| 100% | WHATA | 5 | With 15 and 20 Across, a 1967 song sung by Louis Armstrong in "Good Morning, Vietnam" |
| 47% | WONDERFUL | 9 | "What a ___ World," 1967 song by Louis Armstrong that was featured in the film "Good Morning, Vietnam" |
| 32% | PRINCEALI | 9 | Song sung by 17-Across and 39-Across in 40-Across (2 wds.) |
| 32% | WALKONBY | 8 | Song by Burt Bacharach and 26-Across that was a hit for 15-Across in 1964: 3 wds. |
| 32% | REACHOUTFORME | 13 | Song by Burt Bacharach and 26-Across that was a hit for 15-Across in 1964: 4 wds. |
| 31% | HILILIHILO | 10 | Song sung by Caron in a '53 film |
| 31% | WHATCOMESNEXT | 13 | Song sung by 15-Across with the lyric "You're on your own. Awesome. Wow" (3 wds.) |
| 31% | CHEEKTOCHEEK | 12 | Irving Berlin song recorded as a duet by Louis Armstrong and 48-Across (3 wds.) |
| 31% | SOS | 3 | Song sung by Sam and Donna in "Mamma Mia!" |
| 31% | LEGALIZED | 9 | With 20 Across, what the people of AZ, NJ, MT, and SD voted for by proposition in 2020 |
| 31% | MANDOLIN | 8 | "___ Rain," 1986 song by Bruce Hornsby and the Range with a string instrument in its title |
| 30% | GOODSHIP | 8 | With 44-Across, boat in a song by 29-Across: 2 wds. |
| 29% | NEW | 3 | With 65- and 66-Across, when to sing the song in the circled squares |
| 29% | WHITECHRISTMAS | 14 | Irivng Berlin song sung by 53-Across in 16-Across that won an Oscar for Best Original Song (2 wds.) |
| 29% | TOSIRWITHLOVE | 13 | 1967 movie starring 51-Across with a #1 title song by Lulu: 4 wds. |
| 29% | DEFYING | 7 | With 48-Across, song sung by Elphaba in the musical "Wicked" |
| 29% | EBB | 3 | With 15-Across, 1953 song that was a hit for the Righteous Brothers in 1965 |
| 28% | DUET | 4 | A song sung by a pair, usually a man and a woman |
| 28% | FIELDOFDREAMS | 13 | 1989 Best Picture nominee ... with a hint to 20-, 24-/27- and 32-/37-Across |
| 28% | LETSMAKELOVE | 12 | Duet by Faith Hill and Tim McGraw, released in 2000, that won the couple a Grammy for Best Country Collaboration with Vocals: 3 wds. |
| 28% | KNICKKNACK | 10 | With 20-Down, phrase in a children's song |
| 28% | CRANESINTHESKY | 14 | Song by 49-Across that won a Grammy Award for Best R&B Performance in 2017 (4 wds.) |
| 28% | NEIL | 4 | With 15-Across, "How I Met Your Mother" actor who won a 2014 Tony Award for starring in "Hedwig and the Angry Inch" |
| 28% | ABRIEF | 6 | With 38 and 47 Across, best-seller written by 24/49 Across |
| 28% | SPARKSFLY | 9 | Song on 15-Across with the lyrics "I'm captivated by you, baby / Like a fireworks show" (2 wds.) |
| 28% | THELOVEILOST | 12 | 1973 hit single by 44-Across and 30-Across with the lyrics "Take a good look at me / I'm in misery, can't you see?" (4 wds.) |
| 27% | JONIMITCHELL | 12 | 15-Across and 44-Across singer-songwriter who was honored with a Gershwin Award in 2023 (2 wds.) |
| 27% | IMALLALONE | 10 | Song sung by poor, isolated 26-Across in 51-Across (3 wds.) |
| 27% | SUGAR | 5 | With 1-Across, ingredients followed in a saying by "and everything nice" |
| 27% | ECON | 4 | A subject or class in college that deals with goods and services |