| 100% | RAYCHARLES | 10 | "Hit the Road Jack" singer who has a solo in 1985's "We Are the World": 2 wds. |
| 72% | TINATURNER | 10 | "Private Dancer" singer who has a solo in "We Are the World": 2 wds. |
| 71% | DIONNEWARWICK | 13 | "Walk On By" singer who has a solo in "We Are the World": 2 wds. |
| 58% | JOHNMELLENCAMP | 14 | "Jack & Diane" singer who had a hit in 1986 with "R.O.C.K. in the U.S.A.": 2 wds. |
| 57% | LEEGREENWOOD | 12 | "I.O.U." singer who had a hit in 2001 with "God Bless the U.S.A.": 2 wds. |
| 48% | TAYLORSWIFT | 11 | "Cardigan" pop singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 48% | LADYGAGA | 8 | "Shallow" pop singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 48% | GERIHALLIWELL | 13 | Singer who had four #1 hits in the UK from 1999 to 2001, including "It's Raining Men": 2 wds. |
| 47% | KATYPERRY | 9 | "Roar" singer who had a guest appearance in "HIMYM" in the episode "Oh Honey" : 2 wds. |
| 47% | MICHAELSTIPE | 12 | Singer who came up with "It's the End of the World as We Know It (And I Feel Fine)" in his sleep: 2 wds. |
| 47% | JASONDERULO | 11 | "Wiggle" R&B singer who's had top 10 hits in each of the last three decades: 2 wds. |
| 47% | PATRICKSWAYZE | 13 | "Dirty Dancing" star who had a top 10 hit with "She's Like the Wind" in 1988: 2 wds. |
| 46% | NICKIMINAJ | 10 | "Anaconda" singer who has lived in both Trinidad and the US: 2 wds. |
| 46% | ALEXMORGAN | 10 | US soccer star who scored a goal against Colombia in the 2015 World Cup: 2 wds. |
| 46% | SEANKINGSTON | 12 | "Beautiful Girls" singer who has lived in both Jamaica and the US: 2 wds. |
| 46% | PAULMCCARTNEY | 13 | 76-year-old singer who is still in a "Band on the Run": 2 wds. |
| 45% | CYNDILAUPER | 11 | "Girls Just Wanna Have Fun" singer who won the Grammy for Best New Artist in 1985: 2 wds. |
| 45% | HARRYSTYLES | 11 | "As It Was" singer who plays Jack Chambers in the 2022 film "Don't Worry Darling": 2 wds. |
| 45% | ARIANAGRANDE | 12 | "7 Rings" singer who reimagined 18-Across in a 2024 hit with the same title: 2 wds. |
| 45% | GEORGEMICHAEL | 13 | Lead singer of Wham! who had the 1988 solo hit "Faith": 2 wds. |
| 45% | FAYEDUNAWAY | 11 | Star of 1968's "The Thomas Crown Affair" who had a cameo in the 1999 version: 2 wds. |
| 45% | TROYESIVAN | 10 | Singer of the 2015 hit "Youth" who was born in South Africa in 1995: 2 wds. |
| 44% | THEWEEKND | 9 | "Starboy" pop singer who had 18 songs on the Billboard Hot 100 during a week in 2016: 2 wds. |
| 44% | PETESEEGER | 10 | "If I Had a Hammer" folk singer who received the Woody Guthrie Prize in 2014: 2 wds. |
| 44% | ERNIEHUDSON | 11 | Costar of 1984's "Ghostbusters" who had a cameo in the 2016 version: 2 wds. |
| 44% | DYLANDREILING | 13 | 19-Across outfielder who had a .341 season batting average and was named MVP of the 2024 Men's College World Series (2 wds.) |
| 44% | MARYTRAVERS | 11 | Folk singer who, in a trio with Peter and Paul, sang the 1963 hit "Puff, the Magic Dragon": 2 wds. |
| 44% | EDSHEERAN | 9 | "Shape of You" pop singer who had 13 songs on the Hot 100 during a week in 2017: 2 wds. |
| 44% | BRADLEYCOOPER | 13 | Actor who had a song from "A Star Is Born" chart on the Billboard Hot 100 in 2018: 2 wds. |
| 44% | ZANDERSECHRIST | 14 | 19-Across pitcher who had a 3.12 season ERA and was the winning pitcher of the final game of the 2024 Men's College World Series (2 wds.) |