| 100% | SAYSAYSAY | 9 | Repetitively titled 1983 Paul McCartney/Michael Jackson hit: 3 wds. |
| 59% | SAYSAYSAY | 9 | Paul McCartney/Michael Jackson hit song (3 wds.) |
| 45% | STOPSTOPSTOP | 12 | Repetitively titled 1966 Hollies hit: 3 wds. |
| 44% | HOTHOTHOT | 9 | Repetitively titled 1987 Buster Poindexter hit: 3 wds. |
| 43% | BILLIEJEAN | 10 | Title woman in a 1983 hit single by Michael Jackson: 2 wds. |
| 41% | SAYSAYSAY | 9 | Paul McCartney/Michael Jackson hit ... or a hint to the starts of 17-, 24-. 57- and 65-Across |
| 39% | BEATIT | 6 | 1983 Michael Jackson hit |
| 38% | EBONYANDIVORY | 13 | Paul McCartney and Stevie Wonder song that was a No. 1 hit in 1982 (3 wds.) |
| 38% | MAYBEIMAMAZED | 13 | 1970 Paul McCartney song whose title starts with an "answer": 3 wds. |
| 37% | BAD | 3 | Michael Jackson hit whose title is heard 88 times in the song |
| 37% | IMBAD | 5 | Michael Jackson boast, in a 1987 hit song (2 wds.) |
| 37% | BEATIT | 6 | Michael Jackson song whose title means "Get lost!": 2 wds. |
| 37% | LOUIELOUIE | 10 | Repetitively titled Kingsmen hit of 1963: 2 wds. |
| 37% | RUSHRUSH | 8 | Repetitively titled Paula Abdul hit of 1991: 2 wds. |
| 37% | REBELREBEL | 10 | Repetitively titled David Bowie hit of 1974: 2 wds. |
| 37% | BILLIE | 6 | __ Jean, Michael Jackson's 1983 moonwalk hit |
| 36% | IMBAD | 5 | Repeated Michael Jackson lyric in a 1987 hit: 2 wds. |
| 36% | BEATIT | 6 | Michael Jackson hit song with the lyric "No one wants to be defeated" (2 wds.) |
| 35% | BANGBANG | 8 | Repetitively titled Jessie J/Ariana Grande/Nicki Minaj hit of 2014: 2 wds. |
| 35% | THISISIT | 8 | 2009 documentary about Michael Jackson's planned final tour: 3 wds. |
| 35% | HALSEY | 6 | Title admiral in a Paul and Linda McCartney hit |
| 34% | MINE | 4 | "The Girl is ___," highly successful 1982 duet by Michael Jackson and Paul McCartney |
| 34% | MERCURYBLUES | 12 | Alan Jackson hit song with a 44-Down in its title (2 wds.) |
| 34% | LETSDANCE | 9 | Hit title song from David Bowie's 1983 album: 2 wds. |
| 33% | BANDONTHERUN | 12 | Paul McCartney & Wings hit on Billboard's year-end Hot 100 for 1974: 4 wds. |
| 33% | BAD | 3 | Michael Jackson hit |
| 33% | THRILLER | 8 | Michael Jackson hit |
| 33% | BEATIT | 6 | Michael Jackson hit |
| 33% | BILLIEJEAN | 10 | 1983 Michael Jackson song that inspired a moonwalk dance craze: 2 wds. |
| 33% | SAYSAYSAY | 9 | 1983 Jackson-McCartney hit |