| 100% | JONSTEWART | 10 | "The Daily Show" host who hosted the 2001 and 2002 Grammy ceremonies: 2 wds. |
| 74% | ROSIEODONNELL | 13 | Host of a self-titled talk show who hosted the 1999 and 2000 Grammy ceremonies: 2 wds. |
| 70% | JONSTEWART | 10 | Comedian who was the host of "The Daily Show" till 2015, and has hosted 2 Grammy Award ceremonies: 2 wds. |
| 53% | PAULREISER | 10 | "Mad About You" costar who hosted the 1995 Grammy ceremony: 2 wds. |
| 52% | ROBRIGGLE | 9 | Former "Daily Show" correspondent who hosted the ESPY Awards in 2012: 2 wds. |
| 51% | JONSTEWART | 10 | "The Daily Show" host who enjoys crossword puzzles: 2 wds. |
| 51% | JONSTEWART | 10 | Former "Daily Show" host who won a Spoken Word Grammy for "Earth (The Audiobook)": 2 wds. |
| 51% | CAROLBURNETT | 12 | Comedian and variety show host who was awarded the Mark Twain Prize in 2013: 2 wds. |
| 49% | JONSTEWART | 10 | Host of "The Daily Show" between 28- and 17-Across (1999-2015): 2 wds. |
| 48% | KELSEYGRAMMER | 13 | Actor who played Dr. Frasier Crane in "Frasier" and "Cheers", and hosted the 1998 Grammy Awards: 2 wds. |
| 48% | ALTONBROWN | 10 | American chef, who is the host of popular shows like "Good Eats" and "Iron Chef America": 2 wds. |
| 48% | STEPHENCOLBERT | 14 | American late night show host who wrote the book "I Am America (And So Can You!)": 2 wds. |
| 48% | STEPHENCOLBERT | 14 | Host of "The Late Show" who was once a correspondent on "The Daily Show": 2 wds. |
| 48% | AMAZINGRACE | 11 | American reality competition show "The ___," which began in 2001 and which has Phil Keoghan as the host: 2 wds. |
| 48% | JIMMYKIMMEL | 11 | Late-night talk show host who voiced the father in "The Boss Baby": 2 wds. |
| 47% | JOHNOLIVER | 10 | Host of "Last Week Tonight" who was once a correspondent on "The Daily Show": 2 wds. |
| 47% | TREVORNOAH | 10 | Former host of "The Daily Show" who was born in South Africa in 1984: 2 wds. |
| 47% | JAMESCORDEN | 11 | "The Late Late Show" host who voices the title character in 18-Across: 2 wds. |
| 47% | SETHMEYERS | 10 | "Late Night" host who hosted the ESPY Awards in 2010 and 2011: 2 wds. |
| 47% | MARIEOSMOND | 11 | Singer and talk show host who has been a spokesperson for Nutrisystem: 2 wds. |
| 47% | MARIOLOPEZ | 10 | "Saved by the Bell" actor who hosted the GSN game show "Blank Slate": 2 wds. |
| 47% | VANNESS | 7 | Jonathan ___, hairdresser and TV personality who hosts the podcast "Getting Curious": 2 wds. |
| 47% | KATIECOURIC | 11 | American journalist who is the Yahoo! Global News Anchor, and hosted important shows such as "Today" and "CBS Evening News": 2 wds. |
| 46% | ALANALDA | 8 | "M*A*S*H" and "The West Wing" actor who hosts the podcast "Clear+Vivid": 2 wds. |
| 46% | LEVARBURTON | 11 | "Reading Rainbow" host who hosts the CW's game show reboot "Trivial Pursuit": 2 wds. |
| 46% | ROBRIGGLE | 9 | Onetime "The Daily Show" correspondent who costars in the 2018 film "Night School": 2 wds. |
| 46% | OPRAHWINFREY | 12 | TV talk show host who received the NAACP's Spingarn Medal in 2000: 2 wds. |
| 46% | JAYLENO | 7 | "The Tonight Show" host on the air 1992-2009 and 2010-2014: 2 wds. |
| 46% | JIMMYKIMMEL | 11 | Late-night talk show host who hosts the prime-time game show "Who Wants to Be a Millionaire": 2 wds. |
| 45% | ACADEMYAWARDS | 13 | Ellen DeGeneres hosted the 79th and 86th edition of this Hollywood ceremony: 2 wds. |