| 100% | LEANNRIMES | 10 | "How Do I Live" singer who won the fourth season of "The Masked Singer" as the Sun: 2 wds. |
| 84% | LEANNRIMES | 10 | "How Do I Live" singer who won season four of "The Masked Singer" as The Sun (2 wds.) |
| 67% | NICKLACHEY | 10 | 98 Degrees lead singer who won the fifth season of "The Masked Singer" as the Piglet: 2 wds. |
| 62% | LEANN | 5 | ___ Rimes, "How Do I Live" singer who won season four of "The Masked Singer" |
| 57% | KANDIBURRUSS | 12 | R&B singer with Xscape who won season 3 of "The Masked Singer" as the Night Angel: 2 wds. |
| 54% | RIMES | 5 | LeAnn who won the fourth season of “The Masked Singer” |
| 52% | JEWEL | 5 | "Foolish Games" singer/songwriter who won the sixth season of "The Masked Singer" as the Queen of Hearts |
| 52% | TPAIN | 5 | "Buy U a Drank" rapper who won the first season of "The Masked Singer" as the Monster: Hyph. |
| 52% | NICKLACHEY | 10 | Former 98 Degrees singer who won season five of "The Masked Singer" as Piglet (2 wds.) |
| 51% | KANDIBURRUSS | 12 | "The Chi" actress who won season three of "The Masked Singer" as Night Angel (2 wds.) |
| 51% | KELLYCLARKSON | 13 | Female singer who won the inaugural season of "American Idol": 2 wds. |
| 51% | SHERYLCROW | 10 | "All I Wanna Do" singer who won the Best New Artist and Record of the Year Grammys in 1995: 2 wds. |
| 50% | GARTHBROOKS | 11 | "Ask Me How I Know" singer who won the 2017 CMA Award for Entertainer of the Year (2 wds.) |
| 50% | ROBSCHNEIDER | 12 | Former "Saturday Night Live" comedian who was the Hamster on season 6 of "The Masked Singer": 2 wds. |
| 49% | BRETMICHAELS | 12 | Rock singer with Poison who finished seventh on season 3 of "The Masked Singer" as the Banana: 2 wds. |
| 48% | CHRIS | 5 | With 38-Across, "I'm Comin' Over" singer who won the fourth season of "Nashville Star" |
| 48% | DANIELLE | 8 | ___ Bradbery, singer who won the fourth season of "The Voice" |
| 48% | JESSEMCCARTNEY | 14 | Pop singer with Dream Street who was the runner-up on season 3 of "The Masked Singer" as the Turtle: 2 wds. |
| 47% | KELLYCLARKSON | 13 | 16-Across and 45-Across singer who won the first season of "American Idol" (2 wds.) |
| 45% | ALESSIACARA | 11 | "Stay" singer who won the Pop Album of the Year Juno in 2017: 2 wds. |
| 45% | PATTILABELLE | 12 | "New Attitude" singer who was the Flower on season 2 of "The Masked Singer": 2 wds. |
| 45% | HARRYSTYLES | 11 | "As It Was" singer who won the People's Choice Award for Male Artist of 2022: 2 wds. |
| 45% | DIONNEWARWICK | 13 | "Walk On By" singer who was the Mouse on season 3 of "The Masked Singer": 2 wds. |
| 45% | BRITNEYSPEARS | 13 | Singer who won Video of the Year for "Piece of Me" at MTV Video Music Awards in 2008: 2 wds. |
| 44% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer who was the Bee on season 1 of "The Masked Singer": 2 wds. |
| 44% | DONNYOSMOND | 11 | Actor who was the Peacock on season 1 of "The Masked Singer": 2 wds. |
| 44% | TORISPELLING | 12 | Actress who was the Unicorn on season 1 of "The Masked Singer": 2 wds. |
| 44% | MARGARETCHO | 11 | Comedian who was the Poodle on season 1 of "The Masked Singer": 2 wds. |
| 44% | DWIGHTHOWARD | 12 | Basketball player who was the Octopus on season 6 of "The Masked Singer": 2 wds. |
| 44% | TAYLOR | 6 | Teyana ___, "Gonna Love Me" singer who won season seven of "The Masked Singer" |