| 100% | MARYTRAVERS | 11 | Folk singer who, in a trio with Peter and Paul, sang the 1963 hit "Puff, the Magic Dragon": 2 wds. |
| 45% | LEEGREENWOOD | 12 | "I.O.U." singer who had a hit in 2001 with "God Bless the U.S.A.": 2 wds. |
| 45% | JUDYCOLLINS | 11 | Folk singer who sang the 1975 hit "Send in the Clowns": 2 wds. |
| 44% | JOHNMELLENCAMP | 14 | "Jack & Diane" singer who had a hit in 1986 with "R.O.C.K. in the U.S.A.": 2 wds. |
| 42% | ARIANAGRANDE | 12 | "7 Rings" singer who reimagined 18-Across in a 2024 hit with the same title: 2 wds. |
| 42% | JESSEPINKMAN | 12 | Character played by Aaron Paul in "Breaking Bad", who was a crystal meth dealer and worked with the character played by 30-Across: 2 wds. |
| 41% | CAMILACABELLO | 13 | Singer who collaborated with Machine Gun Kelly in 2017 on the #4 hit "Bad Things": 2 wds. |
| 40% | TIMBERLAKE | 10 | Justin ___, a singer famous for his hit single "Cry Me a River", who starred in the film "Friends with Benefits": 2 wds. |
| 40% | JONIMITCHELL | 12 | Folk singer who sang the 1974 hit "Big Yellow Taxi": 2 wds. |
| 39% | IGGYAZALEA | 10 | "Fancy" singer featured on "Problem" who in 2014 became the second ever to be simultaneously #1 and #2 with her first two hits: 2 wds. |
| 39% | THOMASRHETT | 11 | Singer/songwriter who collaborated with 17-Across, 28-Across, Reba McEntire, and Keith Urban on the country hit "Be a Light" (2 wds.) |
| 38% | LUISFONSI | 9 | Singer who hit #1 in 2017 with the Spanish/English-language "Despacito": 2 wds. |
| 38% | PETESEEGER | 10 | "If I Had a Hammer" folk singer who received the Woody Guthrie Prize in 2014: 2 wds. |
| 38% | FRANKSINATRA | 12 | Singer and actor for whom Paul Anka wrote the hit song "My Way": 2 wds. |
| 38% | SHEENAEASTON | 12 | "Strut" singer who Prince encouraged and collaborated with in the 1980s: 2 wds. |
| 38% | ELTONJOHN | 9 | Pop star who sang a duet with Lady Gaga on his hit "Your Song" at the 2010 Grammys: 2 wds. |
| 37% | NANETTEFABRAY | 13 | Actress and singer (1920-2018) who won a Tony in 1949 and three Emmys in the 1950s: 2 wds. |
| 37% | JIMMIEALLEN | 11 | "Best Shot" singer who collaborated with Brad Paisley on the 2021 country hit "Freedom Was a Highway": 2 wds. |
| 37% | PATRICKSWAYZE | 13 | "Dirty Dancing" star who had a top 10 hit with "She's Like the Wind" in 1988: 2 wds. |
| 37% | MEGANTHEE | 9 | With 46-Across, "Savage" rapper who both hosted and was the musical act in a 2022 "SNL" episode: 2 wds. |
| 37% | RAYCHARLES | 10 | "Hit the Road Jack" singer who has a solo in 1985's "We Are the World": 2 wds. |
| 37% | ANSELELGORT | 11 | "The Fault in Our Stars" actor who is also a singer and DJ who plays under the name "Ansolo": 2 wds. |
| 36% | NICKJONAS | 9 | "Jealous" pop singer who both hosted and was the musical act in a 2021 "SNL" episode: 2 wds. |
| 36% | DANCEMONKEY | 11 | 2019 hit for Tones and I with a sign of the Chinese zodiac in its title: 2 wds. |
| 36% | NORAHJONES | 10 | "Come Away With Me" singer who received the Grammys for both Album of the Year and Best New Artist in 2003: 2 wds. |
| 36% | RENEEFLEMING | 12 | Opera singer who sang the national anthem at the Super Bowl in 2014 and received the National Medal of Arts in 2012: 2 wds. |
| 36% | BAEZ | 4 | Folk singer Joan who wrote the memoir "And A Voice to Sing With" |
| 36% | BILLYPRESTON | 12 | Singer who sang with Nat King Cole on a TV show at 11 and released his first album at 16: 2 wds. |
| 36% | ARTGARFUNKEL | 12 | Ivy Leaguer (he went to Columbia) who sang the 1970 #1 hit "Bridge Over Troubled Water" with Paul Simon: 2 wds. |
| 36% | LINDSAYLOHAN | 12 | Actress who starred as both the twins in 29a, a 1998 hit based on the novel "Lottie and Lisa": 2 wds. |