| 100% | FOLKLORE | 8 | Album by Taylor Swift which won the Grammy for Album of the Year in 2021 |
| 73% | IWANTED | 7 | "Everything ___," song by Billie Eilish which won the Grammy for Record of the Year in 2021: 2 wds. |
| 58% | THIS | 4 | "___ is America," hit song by Childish Gambino which won the Grammy for Record of the Year |
| 58% | HER | 3 | Singer whose song "I Can't Breathe" won the Grammy for Song of the Year in 2021 |
| 57% | BOB | 3 | ___ Dylan, American singer who won a Grammy for Album of the Year in 1973 |
| 56% | BLOOD | 5 | "Bad ___," song by Taylor Swift that won an MTV VMA for Video of the Year in 2015 |
| 55% | TAKE | 4 | "Every Breath You ___," song performed by the Police that won the Grammy for Song of the Year in 1984 |
| 55% | BLACK | 5 | "___ Parade," single by Beyonce which won the Grammy for Best R&B Performance in 2021 |
| 55% | ASLEEP | 6 | "When We All Fall ___, Where Do We Go?," studio album by Billie Eilish that won the Grammy Award for Album of the Year in 2020 |
| 53% | THRILLER | 8 | Album by Michael Jackson and Quincy Jones that won the Grammy for Album of the Year in 1984 |
| 53% | CALMDOWN | 8 | "You Need to ___," 2019 song by Taylor Swift which won the MTV Video of the Year: 2 wds. |
| 52% | BEAT | 4 | "___ It," a hit single from Michael Jackson's album in 16a that won a Grammy for "Record of the Year" |
| 52% | HOUSE | 5 | Harry's ___, album by Harry Styles that won the Grammy Album of the Year in 2023 |
| 52% | RAITT | 5 | Her "Nick of Time" won the Grammy for Album of the Year |
| 51% | BEAT | 4 | "___ It," song from 14a that won the Grammy for Record of the Year in 1984 |
| 50% | HIGHERLOVE | 10 | 1986 #1 hit for 30-Across, which won the Grammy for Record of the Year: 2 wds. |
| 50% | LEAVE | 5 | "___ the Door Open," song by Silk Sonic that won the Grammy Award for Song of the Year in 2022 |
| 49% | BADGUY | 6 | 2019 song by Billie Eilish that won the Grammy Award for Record of the Year in 2020: 2 wds. |
| 49% | DION | 4 | Celine ___, singer whose song "My Heart Will Go On" won the Grammy for Record of the Year in 1999 |
| 49% | SILK | 4 | ___ Sonic (superduo whose début single, “Leave the Door Open,” won the Grammy for Song of the Year in April, 2022) |
| 49% | JON | 3 | ___ Batiste, "We Are" singer who won the Grammy Award for Album of the Year in 2022 |
| 48% | REHAB | 5 | Amy Winehouse's song from "Back to Black" which won a Grammy for Song of the Year |
| 48% | WEAREYOUNG | 10 | #1 fun. hit released in 2011 that won the Grammy for Song of the Year: 3 wds. |
| 48% | MANU | 4 | English football club which won the inaugural Laureus team of the year in 2000, for short: 2 wds. |
| 48% | ADELE | 5 | British singer who won the Album of the Year Grammy in 2012 for "21" |
| 47% | THEWARONDRUGS | 13 | Band which won the Grammy for Best Rock Album in 2018: 4 wds. |
| 47% | IGOR | 4 | 2019 studio album by American rapper Tyler, the Creator which won a Grammy for the Best Rap Album in 2020 |
| 46% | YOU | 3 | "Cuz I Love ___," album by Lizzo which was nominated for the 2020 Grammy for Album of the Year |
| 46% | LIVIN | 5 | "While I'm ___," album by Tanya Tucker that won the Grammy Award for Best Country Album in 2020 |
| 46% | ROAR | 4 | Hit song by Katy Perry that was nominated for a Grammy for Song of the Year in 2014 |