| 100% | REA | 3 | Chris ___, singer of "The Road to Hell" |
| 100% | REA | 3 | Singer of The Road to Hell, Chris |
| 87% | CHRISREA | 8 | Singer of The Road to Hell and Auberge |
| 74% | REA | 3 | "The Road to Hell" singer Chris |
| 69% | REA | 3 | The Road to Hell: Part 2 artist Chris |
| 59% | REA | 3 | Chris who sang "The Road to Hell," 1989 |
| 59% | REA | 3 | Chris, who sang Auberge and The Road to Hell |
| 58% | ONO | 3 | "Take Me to the Land of Hell" singer |
| 55% | GOODINTENTIONS | 14 | What the road to hell is paved with, supposedly |
| 54% | CROSSED | 7 | Walked from one side of the road to the other |
| 54% | MILLER | 6 | "King of the Road" singer Roger |
| 52% | ALESSIACARA | 11 | Singer of the 2016 hit "Scars to Your Beautiful": 2 wds. |
| 51% | GOTYE | 5 | Singer of the 2012 #1 hit "Somebody That I Used to Know" |
| 51% | SHEENAEASTON | 12 | Singer of the 1980s hit "Morning Train (9 to 5)": 2 wds. |
| 50% | YELLOW | 6 | Color of the road that led to the Wizard of Oz |
| 50% | LISA | 4 | When repeated, singer of the 1987 #1 hit "Head to Toe" |
| 50% | ADELE | 5 | Singer of "Hello" and "Set Fire to the Rain" |
| 50% | RAY | 3 | ___ Charles, singer of "Hit the Road Jack" |
| 50% | DOLLYPARTON | 11 | Singer of the title song for the 1980 film "9 to 5" (2 wds.) |
| 49% | SWIFTIES | 8 | Fans of the You Belong to Me singer |
| 49% | BILLIEEILISH | 12 | Singer of the theme song for the Bond movie "No Time to Die": 2 wds. |
| 49% | ADELE | 5 | Singer of the first James Bond movie theme song ever to win an Academy Award |
| 49% | BEBEREXHA | 9 | Pop singer of the country hit “Meant to Be” (featuring Florida Georgia Line) |
| 49% | ADELE | 5 | Singer of "Someone Like You" and "Set Fire to the Rain" |
| 49% | PAVED | 5 | "The road to hell is ___ with good intentions" |
| 49% | DONMCLEAN | 9 | Singer of the lyric formed by the ends of the answers to the four starred clues |
| 48% | OVERHEATS | 9 | Breaks down on the road due to lack of coolant |
| 48% | MAURICE | 7 | Member of the Bee Gees once married to singer Lulu |
| 48% | LOVETT | 6 | "The Road to Ensenada" singer |
| 47% | MEATLOAF | 8 | The Bat Out of Hell singer who died in 2022 |