| 100% | HOWWILLIKNOW | 12 | Whitney Houston song that asks a question (4 wds.) |
| 91% | HOWWILLIKNOW | 12 | 1986 Whitney Houston #1 song that asks a question: 4 wds. |
| 76% | DONTYOUWANTME | 13 | 1982 Human League #1 song that asks a question: 4 wds. |
| 64% | WHATSGOINGON | 12 | Marvin Gaye song that asks a question (3 wds.) |
| 64% | ISNTSHELOVELY | 13 | Stevie Wonder song that asks a question (3 wds.) |
| 63% | WHOSTHATGIRL | 12 | 1987 Madonna #1 song that asks a question: 3 wds. |
| 44% | WHO | 3 | Radio station call letters that ask a question? |
| 44% | MAYI | 4 | "___ ask a question?": 2 wds. |
| 43% | UCANTTOUCHTHIS | 14 | 1990 MC Hammer song that inspired a hip-hop dance craze: 4 wds. |
| 41% | ALWAYSLOVEYOU | 13 | "I Will ___," number-one hit by Whitney Houston recorded for "The Bodyguard" which is a cover of a Dolly Parton song: 3 wds. |
| 41% | DIDNT | 5 | "___ We Almost Have It All," number-one hit by Whitney Houston that received a Grammy nomination for Song of the Year in 1988 |
| 41% | EYEOFTHETIGER | 13 | Survivor song that was a No. 1 hit in 1982 (4 wds.) |
| 41% | HOWYOULIKETHAT | 14 | 2020 Blackpink hit whose title is a question: 4 wds. |
| 41% | SMASHHIT | 8 | Song that's a huge success: 2 wds. |
| 39% | IHAVENOTHING | 12 | Oscar-nominated Whitney Houston song from the soundtrack of 14-Across: 3 wds. |
| 39% | WHOAM | 5 | Question asked in a "Les Misérables" song |
| 39% | ALOT | 4 | 21 Savage song that asks and answers "How much money you got?" (2 wds.) |
| 38% | JOYTOTHEWORLD | 13 | 1971 #1 song that begins, "Jeremiah was a bullfrog" (4 wds.) |
| 38% | NEEDANAP | 8 | Question asked after a big yawn (3 wds.) |
| 38% | WHO | 3 | Pronoun that can ask a question |
| 38% | CANTFEELMYFACE | 14 | The Weeknd song that hit #1 in August 2015: 4 wds. |
| 38% | ATASTEOFHONEY | 13 | Herb Alpert instrumental song that hit #7 in 1965: 4 wds. |
| 38% | WITCHYWOMAN | 11 | Eagles song that a sorceress might sing on Halloween?: 2 wds. |
| 37% | DONTYOUWANTME | 13 | The Human League song that was a No. 1 hit in 1982 (4 wds.) |
| 37% | TELLHERABOUTIT | 14 | 1983 Billy Joel song that became his second #1 hit: 4 wds. |
| 37% | HIGHWAYTOHELL | 13 | AC/DC song that a devil might sing on Halloween?: 3 wds. |
| 37% | AMILATE | 7 | Question that might be asked when hurrying into a meeting |
| 37% | HEYJOE | 6 | Jimi Hendrix hit song that asks, "Where you goin' with that gun in your hand?" (2 wds.) |
| 37% | YOURWOMAN | 9 | "Touch ___," 1972 Dolly Parton song that was nominated for a Grammy: 2 wds. |
| 37% | UNDERWHERE | 10 | Question that one is tricked into asking, in a classic gag |