| 100% | JANELYNCH | 9 | Host of "Hollywood Game Night" who plays Sue Sylvester on "Glee" (2 wds.) |
| 88% | JANELYNCH | 9 | "Hollywood Game Night" host who played Sue Sylvester on "Glee": 2 wds. |
| 72% | JANELYNCH | 9 | Former host of "Hollywood Game Night" who plays Sazz on "Only Murders in the Building" (2 wds.) |
| 51% | JANELYNCH | 9 | Host of the game show "Hollywood Game Night": 2 wds. |
| 46% | BARBARAEDEN | 11 | Actress who played Jeannie on "I Dream of Jeannie": 2 wds. |
| 46% | LISAWHELCHEL | 12 | Actress who played Blair on "The Facts of Life": 2 wds. |
| 46% | KIMFIELDS | 9 | Actress who played Tootie on "The Facts of Life": 2 wds. |
| 46% | MINDYCOHN | 9 | Actress who played Natalie on "The Facts of Life": 2 wds. |
| 46% | TAYLORKITSCH | 12 | "Friday Night Lights" actor who plays Paul Woodrugh on the latest season of "True Detective": 2 wds. |
| 45% | KYLECHANDLER | 12 | Actor who played Coach Eric Taylor on "Friday Night Lights": 2 wds. |
| 45% | DAMIANMCGINTY | 13 | Irish singer who played Rory Flanagan on "Glee" and was a member of 32-Across: 2 wds. |
| 45% | ALFONSORIBEIRO | 14 | "Dancing With the Stars" host who played one of Ricky's friends on 19-Across: 2 wds. |
| 44% | TEDDANSON | 9 | "Cheers" actor who played Sheriff Hank Larsson on season 2 of "Fargo": 2 wds. |
| 44% | DANADELANY | 10 | "China Beach" actress who played a medical examiner on "Body of Proof": 2 wds. |
| 44% | JASONBATEMAN | 12 | "Ozark" star who played one of Ricky's friends on 19-Across: 2 wds. |
| 44% | CHARLOTTERAE | 12 | Actress who played Mrs. Garrett on "The Facts of Life": 2 wds. |
| 44% | DOUGWILSON | 10 | Host of the former TLC series "Moving Up" who's a designer on 31-Across: 2 wds. |
| 44% | JOELMCHALE | 10 | "Community" actor who plays Sylvester Pemberton, the original wielder of the cosmic staff: 2 wds. |
| 44% | TARANKILLAM | 11 | Actor who plays 19th-century newspaper critic Jebidiah Atkinson on "Saturday Night Live": 2 wds. |
| 44% | JOEMANTEGNA | 11 | Three-time Emmy nominee who played Joan's dad on "Joan of Arcadia": 2 wds. |
| 44% | ROBINWRIGHT | 11 | "The Princess Bride" actress who played President Claire Underwood on "House of Cards": 2 wds. |
| 44% | JOHNOLIVER | 10 | Host of "Last Week Tonight" who was once a correspondent on "The Daily Show": 2 wds. |
| 44% | STEPHENCOLBERT | 14 | Host of "The Late Show" who was once a correspondent on "The Daily Show": 2 wds. |
| 44% | JONBARINHOLTZ | 13 | "Superstore" actor who plays Wesley Payne, grandson of the former CEO, on "American Auto": 2 wds. |
| 44% | OLIVIACOLMAN | 12 | Actress who played Queen Elizabeth II on two seasons of Netflix's "The Crown": 2 wds. |
| 43% | LARRYHAGMAN | 11 | Actor who played Tony Nelson on "I Dream of Jeannie": 2 wds. |
| 43% | CHRISHARRISON | 13 | Host of the game show "Who Wants to Be a Millionaire": 2 wds. |
| 42% | RACHELMCADAMS | 13 | "Spotlight" actress who plays Annie in "Game Night": 2 wds. |
| 42% | DANIELKALUUYA | 13 | Actor who plays Slim, one of the title characters on the run in 2019's "Queen & Slim": 2 wds. |
| 42% | SUSANSARANDON | 13 | Actress who played Louise, one of the title characters on the run in 1991's "Thelma & Louise": 2 wds. |