| 100% | JIMMYKIMMEL | 11 | ABC talk show host who performed at the 2012 White House Correspondents' Dinner: 2 wds. |
| 83% | CONANOBRIEN | 11 | TBS talk show host who performed at the 2013 White House Correspondents' Dinner: 2 wds. |
| 83% | JIMMYKIMMEL | 11 | ABC host who performed at the 2012 White House Correspondents' Dinner: 2 wds. |
| 73% | MICHELLEWOLF | 12 | Former Netflix variety show host who performed at the 2018 White House Correspondents' Dinner: 2 wds. |
| 69% | MICHELLEWOLF | 12 | Netflix host who performed at the 2018 White House Correspondents' Dinner: 2 wds. |
| 69% | CONANOBRIEN | 11 | TBS host who performed at the 2013 White House Correspondents' Dinner: 2 wds. |
| 52% | TREVORNOAH | 10 | "The Daily Show" comedian who was the featured entertainer at the 2022 White House Correspondents Dinner: 2 wds. |
| 48% | JOELMCHALE | 10 | "Community" comedian who was the featured entertainer at the 2014 White House Correspondents Dinner: 2 wds. |
| 48% | CECILYSTRONG | 12 | "Schmigadoon!" comedian who was the featured entertainer at the 2015 White House Correspondents Dinner: 2 wds. |
| 47% | KIMMEL | 6 | Comedian Jimmy who hosted the 2012 White House Correspondents Dinner |
| 44% | RICKILAKE | 9 | Former talk show host who premiered her documentary "Weed the People" at the SXSW festival in Austin: 2 wds. |
| 41% | JIMMYKIMMEL | 11 | Late-night talk show host who voiced the father in "The Boss Baby": 2 wds. |
| 41% | OPRAHWINFREY | 12 | TV talk show host who received the NAACP's Spingarn Medal in 2000: 2 wds. |
| 40% | JIMMYKIMMEL | 11 | Talk show host who recently hosted the Oscars for the second year in a row: 2 wds. |
| 39% | LENO | 4 | Jay who hosted the 2010 White House Correspondents' Dinner |
| 39% | MCHALE | 6 | Comedian Joel who hosted the 2014 White House Correspondents Dinner |
| 39% | MEYERS | 6 | Comedian Seth who hosted the 2011 White House Correspondents Dinner |
| 39% | OBRIEN | 6 | Comedian Conan who hosted the 2013 White House Correspondents Dinner |
| 39% | JIMMYKIMMEL | 11 | Late-night talk show host who hosts the prime-time game show "Who Wants to Be a Millionaire": 2 wds. |
| 38% | ELAYNE | 6 | Comic Boosler who hosted the 1993 White House Correspondents’ Dinner |
| 36% | ELLENDEGENERES | 14 | Daytime talk show host who is a vegan: 2 wds. |
| 36% | CECILY | 6 | With 42-Across, comedian who hosted the 2015 White House Correspondents Dinner |
| 36% | DAVIDGREGORY | 12 | Former NBC News White House correspondent who hosted 42-Across from 2008 to 2014 (2 wds.) |
| 35% | MARTHAGRAHAM | 12 | American dancer who was the first dancer to perform at the White House and to receive the Presidential Medal of Freedom: 2 wds. |
| 35% | JOHNNYCARSON | 12 | American talk show host and comedian who hosted "The Tonight Show" for three straight decades: 2 wds. |
| 35% | AYESHARASCOE | 12 | Former NPR White House correspondent who is now host of NPR's "Weekend Edition Sunday" (2 wds.) |
| 35% | TAVISSMILEY | 11 | PBS talk show host who formerly had a show on NPR: 2 wds. |
| 35% | MARIEOSMOND | 11 | Singer and talk show host who has been a spokesperson for Nutrisystem: 2 wds. |
| 34% | ROBRIGGLE | 9 | Former "Daily Show" correspondent who hosted the ESPY Awards in 2012: 2 wds. |
| 34% | GEORGELOPEZ | 11 | Talk show host who plays a teacher in "Spare Parts": 2 wds. |