| 100% | AMYSCHUMER | 10 | Stand-up comedian who stars in "Snatched" and "Trainwreck" (2 wds.) |
| 81% | WANDASYKES | 10 | Stand-up comedian who stars in "Bad Moms" and "The Hot Flashes" (2 wds.) |
| 80% | KRISTENSCHAAL | 13 | Stand-up comedian who stars in "A Walk in the Woods" and "All Nighter" (2 wds.) |
| 70% | LOUISCK | 7 | Stand-up comedian who created and stars in an award-winning FX series: 3 wds. |
| 68% | GEORGELOPEZ | 11 | Comedian who starred in a self-titled sitcom from 2002 to 2007, and another that started in 2016: 2 wds. |
| 67% | BILLBURR | 8 | American stand-up comedian who featured in "Breaking Bad" and co-created "F Is for Family": 2 wds. |
| 65% | ROBINWILLIAMS | 13 | Comedian who stars in "The Crazy Ones": 2 wds. |
| 65% | DANECOOK | 8 | Comedian who starred in "Good Luck Chuck": 2 wds. |
| 63% | AMYPOEHLER | 10 | "Saturday Night Live" comedian who went on to star in 24-Across and 36-/42-Across: 2 wds. |
| 62% | MARGARETCHO | 11 | Korean-American comedian who starred in "Drop Dead Diva": 2 wds. |
| 62% | ELLENDEGENERES | 14 | Comedian who starred in a self-titled sitcom from 1994 to 1998: 2 wds. |
| 62% | STEVEHARVEY | 11 | Comedian who starred in a self-titled sitcom from 1996 to 2002: 2 wds. |
| 61% | FREDDIEPRINZE | 13 | Stand-up comedian who played young mechanic Chico on "Chico and the Man": 2 wds. |
| 60% | KEVINHART | 9 | Comic who starred in "Ride Along" and "Lift": 2 wds. |
| 60% | ROBDELANEY | 10 | Actor and comedian who created the British sitcom "Catastrophe" and stars in it opposite Sharon Horgan: 2 wds. |
| 60% | HANNAHGADSBY | 12 | Australian comedian who performed stand-up in the 2018 Netflix comedy special subtitled "Nanette": 2 wds. |
| 59% | DAVIDTENNANT | 12 | Scottish actor who starred in "Doctor Who" and "Good Omens": 2 wds. |
| 59% | ANGELINAJOLIE | 13 | Actress who stars in, wrote, directed, and coproduced 16-Across: 2 wds. |
| 59% | ANGELINAJOLIE | 13 | Actress who starred in 2005's "Mr. and Mrs. Smith": 2 wds. |
| 59% | MACAULAYCULKIN | 14 | Child actor who starred in 19-Across and 47-Across: 2 wds. |
| 59% | BILLMURRAY | 10 | "SNL" alum who starred in “Groundhog Day” and "Lost in Translation": 2 wds. |
| 59% | SAOIRSERONAN | 12 | Irish-American actress who starred in "Lady Bird" and 17-Across: 2 wds. |
| 58% | EWANMCGREGOR | 12 | Scottish actor who starred in "Moulin Rouge!" and the "Star Wars" prequels: 2 wds. |
| 58% | INGRIDBERGMAN | 13 | Swedish-born actress who starred in the 1940s movies "Gaslight" and "Casablanca": 2 wds. |
| 58% | ANDYSAMBERG | 11 | Former "SNL" comedian who stars on a sitcom set in an NYPD precinct: 2 wds. |
| 58% | HARRISONFORD | 12 | Actor who starred in both the "Star Wars" and "Indiana Jones" movie franchises: 2 wds. |
| 58% | SETHMACFARLANE | 14 | Actor who starred in and made his directorial debut with 2012's "Ted": 2 wds. |
| 58% | ROBBIECOLTRANE | 14 | Scottish actor who starred in "GoldenEye" and the "Harry Potter" series: 2 wds. |
| 57% | KEVINHART | 9 | Actor/comedian who starred in 2016's "Central Intelligence": 2 wds. |
| 57% | GRETAGARBO | 10 | Swedish-born actress who starred in the 1930s movies "Mata Hari" and "Grand Hotel": 2 wds. |