| 100% | BRITNEYSPEARS | 13 | "Toxic" singer who hosted and performed on "SNL" in 2000 and 2002: 2 wds. |
| 78% | BRUNOMARS | 9 | "The Lazy Song" singer who hosted and performed on "SNL" in 2012: 2 wds. |
| 71% | ELTONJOHN | 9 | "Rocket Man" singer who hosted and performed on "Saturday Night Live" in 2011: 2 wds. |
| 58% | ARIANAGRANDE | 12 | Pop singer and former Nickelodeon star who both hosted "SNL" and performed as the musical guest in 2016: 2 wds. |
| 58% | BLAKESHELTON | 12 | Country singer and "The Voice" judge who both hosted "SNL" and performed as the musical guest in 2015: 2 wds. |
| 52% | DONALDGLOVER | 12 | Rapper and "Atlanta" star who both hosted "SNL" and performed as the musical guest in 2018: 2 wds. |
| 50% | KELLYCLARKSON | 13 | "Piece by Piece" singer who got her start on "American Idol" in 2002: 2 wds. |
| 50% | NORMMACDONALD | 13 | "SNL" actor and comedian who won $500,000 for charity on "Who Wants to Be a Millionaire" in 2000: 2 wds. |
| 50% | BEBEREXHA | 9 | Singer who performed on 15-, 27-, and 34-Across: 2 wds. |
| 50% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 50% | NICKJONAS | 9 | "Jealous" pop singer who both hosted and was the musical act in a 2021 "SNL" episode: 2 wds. |
| 50% | SHERYLSWOOPES | 13 | Former Houston Comets player who was named the WNBA MVP in 2000, 2002, and 2005: 2 wds. |
| 47% | LEANNRIMES | 10 | "Blue" singer who performed in the 2002 Salt Lake City Winter Olympics opening ceremony: 2 wds. |
| 47% | ARIANAGRANDE | 12 | "Yes, And?" singer who had two songs reach #1 on the Billboard Hot 100 in 2024: 2 wds. |
| 47% | SELENAGOMEZ | 11 | 18-Across and 30-Across singer who plays Mabel Mora on "Only Murders in the Building" (2 wds.) |
| 46% | ERICCLAPTON | 11 | "Layla" guitarist and singer who was inducted into the Rock and Roll Hall of Fame in 2000: 2 wds. |
| 46% | ROSIEODONNELL | 13 | "The Flintstones" actress and comedian who won $500,000 for charity on "Who Wants to Be a Millionaire" in 2000: 2 wds. |
| 46% | MARILYNHORNE | 12 | Opera singer who performed at Clinton's 1993 inauguration and received the National Medal of Arts in 1992: 2 wds. |
| 46% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 46% | SHERYLCROW | 10 | "All I Wanna Do" singer who collaborated with Kid Rock on his biggest pop hit, "Picture," in 2002: 2 wds. |
| 45% | SHEENAEASTON | 12 | "Strut" singer who Prince encouraged and collaborated with in the 1980s: 2 wds. |
| 45% | DARIUSRUCKER | 12 | Hootie and the Blowfish lead singer who's getting a Recording star on the Hollywood Walk of Fame in 2024: 2 wds. |
| 45% | IGGYAZALEA | 10 | "Fancy" singer featured on "Problem" who in 2014 became the second ever to be simultaneously #1 and #2 with her first two hits: 2 wds. |
| 45% | PEARLBAILEY | 11 | Singer/actress who headlined versions of "Hello, Dolly!" in 1967 and 1975: 2 wds. |
| 44% | DEMILOVATO | 10 | "Sorry Not Sorry" singer who hosted the People's Choice Awards in 2020: 2 wds. |
| 44% | CONANOBRIEN | 11 | Longtime late-night host and former "SNL" writer who returned to host in 2001: 2 wds. |
| 44% | JOHNMULANEY | 11 | Stand-up comic and former "SNL" writer who first returned to host in 2018: 2 wds. |
| 44% | MAYIMBIALIK | 11 | "Call Me Kat" star who hosted "Jeopardy!" for two weeks in May and June: 2 wds. |
| 44% | SETHMEYERS | 10 | "Late Night" host who hosted the ESPY Awards in 2010 and 2011: 2 wds. |
| 44% | JAMIEFOXX | 9 | "Django Unchained" star who hosted the ESPY Awards in 2003 and 2004: 2 wds. |