| 100% | BILLWITHERS | 11 | Singer with the 1971 song "Ain't No Sunshine": 2 wds. |
| 64% | VANMORRISON | 11 | Rock singer with the 1971 song "Wild Night": 2 wds. |
| 55% | STEVIEWONDER | 12 | American singer with 25 Grammy Awards famous for his song "You Are the Sunshine of My Life": 2 wds. |
| 54% | GEORGEMICHAEL | 13 | Singer with eight No. 1 songs in the 1980s, including "Faith" (2 wds.) |
| 54% | PETERCETERA | 11 | Singer with the 1986 #1 song “Glory of Love”: 2 wds. |
| 54% | LEDZEPPELIN | 11 | "Black Dog" band with the 1971 song "Stairway to Heaven": 2 wds. |
| 53% | PHILCOLLINS | 11 | Singer with the 1988 #1 song “Groovy Kind of Love”: 2 wds. |
| 53% | KIDROCK | 7 | Rap and country singer with the song "Bawitdaba": 2 wds. |
| 53% | LIONELRICHIE | 12 | Singer with five No. 1 songs in the 1980s, including "All Night Long (All Night)" (2 wds.) |
| 51% | STEVIEWONDER | 12 | Singer with four No. 1 songs in the 1980s, including "I Just Called To Say I Love You" (2 wds.) |
| 50% | ARIANAGRANDE | 12 | Pop singer with the hit song "No Tears Left to Cry" (2 wds.) |
| 50% | THETEMPTATIONS | 14 | Group with the 1966 song "Ain't Too Proud to Beg": 2 wds. |
| 50% | DEMILOVATO | 10 | Singer with the 2020 love song "I Love Me" (2 wds.) |
| 50% | TAYLORDAYNE | 11 | Singer with the 1988 hit "Don't Rush Me": 2 wds. |
| 50% | JOHNLEGEND | 10 | Singer with the 2020 love song "Bigger Love" (2 wds.) |
| 49% | THEFOURTOPS | 11 | Group with the 1973 song "Ain't No Woman (Like the One I've Got)": 3 wds. |
| 48% | JUSTINBIEBER | 12 | "Yummy" singer with the 2021 #1 song at 16-Across and the #1 album at 44-Across: 2 wds. |
| 48% | JUSTINBIEBER | 12 | Singer with the 2020 love song "That's What Love Is" (2 wds.) |
| 48% | RODSTEWART | 10 | Singer of the 1971 #1 hit song "Maggie Mae" (2 wds.) |
| 48% | BOBBYMCFERRIN | 13 | Singer with the 1988 hit "Don't Worry, Be Happy": 2 wds. |
| 47% | COUNTRYROAD | 11 | 1971 song with the lyrics "take to the highway" that's on James Taylor's "Greatest Hits" album: 2 wds. |
| 47% | DIANAROSS | 9 | Motown artist with the 1970 hit "Ain't No Mountain High Enough": 2 wds. |
| 47% | CAMILACABELLO | 13 | Pop singer with the hit song "Crying in the Club" (2 wds.) |
| 47% | ISAACHAYES | 10 | Singer of the 1971 #1 hit song "Theme from Shaft" (2 wds.) |
| 46% | CASSADEEPOPE | 12 | Pop singer with the hit song "Wasting All These Tears" (2 wds.) |
| 46% | THEOSMONDS | 10 | Singers of the 1971 #1 hit song "One Bad Apple" (2 wds.) |
| 46% | BARRYMANILOW | 12 | Singer with the 1974 single "Mandy": 2 wds. |
| 46% | BARRYWHITE | 10 | Singer with the 1974 hit "Can't Get Enough of Your Love, Babe": 2 wds. |
| 46% | ERICCLAPTON | 11 | "I Shot the Sheriff" singer with the 1992 song "Tears in Heaven": 2 wds. |
| 46% | IGGYAZALEA | 10 | Featured singer on the buttocks-themed song "Booty" with Jennifer Lopez: 2 wds. |