| 100% | SIA | 3 | Pop singer known for performing in a face-obscuring wig |
| 82% | SIA | 3 | Singer known for performing in a face-covering wig |
| 63% | SIA | 3 | Pop singer known for her face-obscuring wigs |
| 58% | SIA | 3 | Pop singer known for wearing face-covering wigs |
| 58% | SIA | 3 | Pop singer known for wigs that hide her face |
| 50% | SIA | 3 | Pop singer known for wearing giant wigs |
| 48% | SIA | 3 | Singer known for her face-covering wigs |
| 47% | LADYGAGA | 8 | Pop singer known for her song Poker Face |
| 46% | SIA | 3 | "Cheap Thrills" singer known for her face-covering wigs |
| 45% | PECK | 4 | Orville ___, country singer known for wearing a mask in public |
| 39% | DONHO | 5 | Honolulu-born pop singer known for "Tiny Bubbles" (2 wds.) |
| 38% | JOSEPHINEBAKER | 14 | Harlem Renaissance singer and actress known for dancing in a banana skirt: 2 wds. |
| 38% | FIONAAPPLE | 10 | Art pop singer-songwriter who won a Best Alternative Music Album Grammy in 2021 for "Fetch the Bolt Cutters": 2 wds. |
| 38% | SINATRA | 7 | Singer known for "My Way" and "Strangers in the Night" |
| 37% | OPS | 3 | Some are performed in a theater, for short |
| 37% | MADONNA | 7 | US singer known for Lucky Star, Like a Prayer |
| 36% | KESHA | 5 | Pop singer once with a $ in her name |
| 36% | THEWEEKND | 9 | Canadian singer known for "Can't Feel My Face": 2 wds. |
| 36% | BOBMARLEY | 9 | "One Love" singer known for wearing a crocheted Rastafarian hat: 2 wds. |
| 35% | SMURF | 5 | Character known for being blue in the face? |
| 35% | BENGALI | 7 | Asian language in a region known for tigers |
| 35% | IHOPS | 5 | Restaurants in a chain known for their flapjacks |
| 35% | CAMEO | 5 | Pop in for a scene, say |
| 35% | MADONNA | 7 | Pop singer who played Mae in A League of Their Own |
| 35% | HEDGEHOG | 8 | Small mammal known for curling up in a ball |
| 35% | REVERE | 6 | Paul known for a legendary "midnight ride" in 1775 |
| 35% | SAIDHI | 6 | Popped in for just a moment, perhaps |
| 34% | CASH | 4 | Johnny ___, country singer known for songs like "I Walk the Line" and "Man in Black" |
| 34% | ISRAEL | 6 | ___ Kamakawiwo'ole, singer known for his "Somewhere Over the Rainbow/What a Wonderful World" medley |
| 33% | MALAPROP | 8 | Mrs. ___ (character in a 1775 play known for poor but amusing word choice) |