| 100% | REDSKELTON | 10 | Comedian who got an Honorary Doctorate (said to be in "Foolology") from Ball State: 2 wds. |
| 39% | ELLENDEGENERES | 14 | Comedian who starred in a self-titled sitcom from 1994 to 1998: 2 wds. |
| 39% | STEVEHARVEY | 11 | Comedian who starred in a self-titled sitcom from 1996 to 2002: 2 wds. |
| 37% | GEORGELOPEZ | 11 | Comedian who starred in a self-titled sitcom from 2002 to 2007, and another that started in 2016: 2 wds. |
| 36% | NORMMACDONALD | 13 | "SNL" actor and comedian who won $500,000 for charity on "Who Wants to Be a Millionaire" in 2000: 2 wds. |
| 36% | REGISPHILBIN | 12 | Original "Who Wants to Be a Millionaire" host who was an NBC page in 1955: 2 wds. |
| 36% | ROSIEODONNELL | 13 | "The Flintstones" actress and comedian who won $500,000 for charity on "Who Wants to Be a Millionaire" in 2000: 2 wds. |
| 35% | BILLCOSBY | 9 | Comedian who was awarded the Spingarn Medal in 1985: 2 wds. |
| 33% | HOWIEMANDEL | 11 | Comedian who is currently the longest-running judge on "America's Got Talent": 2 wds. |
| 33% | KRISTENWIIG | 11 | TV comedian who voiced Ruffnut in "How to Train Your Dragon": 2 wds. |
| 33% | ANDYSAMBERG | 11 | Former "SNL" comedian who stars on a sitcom set in an NYPD precinct: 2 wds. |
| 32% | MUHAMMADALI | 11 | Boxing legend who received an honorary degree from Muhlenberg College: 2 wds. |
| 32% | ANGELALANSBURY | 14 | "Gaslight" actress who received an honorary Oscar in 2013: 2 wds. |
| 32% | JOHNBELUSHI | 11 | Comedian who played "Joliet" Jake in "The Blues Brothers", and met an untimely death, aged only 33: 2 wds. |
| 32% | JOANRIVERS | 10 | Comedian who was the first woman to host a late-night talk show on a major network: 2 wds. |
| 32% | JUDIDENCH | 9 | "Shakespeare in Love" Oscar winner who was in eight James Bond movies from "GoldenEye" to "Spectre": 2 wds. |
| 32% | LARRYDAVID | 10 | Brooklyn-born comedian who was an executive producer of 27-Across and 32/38-Across: 2 wds. |
| 32% | FLIPWILSON | 10 | Stand-up comedian who played Geraldine on his Emmy-winning variety show from 1970 to 1974: 2 wds. |
| 32% | AMYPOEHLER | 10 | "Saturday Night Live" comedian who went on to star in 24-Across and 36-/42-Across: 2 wds. |
| 32% | BILLBURR | 8 | American stand-up comedian who featured in "Breaking Bad" and co-created "F Is for Family": 2 wds. |
| 31% | KURTRUSSELL | 11 | "Deepwater Horizon" actor who wore an eyepatch to play Snake Plissken in "Escape From New York": 2 wds. |
| 31% | LEWISBLACK | 10 | Comedian who has been a contributor to 27-Across since 1996 (2 wds.) |
| 31% | LEWISHAMILTON | 13 | British racing driver who became an honorary citizen of Brazil in 2022: 2 wds. |
| 31% | NELSONMANDELA | 13 | South African president who became an honorary citizen of Canada in 2001: 2 wds. |
| 31% | EDMUNDHILLARY | 13 | New Zealand mountaineer who became an honorary citizen of Nepal in 2003: 2 wds. |
| 31% | DAVIDLYNCH | 10 | Director who received an honorary Oscar in 2019 for such films as "Blue Velvet" and "Mulholland Drive": 2 wds. |
| 31% | LINAWERTMULLER | 14 | Director who received an honorary Oscar in 2019 for such films as "Seven Beauties" and "Swept Away": 2 wds. |
| 30% | CAROLBURNETT | 12 | Actress and comedian who was awarded the 44-Across in 2013 (2 wds.) |
| 30% | LEONARDMALTIN | 13 | Film critic who published an annual "Movie Guide" from 1969 to 2014: 2 wds. |
| 30% | BERLE | 5 | Comedian who said "Laughter is an instant vacation" |