| 100% | TAYLORSWIFT | 11 | American singer who created hits like "Blank Space" and "Bad Blood," and releases her newest album on the 10th: 2 wds. |
| 43% | JENNIFERLOPEZ | 13 | American singer and actress who has made hits like "On the Floor": 2 wds. |
| 41% | IMAGINEDRAGONS | 14 | American rock band with hits like "Radioactive" and "Demons," who will release their third album "Evolve" this year: 2 wds. |
| 41% | DIANAROSS | 9 | American singer who was the lead singer of "The Supremes" and is known for her solo songs like "Upside Down": 2 wds. |
| 39% | BILLIEEILISH | 12 | "Bad Guy" singer who received the Grammys for both Album of the Year and Best New Artist in 2020: 2 wds. |
| 38% | 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. |
| 37% | TAYLORSWIFT | 11 | American singer who has made hits like "You Belong With Me," and is currently dating British actor Joe Alwyn: 2 wds. |
| 37% | FIONAAPPLE | 10 | 18-Across, 25-Across, and 38-Across singer who released her fifth studio album "Fetch the Boltcutters" in 2020 (2 wds.) |
| 36% | JANELLEMONAE | 12 | Singer who featured the android character Cindi Mayweather on her 2010 "The ArchAndroid" concept album: 2 wds. |
| 36% | LAURYNHILL | 10 | "Everything Is Everything" singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 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. |
| 35% | SNOOPDOGG | 9 | American rapper with hits like "Young, Wild & Free", who released his latest album "Coolaid" in 2016: 2 wds. |
| 34% | KALPANACHAWLA | 13 | Indian American astronaut aboard the ill-fated Space Shuttle Columbia in 2003 who was on her second mission on the same shuttle: 2 wds. |
| 34% | BILLYPRESTON | 12 | Singer who sang with Nat King Cole on a TV show at 11 and released his first album at 16: 2 wds. |
| 34% | ETHELWATERS | 11 | Harlem Renaissance singer and actress who was the first African American to star in her own TV show: 2 wds. |
| 33% | KARLIEKLOSS | 11 | American model and computer programmer who appeared in the music video of "Bad Blood": 2 wds. |
| 33% | MICHAELSTEELE | 13 | American bassist who was a part of one of the first all-female rock groups, "The Bangles" that created hits like "Manic Monday": 2 wds. |
| 33% | BILLIEEILISH | 12 | "Bad Guy" singer who was both the host and musical guest on a 2021 "Saturday Night Live" episode: 2 wds. |
| 33% | SARABAREILLES | 13 | 15-Across and 49-Across singer/songwriter whose new album "Amidst the Chaos" was released this month (2 wds.) |
| 33% | CAMILACABELLO | 13 | Singer who collaborated with Machine Gun Kelly in 2017 on the #4 hit "Bad Things": 2 wds. |
| 33% | VICTORIAMONET | 13 | "Jaguar II" singer who won Best R&B album and Best New Artist at the 2024 Grammy Awards (2 wds.) |
| 33% | STEPHENSTILLS | 13 | American singer and songwriter who is the first artist to be inducted twice on the same night into the Rock and Roll Hall of Fame: 2 wds. |
| 33% | DEEPPURPLE | 10 | English rock band formed in 1968 and led by Ian Gillan, who gave us hits like "Soldier of Fortune" and "Smoke on the Water": 2 wds. |
| 32% | LADYGAGA | 8 | 15-Across, 9-Down, and 22-Down singer who released the studio album "Mayhem" in 2025 (2 wds.) |
| 32% | KENDRICKLAMAR | 13 | "To Pimp a Butterfly" rapper, who collaborated with Taylor Swift on "Bad Blood", a song from her fifth album: 2 wds. |
| 32% | DIANAROSS | 9 | 15-Across, 21-Across, and 40-Across singer who digitally released her new remix collection "Supertonic: Mixes" in 2020 (2 wds.) |
| 32% | MEGHANTRAINOR | 13 | 18-Across, 40-Across, and "All About That Bass" singer who released her sixth studio album, "Timeless," in 2024 (2 wds.) |
| 32% | QUEENLATIFAH | 12 | Singer who spells out the title of her 1994 hit "U.N.I.T.Y.": 2 wds. |
| 32% | LEA | 3 | Actress and Singer ___ Michele, who released her third album, "Christmas in the City" in 2019 |
| 32% | ARETHAFRANKLIN | 14 | Singer who spells out the title of her 1967 hit "Respect": 2 wds. |