| 100% | BRUNOMARS | 9 | "Grenade" singer who was the featured vocalist on "Uptown Funk": 2 wds. |
| 59% | BRUNOMARS | 9 | Singer who did the vocals on "Uptown Funk": 2 wds. |
| 57% | BRUNOMARS | 9 | "24K Magic" singer who was the featured act in the 2014 Super Bowl halftime show: 2 wds. |
| 57% | KATYPERRY | 9 | "Dark Horse" singer who was the featured act in the 2015 Super Bowl halftime show: 2 wds. |
| 57% | LADYGAGA | 8 | "Poker Face" singer who was the featured act in the 2017 Super Bowl halftime show: 2 wds. |
| 56% | JUSTINBIEBER | 12 | "Yummy" singer who was half the duet on 27-Across: 2 wds. |
| 56% | JAMESBROWN | 10 | Rock singer who was the subject of the 2014 biopic "Get On Up": 2 wds. |
| 55% | PATTILABELLE | 12 | "New Attitude" singer who was the Flower on season 2 of "The Masked Singer": 2 wds. |
| 55% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer who was the Bee on season 1 of "The Masked Singer": 2 wds. |
| 54% | DONNYOSMOND | 11 | Actor who was the Peacock on season 1 of "The Masked Singer": 2 wds. |
| 54% | TORISPELLING | 12 | Actress who was the Unicorn on season 1 of "The Masked Singer": 2 wds. |
| 54% | MARGARETCHO | 11 | Comedian who was the Poodle on season 1 of "The Masked Singer": 2 wds. |
| 54% | ARIANAGRANDE | 12 | "7 Rings" singer who was half the duet on 27-/31-Across: 2 wds. |
| 54% | DWIGHTHOWARD | 12 | Basketball player who was the Octopus on season 6 of "The Masked Singer": 2 wds. |
| 54% | PAULMCCARTNEY | 13 | 76-year-old singer who is still in a "Band on the Run": 2 wds. |
| 53% | JOHNNYROTTEN | 12 | Punk rock legend who was the Jester on season 6 of "The Masked Singer": 2 wds. |
| 53% | CHRISJERICHO | 12 | Former undisputed WWF champion who was the Bride on season 8 of "The Masked Singer": 2 wds. |
| 53% | ROBSCHNEIDER | 12 | Former "Saturday Night Live" comedian who was the Hamster on season 6 of "The Masked Singer": 2 wds. |
| 53% | ARIANAGRANDE | 12 | "7 Rings" singer who was both the host and musical guest on a 2016 "SNL" episode: 2 wds. |
| 53% | DAVIDBOWIE | 10 | Singer who featured the glam rocker character Ziggy Stardust on his 1972 concept album: 2 wds. |
| 52% | DWIGHTHOWARD | 12 | Former eight-time NBA All-Star who was the Octopus on season 6 of "The Masked Singer": 2 wds. |
| 52% | JANELLEMONAE | 12 | Singer who featured the android character Cindi Mayweather on her 2010 "The ArchAndroid" concept album: 2 wds. |
| 52% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 51% | DIONNEWARWICK | 13 | "Walk On By" singer who was the Mouse on season 3 of "The Masked Singer": 2 wds. |
| 50% | JENNIFERLOPEZ | 13 | "On the Floor" singer who was once a Fly Girl on "In Living Color": 2 wds. |
| 50% | BRITNEYSPEARS | 13 | "Hold It Against Me" singer who was on "The All-New Mickey Mouse Club": 2 wds. |
| 49% | LEANNRIMES | 10 | Singer who is the youngest ever individual artist to win the Grammy: 2 wds. |
| 49% | BRITNEYSPEARS | 13 | "Slumber Party" singer who is the youngest person to be both host and musical guest on "Saturday Night Live" (2 wds.) |
| 49% | MILEYCYRUS | 10 | "Wrecking Ball" singer who's been a judge on "The Voice": 2 wds. |
| 49% | BLAKESHELTON | 12 | "Honey Bee" singer who's been a judge on "The Voice": 2 wds. |