| 100% | SAYSAYSAY | 9 | Paul McCartney/Michael Jackson hit song (3 wds.) |
| 82% | SAYSAYSAY | 9 | Repetitively titled 1983 Paul McCartney/Michael Jackson hit: 3 wds. |
| 63% | BEATIT | 6 | Michael Jackson hit song with the lyric "No one wants to be defeated" (2 wds.) |
| 59% | EBONYANDIVORY | 13 | Paul McCartney and Stevie Wonder song that was a No. 1 hit in 1982 (3 wds.) |
| 57% | MAYBEIMAMAZED | 13 | 1970 Paul McCartney song whose title starts with an "answer": 3 wds. |
| 55% | SAYSAYSAY | 9 | Paul McCartney/Michael Jackson hit ... or a hint to the starts of 17-, 24-. 57- and 65-Across |
| 51% | MAYBEIMAMAZED | 13 | 1970 Paul McCartney song inspired by McCartney's wife Linda: 3 wds. |
| 51% | IMBAD | 5 | Michael Jackson boast, in a 1987 hit song (2 wds.) |
| 50% | BAD | 3 | Michael Jackson hit whose title is heard 88 times in the song |
| 49% | FORTHENIGHT | 11 | 2020 hit song featuring DaBaby: 3 wds. |
| 49% | EATIT | 5 | "Weird Al" Yankovic parody of a 1982 Michael Jackson hit (2 wds.) |
| 48% | BAD | 3 | Michael Jackson's album with the hit song "Smooth Criminal" |
| 48% | BEATIT | 6 | Michael Jackson song whose title means "Get lost!": 2 wds. |
| 48% | MERCURYBLUES | 12 | Alan Jackson hit song with a 44-Down in its title (2 wds.) |
| 47% | IMBAD | 5 | Repeated Michael Jackson lyric in a 1987 hit: 2 wds. |
| 47% | BYEBYEBYE | 9 | *NSYNC hit song (3 wds.) |
| 46% | THISISIT | 8 | 2009 documentary about Michael Jackson's planned final tour: 3 wds. |
| 46% | IAMA | 4 | "___ Barbie Girl" line form a hit song by Aqua: 3 wds. |
| 46% | IWANTIT | 7 | "___ That Way," a hit song by the Backstreet Boys: 3 wds. |
| 46% | ILIKEIT | 7 | A 2010 hit song by Enrique Iglesias and Pitbull: 3 wds |
| 46% | MULLOFKINTYRE | 13 | Song co-written by Paul McCartney and Denny Laine which Susan Boyle performed at Windsor Castle: 3 wds. |
| 46% | IAMI | 4 | "___ Said" (Neil Diamond hit song) (3 wds.) |
| 46% | EATIT | 5 | 1984 "Weird Al" Yankovic parody of a Michael Jackson song: 2 wds. |
| 46% | BILLIEJEAN | 10 | 1983 Michael Jackson song that inspired a moonwalk dance craze: 2 wds. |
| 45% | FUNFUNFUN | 9 | Beach Boys hit song (3 wds.) |
| 45% | CRYCRYCRY | 9 | Johnny Cash hit song (3 wds.) |
| 45% | MINE | 4 | "The Girl is ___," highly successful 1982 duet by Michael Jackson and Paul McCartney |
| 45% | WHATYOUKNOW | 11 | With 42-Across, 2020 hit song that samples Ginuwine's "Differences": 3 wds. |
| 44% | BANDONTHERUN | 12 | Paul McCartney & Wings hit on Billboard's year-end Hot 100 for 1974: 4 wds. |
| 44% | WONDER | 6 | Stevie ___ and Paul McCartney, singers who collaborated on the hit song "Ebony and Ivory" |