| 100% | HOWWILLIKNOW | 12 | 1986 Whitney Houston #1 song that asks a question: 4 wds. |
| 75% | HOWWILLIKNOW | 12 | Whitney Houston song that asks a question (4 wds.) |
| 69% | DONTYOUWANTME | 13 | 1982 Human League #1 song that asks a question: 4 wds. |
| 58% | WHOSTHATGIRL | 12 | 1987 Madonna #1 song that asks a question: 3 wds. |
| 52% | WHATSGOINGON | 12 | Marvin Gaye song that asks a question (3 wds.) |
| 52% | ISNTSHELOVELY | 13 | Stevie Wonder song that asks a question (3 wds.) |
| 42% | EYEOFTHETIGER | 13 | Survivor song that was a No. 1 hit in 1982 (4 wds.) |
| 41% | JOYTOTHEWORLD | 13 | 1971 #1 song that begins, "Jeremiah was a bullfrog" (4 wds.) |
| 39% | DONTYOUWANTME | 13 | The Human League song that was a No. 1 hit in 1982 (4 wds.) |
| 37% | WHO | 3 | Radio station call letters that ask a question? |
| 37% | MAYI | 4 | "___ ask a question?": 2 wds. |
| 36% | CANTFEELMYFACE | 14 | The Weeknd song that hit #1 in August 2015: 4 wds. |
| 35% | UCANTTOUCHTHIS | 14 | 1990 MC Hammer song that inspired a hip-hop dance craze: 4 wds. |
| 35% | TELLHERABOUTIT | 14 | 1983 Billy Joel song that became his second #1 hit: 4 wds. |
| 35% | HOWWILLIKNOW | 12 | Number-one hit by Whitney Houston which won the Best Female Video at the MTV Video Music Awards in 1986: 4 wds. |
| 34% | 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. |
| 34% | 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 |
| 34% | HOWYOULIKETHAT | 14 | 2020 Blackpink hit whose title is a question: 4 wds. |
| 34% | SMASHHIT | 8 | Song that's a huge success: 2 wds. |
| 33% | THETWIST | 8 | 34-Across song that went to #1 twice and launched a huge dance craze: 2 wds. |
| 33% | LEANONME | 8 | Song that was a #1 hit for Bill Withers in 1972 and for Club Nouveau in 1987: 3 wds. |
| 32% | PRAYER | 6 | "Livin' on a ___," 1986 song by Bon Jovi that gave the band their first No. 1 on the Billboard Mainstream Rock charts |
| 32% | ATASTEOFHONEY | 13 | Herb Alpert instrumental song that hit #7 in 1965: 4 wds. |
| 32% | WITCHYWOMAN | 11 | Eagles song that a sorceress might sing on Halloween?: 2 wds. |
| 32% | THEBOYISMINE | 12 | 1998 Brandy and Monica song that was #1 on the Billboard Hot 100 for 13 weeks: 4 wds. |
| 32% | WHOAM | 5 | Question asked in a "Les Misérables" song |
| 32% | EBONYANDIVORY | 13 | Paul McCartney and Stevie Wonder song that was a No. 1 hit in 1982 (3 wds.) |
| 32% | ALOT | 4 | 21 Savage song that asks and answers "How much money you got?" (2 wds.) |
| 32% | NEEDANAP | 8 | Question asked after a big yawn (3 wds.) |
| 32% | WHO | 3 | Pronoun that can ask a question |