| 100% | BILLMURRAY | 10 | "SNL" alum who starred in “Groundhog Day” and "Lost in Translation": 2 wds. |
| 63% | AMYPOEHLER | 10 | "SNL" alum who stars in NBC's "Parks and Recreation" and cohosted the Golden Globes in 2013: 2 wds. |
| 55% | ROBERTREDFORD | 13 | "All Is Lost" actor who directed and starred in "The Horse Whisperer": 2 wds. |
| 54% | BILLMURRAY | 10 | "Lost in Translation" star who played greenskeeper Carl Spackler in "Caddyshack": 2 wds. |
| 54% | HOWTO | 5 | "___ Lose a Guy in 10 Days," 2003 romantic comedy film starring Kate Hudson and Matthew McConaughey: 2 wds. |
| 53% | ANGELINAJOLIE | 13 | Actress who stars in, wrote, directed, and coproduced 16-Across: 2 wds. |
| 53% | ROBBIECOLTRANE | 14 | Scottish actor who starred in "GoldenEye" and the "Harry Potter" series: 2 wds. |
| 52% | ANGELINAJOLIE | 13 | Actress who starred in 2005's "Mr. and Mrs. Smith": 2 wds. |
| 52% | KEVINHART | 9 | Comic who starred in "Ride Along" and "Lift": 2 wds. |
| 52% | MIKEMYERS | 9 | "SNL" alum who played the title roles in the "Austin Powers" and "Shrek" movies: 2 wds. |
| 52% | SAOIRSERONAN | 12 | Irish-American actress who starred in "Lady Bird" and 17-Across: 2 wds. |
| 52% | DELTORO | 7 | Benicio who starred in "Sicario: Day of the Soldado": 2 wds. |
| 51% | MRT | 3 | Retired professional wrestler and actor who starred in "I Pity the Fool": 2 wds. |
| 51% | INGRIDBERGMAN | 13 | Swedish-born actress who starred in the 1940s movies "Gaslight" and "Casablanca": 2 wds. |
| 51% | DAVIDTENNANT | 12 | Scottish actor who starred in "Doctor Who" and "Good Omens": 2 wds. |
| 51% | MACAULAYCULKIN | 14 | Child actor who starred in 19-Across and 47-Across: 2 wds. |
| 51% | ETHANHAWKE | 10 | "Training Day" actor who stars in 15-Across: 2 wds. |
| 51% | CHRISROCK | 9 | "SNL" alum who hosted the Oscars in 2005 and voiced Marty the zebra in the "Madagascar" movies: 2 wds. |
| 50% | DONALDGLOVER | 12 | Rapper and "Atlanta" star who both hosted "SNL" and performed as the musical guest in 2018: 2 wds. |
| 50% | EWANMCGREGOR | 12 | Scottish actor who starred in "Moulin Rouge!" and the "Star Wars" prequels: 2 wds. |
| 50% | MICHELLEWIE | 11 | ___ West, LPGA star who was born and raised in Hawaii: 2 wds. |
| 50% | RICKMORANIS | 11 | Former "SCTV" performer who starred in "Ghostbusters" and "Honey, I Shrunk the Kids": 2 wds. |
| 50% | GEORGECLOONEY | 13 | Hollywood star who cowrote, directed, and acted in "The Monuments Men": 2 wds. |
| 50% | ARIANAGRANDE | 12 | Pop singer and former Nickelodeon star who both hosted "SNL" and performed as the musical guest in 2016: 2 wds. |
| 50% | EDDIEMURPHY | 11 | "The Nutty Professor" actor and "SNL" star who won the Mark Twain Prize for American Humor in 2015: 2 wds. |
| 49% | BRUCEWILLIS | 11 | "A Good Day to Die Hard" actor who stars in 49-Across: 2 wds. |
| 49% | ISSARAE | 7 | Actress who created and starred in HBO's "Insecure" as Ms. Dee: 2 wds. |
| 49% | BENAFFLECK | 10 | Hollywood star who cowrote, directed, and acted in "The Town": 2 wds. |
| 49% | WOODYALLEN | 10 | Hollywood star who cowrote, directed, and acted in "Annie Hall": 2 wds. |
| 49% | HARRISONFORD | 12 | Actor who starred in both the "Star Wars" and "Indiana Jones" movie franchises: 2 wds. |