| 100% | NEARNESSOFYOU | 13 | Pop song of 1940, with "The" |
| 61% | RENT | 4 | Musical with the song "Seasons of Love" |
| 60% | ERASURE | 7 | Duo with the 1988 song "Chains of Love" |
| 60% | RENT | 4 | Broadway musical with the song "Seasons of Love" |
| 60% | ANKA | 4 | Paul with the classic 1960 pop song "Puppy Love" |
| 60% | LOVEYOURSELF | 12 | Justin Bieber's acoustic pop song written by him along with Ed Sheeran and Benny Blanco which was the seventh best-selling song of 2016: 2 wds. |
| 59% | MICHAEL | 7 | With 37-Across, the King of Pop |
| 59% | KATYPERRY | 9 | Starting in 2010, pop singer with a song in the top 10 of the Billboard Hot 100 for 69 consecutive weeks: 2 wds. |
| 59% | UCLA | 4 | Sch. with the song "Hail to the Hills of Westwood" |
| 59% | ASSASSINS | 9 | Stephen Sondheim musical with the song “The Ballad of Booth” |
| 58% | ACEOFBASE | 9 | Starting in 1993, Swedish pop band with a song in the top 10 of the Billboard Hot 100 for 48 consecutive weeks: 3 wds. |
| 58% | SPAMALOT | 8 | Tony-winning musical with the song "Knights of the Round Table" |
| 58% | EVITA | 5 | Musical with the song "On This Night of a Thousand Stars" |
| 58% | MORTSAHL | 8 | Political comedian with the 1973 album "Sing a Song of Watergate" |
| 58% | PETERCETERA | 11 | Singer with the 1986 #1 song “Glory of Love”: 2 wds. |
| 58% | DRAKE | 5 | Rapper with the most charted Billboard songs of all time (229) |
| 57% | ABBA | 4 | Swedish pop band with the song "Chiquitita" whose name is an acronym of the first letters of the members' first names |
| 57% | SAHL | 4 | Comedian with the album "Sing a Song of Watergate ... Apocryphal of Lie!" |
| 57% | PHILCOLLINS | 11 | Singer with the 1988 #1 song “Groovy Kind of Love”: 2 wds. |
| 57% | FEELINGS | 8 | Hit song of the 1970s with a repetitive "whoa whoa whoa" chorus |
| 57% | MICHAEL | 7 | With 41-Across, musician known as the King of Pop |
| 57% | ARRIVEDERCIROMA | 15 | Song with the lyric "City of a million warm embraces" |
| 56% | HER | 3 | One-named singer with the 2019 Song of the Year nominee "Hard Place" |
| 56% | EVITA | 5 | 1979 Broadway hit with the song "On This Night of a Thousand Stars" |
| 56% | MULAN | 5 | Disney film with the song "I'll Make a Man Out of You" |
| 56% | MULAN | 5 | 1998 movie with the song "I'll Make a Man Out of You" |
| 56% | ARLO | 4 | With 23-Across, singer of the song referenced at 6-Down |
| 55% | TIPTOE | 6 | With 63-Across, song in the 1929 film Gold Diggers of Broadway |
| 55% | BOYZIIMEN | 9 | Pop group with the #1 hit "End of the Road" |
| 55% | SAM | 3 | ___ Smith, singer of the massive hit song "Stay With Me" |