| 100% | BEEGEES | 7 | Disco group whose songs "Night Fever" and "Stayin' Alive" were simultaneously #1 and #2 in 1978: 2 wds. |
| 76% | BEEGEES | 7 | Group whose songs "Night Fever" and "Stayin' Alive" were simultaneously #1 and #2 on the Billboard Hot 100: 2 wds. |
| 51% | BLACKEYEDPEAS | 13 | Hip-hop group whose songs "Boom Boom Pow" and "I Gotta Feeling" were simultaneously #1 and #2 in 2009: 3 wds. |
| 45% | USHER | 5 | R&B singer whose songs "Burn" and "Confessions Part II" were simultaneously #1 and #2 in 2004 |
| 45% | NELLY | 5 | Rapper whose songs "Hot in Herre" and "Dilemma" were simultaneously #1 and #2 in 2002 |
| 41% | THEBEATLES | 10 | "I Want to Hold Your Hand" and "She Loves You" group who in 1964 became the first ever to be simultaneously #1 and #2 with their first two hits: 2 wds. |
| 39% | OUTKAST | 7 | Hip-hop duo whose songs "Hey Ya!" and "The Way You Move" were simultaneously #1 and #2 in 2003 |
| 39% | BLACK | 5 | ___ Eyed Peas, group whose songs "I Gotta Feeling" and "Boom Boom Pow" were simultaneously #1 and #2 on the Billboard Hot 100 |
| 39% | SATURDAYNIGHT | 13 | "___ (Is the Loneliest Night of the Week)" song by Jule Styne and Sammy Cahn which was covered by Frank Sinatra in 1945: 2 wds. |
| 37% | THEWEEKND | 9 | Canadian singer whose "Blinding Lights" was the #1 song on Spotify in 2020: 2 wds. |
| 37% | 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. |
| 36% | SINEADOCONNOR | 13 | Singer whose "Nothing Compares 2 U" was a #1 song for four weeks in 1990 (2 wds.) |
| 36% | VILLAGEPEOPLE | 13 | Disco group whose "Y.M.C.A." inspired a dance craze in the 1970s: 2 wds. |
| 36% | KANYEWEST | 9 | Rapper whose album "Graduation" and song "Stronger" both topped the charts in 2007: 2 wds. |
| 36% | KENDRICKLAMAR | 13 | Rapper whose album "Damn" and song "Humble" both topped the charts in 2017: 2 wds. |
| 35% | ALB | 3 | ___ Sure! (singer whose top-selling song was 1988's "Nite and Day": 2 wds. |
| 35% | WITHOUTYOU | 10 | 2020 song by the Kid Laroi whose remix was a top 10 hit in 2021: 2 wds. |
| 35% | FLORIDA | 7 | Rapper and singer whose name comes from the state he was born in: 2 wds. |
| 35% | STAYINALIVE | 11 | Disco hit by the Bee Gees that was a part of the "Saturday Night Fever" soundtrack: 2 wds. |
| 35% | FIGHTCLUB | 9 | Group in a 1999 movie whose first rule of membership is not to talk about it: 2 wds. |
| 34% | JANETJACKSON | 12 | Singer whose "Escapade" was a #1 song for three weeks in 1990 (2 wds.) |
| 34% | JULIANNEMOORE | 13 | Actress whose first Oscar nomination was for her role in "Boogie Nights": 2 wds. |
| 34% | COFFEESONG | 10 | "The ___," song written by Bob Hilliard and Dick Miles which was recorded by Frank Sinatra in 1946: 2 wds. |
| 34% | EDSHEERAN | 9 | English singer whose album "÷" and song "Shape of You" both topped the charts in 2017: 2 wds. |
| 34% | ALANNAHMYLES | 12 | Singer whose "Black Velvet" was a #1 song for two weeks in 1990 (2 wds.) |
| 34% | CABCALLOWAY | 11 | Big-band leader and jazz singer whose signature song was "Minnie the Moocher": 2 wds. |
| 34% | ARLOPARKS | 9 | Grammy-nominated singer/songwriter whose songs 15-Across, 9-Down, and 27-Down are featured on her debut album, "Collapsed in Sunbeams" (2 wds.) |
| 34% | BTS | 3 | Band whose songs "Savage Love" and "Dynamite" were simultaneously #1 and #2 on the Billboard Hot 100: Abbr. |
| 34% | SUMMERWIND | 10 | German song which was covered by Frank Sinatra in his 1966 album "Strangers in the Night": 2 wds. |
| 34% | ICECREAM | 8 | "Sweet" song by K-pop girl group Blackpink and Selena Gomez that hit #13 in 2020: 2 wds. |