| 100% | MARLONBRANDO | 12 | "On the Waterfront" actor who won an Oscar for portraying 40-Across in 1972's "The Godfather": 2 wds. |
| 77% | ROBERTDENIRO | 12 | "Raging Bull" actor who won an Oscar for portraying 40-Across in 1974's "The Godfather Part II": 3 wds. |
| 60% | EDMUNDGWENN | 11 | "Mister 880" actor who won an Oscar for playing Kris Kringle in the 1947 Christmas classic "Miracle on 34th Street" (2 wds.) |
| 58% | CHRISTIANBALE | 13 | "American Hustle" actor who won an Oscar for his role in 48-Across' "The Fighter": 2 wds. |
| 56% | SAMSMITH | 8 | Nonbinary singer who won an Oscar for the Bond theme "Writing's on the Wall": 2 wds. |
| 56% | SHEMARMOORE | 11 | "S.W.A.T." actor who won an Emmy for his role on "The Young and the Restless": 2 wds. |
| 54% | MARLONBRANDO | 12 | "On the Waterfront" Oscar winner who won (and declined) a Best Actor Oscar for playing Vito Corleone in 47-Across (2 wds.) |
| 54% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title role in 39-Across: 2 wds. |
| 54% | ANTHONYQUINN | 12 | Mexico-born actor who won an Oscar for his role in "Viva Zapata!": 2 wds. |
| 53% | ROBERTDUVALL | 12 | "The Godfather" costar who starred as Mac Sledge in 28-Across, for which he won an Oscar: 2 wds. |
| 53% | JOELGREY | 8 | "Wicked" actor who won the Best Supporting Actor Oscar for 1972's "Cabaret": 2 wds. |
| 53% | SEANPENN | 8 | Actor who won an Oscar for playing Harvey Milk in "Milk" (2 wds.) |
| 53% | JOAQUINPHOENIX | 14 | Actor who won an Oscar playing the Joker in 2019's "Joker," 11 years after Heath Ledger did the same: 2 wds. |
| 52% | RAMIMALEK | 9 | Actor who became the first one of Egyptian heritage to win an Oscar for Best Actor in 2019: 2 wds. |
| 52% | 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.) |
| 52% | YULBRYNNER | 10 | Actor who won a Tony and an Oscar for playing King Mongkut in "The King and I": 2 wds. |
| 50% | HANKAZARIA | 10 | "The Simpsons" voice actor who won an Emmy for his guest role as Ed Cochran on 43-Across: 2 wds. |
| 50% | 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. |
| 49% | JULIEANDREWS | 12 | Actress who won an Oscar for playing the title nanny in "Mary Poppins" (2 wds.) |
| 49% | JOELGREY | 8 | Singer/actor who won a Best Supporting Actor Oscar for playing the Master of Ceremonies in the 1972 film "Cabaret" (2 wds.) |
| 48% | SIDNEYPOITIER | 13 | Star of 15- and 34-Across who won an Oscar for "Lilies of the Field": 2 wds. |
| 48% | 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 |
| 48% | GEORGESANDERS | 13 | Actor who won an Oscar as columnist Addison DeWitt in "All About Eve": 2 wds. |
| 48% | DONALDGLOVER | 12 | Actor who won the Emmy for Outstanding Lead Actor in a Comedy for "Atlanta": 2 wds. |
| 48% | 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. |
| 47% | 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. |
| 47% | 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.) |
| 47% | CLINTEASTWOOD | 13 | Actor and filmmaker who won an Oscar for Best Director at 74 for "Million Dollar Baby": 2 wds. |
| 47% | JULIEANDREWS | 12 | Actress who won an Oscar for her first feature film role, in "Mary Poppins": 2 wds. |
| 47% | 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. |