| 100% | JAMIEFOXX | 9 | "Django Unchained" star who hosted the ESPY Awards in 2003 and 2004: 2 wds. |
| 61% | SETHMEYERS | 10 | "Late Night" host who hosted the ESPY Awards in 2010 and 2011: 2 wds. |
| 56% | ROBRIGGLE | 9 | Former "Daily Show" correspondent who hosted the ESPY Awards in 2012: 2 wds. |
| 54% | JOELMCHALE | 10 | "The Great Indoors" actor who hosted the ESPY Awards in 2015: 2 wds. |
| 54% | SERENAWILLIAMS | 14 | Tennis player who won the Best Female Athlete ESPY Award in 2003 and 2013: 2 wds. |
| 50% | DANICAPATRICK | 13 | Former NASCAR/IndyCar racing star who hosted the 2018 ESPY Awards ceremony (2 wds.) |
| 47% | JAMESCORDEN | 11 | Late-night star who hosted the 2016 Tony Awards: 2 wds. |
| 47% | LESLIEJONES | 11 | "Saturday Night Live" star who hosted the 2017 BET Awards: 2 wds. |
| 46% | KENANTHOMPSON | 13 | "Saturday Night Live" comedian who hosted the People's Choice Awards in 2021 and 2022: 2 wds. |
| 45% | LINDSEYVONN | 11 | Alpine skier who won the Best Female Athlete ESPY Award in 2010 and 2011: 2 wds. |
| 45% | DJKHALED | 8 | "Higher" performer who hosted the Nickelodeon Kids' Choice Awards in 2019: 2 wds. |
| 45% | JOELMCHALE | 10 | "Community" actor who hosted the People's Choice Awards in 2017: 2 wds. |
| 44% | DONALDGLOVER | 12 | Rapper and "Atlanta" star who both hosted "SNL" and performed as the musical guest in 2018: 2 wds. |
| 44% | JOHNCENA | 8 | Professional wrestler and actor who hosted the Nickelodeon Kids' Choice Awards in 2017 and 2018: 2 wds. |
| 44% | KENANTHOMPSON | 13 | "Saturday Night Live" comedian who hosted the Nickelodeon Kids' Choice Awards in 2021: 2 wds. |
| 44% | DEMILOVATO | 10 | "Sorry Not Sorry" singer who hosted the People's Choice Awards in 2020: 2 wds. |
| 44% | ALEXMORGAN | 10 | San Diego Wave FC soccer star who won the Best Female Athlete ESPY Award in 2019: 2 wds. |
| 44% | RONDAROUSEY | 11 | Mixed martial artist who won the Best Female Athlete ESPY Award in 2014 and 2015: 2 wds. |
| 44% | ARIANADEBOSE | 12 | "West Side Story" Oscar winner who hosted the Tony Awards in 2022, 2023, and 2024 (2 wds.) |
| 44% | TINAFEY | 7 | "30 Rock" star who was awarded the Mark Twain Prize in 2010: 2 wds. |
| 43% | ALEXRODRIGUEZ | 13 | Former NY Yankee who won the AL MVP award in 2003, 2005, and 2007: 2 wds. |
| 43% | CHRISROCK | 9 | "SNL" alum who hosted the Oscars in 2005 and voiced Marty the zebra in the "Madagascar" movies: 2 wds. |
| 42% | ANGELINAJOLIE | 13 | "Maleficent" star who received the Hersholt Humanitarian Award in 2013: 2 wds. |
| 42% | LIZAMINNELLI | 12 | "Cabaret" star who received the GLAAD Vanguard Award in 2005: 2 wds. |
| 42% | ARIANAGRANDE | 12 | Pop singer and former Nickelodeon star who both hosted "SNL" and performed as the musical guest in 2016: 2 wds. |
| 42% | GARYCOLEMAN | 11 | "Diff'rent Strokes" star who appears as himself in the 2003 video game "Postal 2": wds. |
| 42% | PEYTONMANNING | 13 | Former NFL quarterback who hosted the 2017 ESPY Awards ceremony (2 wds.) |
| 42% | DANICAPATRICK | 13 | Former NASCAR/IndyCar driver who hosted the 2018 ESPY Awards (2 wds.) |
| 41% | SERENAWILLIAMS | 14 | 2003 and 2013 Best Female Athlete ESPY winner who wrote the kids' book "The Adventures of Qai Qai": 2 wds. |
| 41% | ROSEANNEBARR | 12 | Former sitcom star who ran for president in 2012 on the Peace and Freedom Party ticket: 2 wds. |