2021's "West Side Story," 60 years after Rita Moreno did the same |
| 43% | MARLONBRANDO | 12 | "On the Waterfront" actor who won an Oscar for portraying 40-Across in 1972's "The Godfather": 2 wds. |
| 43% | EDMUNDGWENN | 11 | "Mister 880" actor who won an Oscar for playing Kris Kringle in the 1947 Christmas classic "Miracle on 34th Street" (2 wds.) |
| 42% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 41% | YULBRYNNER | 10 | Actor who won a Tony and an Oscar for playing King Mongkut in "The King and I": 2 wds. |
| 41% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 41% | SEANPENN | 8 | Actor who won an Oscar for playing Harvey Milk in "Milk" (2 wds.) |
| 40% | CHRISTIANBALE | 13 | "American Hustle" actor who won an Oscar for his role in 48-Across' "The Fighter": 2 wds. |
| 39% | HEATHLEDGER | 11 | Actor who played The Joker in "The Dark Knight," and met an untimely death, aged only 28: 2 wds. |
| 38% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title nanny in "Mary Poppins" (2 wds.) |
| 38% | ANTHONYQUINN | 12 | Mexico-born actor who won an Oscar for his role in "Viva Zapata!": 2 wds. |
| 38% | KEVINCOSTNER | 12 | Actor who plays Frank Farmer in 18a and has also won an Oscar for Best Director for "Dances with Wolves": 2 wds. |
| 38% | ANNEBANCROFT | 12 | Actress who won a Tony and an Oscar for playing Helen Keller's teacher in "The Miracle Worker": 2 wds. |
| 38% | JEREMYSTRONG | 12 | "Succession" actor who won the 2024 Best Leading Actor in a Play Tony for "An Enemy of the People": 2 wds. |
| 38% | VIVIENLEIGH | 11 | Actress who played Scarlett O'Hara in the film "Gone With the Wind" and also won an Oscar for her work in the film: 2 wds. |
| 38% | GEORGESANDERS | 13 | Actor who won an Oscar as columnist Addison DeWitt in "All About Eve": 2 wds. |
| 38% | JAMIEFOXX | 9 | Actor who won an Oscar for portraying Ray Charles in a 2004 biopic: 2 wds. |
| 38% | JULIEANDREWS | 12 | "The Sound of Music" actress who won an Oscar for playing the title role in 40-Across (2 wds.) |
| 38% | BENKINGSLEY | 11 | Actor whose birthday it is today who won an Academy Award for playing Gandhi in the titular film and was knighted in 2002: 2 wds. |
| 37% | ASHLEIGHBARTY | 13 | Australian tennis player who won WTA Player of the Year in 2019 and 2021: 2 wds. |
| 37% | LUPITANYONGO | 12 | Mexico-born actress who won an Oscar for her role in "12 Years a Slave": 2 wds. |
| 37% | ROBERTDENIRO | 12 | "Raging Bull" actor who won an Oscar for portraying 40-Across in 1974's "The Godfather Part II": 3 wds. |
| 37% | ANNAPAQUIN | 10 | 11-year-old who won the Oscar for Best Supporting Actress for "The Piano" in 1994: 2 wds. |
| 36% | 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.) |
| 36% | DANIELKALUUYA | 13 | Actor who plays Slim, one of the title characters on the run in 2019's "Queen & Slim": 2 wds. |
| 36% | ADAMSANDLER | 11 | Actor who plays Howard Ratner in the 2019 movie "Uncut Gems": 2 wds. |
| 36% | MAHERSHALAALI | 13 | First black actor to win two Oscars in the same category, and only the second to win two competitive Oscars: 2 wds. |
| 36% | JOELGREY | 8 | Singer/actor who won a Best Supporting Actor Oscar for playing the Master of Ceremonies in the 1972 film "Cabaret" (2 wds.) |