| 100% | WHAT | 4 | "That's ___ Friends Are For," Grammy-winning song covered by Dionne Warwick & Friends that is about friendship |
| 51% | HURT | 4 | Original song by Nine Inch Nails that was covered by Johnny Cash in 2002 and won the Grammy for Best Short Form Music Video |
| 49% | PAPA | 4 | *"___ Was a Rollin' Stone," song covered by The Temptations that won a Grammy Award |
| 43% | IFEELFORYOU | 11 | Grammy-winning song written by Prince that was a #1 hit for Chaka Khan in 1984 (4 wds.) |
| 43% | SHAPE | 5 | "___ of You," 2017 Grammy-winning song by Ed Sheeran that was originally written for Rihanna |
| 42% | ONTHEROADAGAIN | 14 | Song by 30-Across/33-Across that won a Grammy Award for Best Country Song and was inducted into the Grammy Hall of Fame (4 wds.) |
| 41% | WORK | 4 | 2016 song by Rihanna featuring Drake that was nominated for two Grammy Awards |
| 40% | INDUSTRYBABY | 12 | 2021 #1 song by Lil Nas X and 36-Across that was nominated for a Best Melodic Rap Performance Grammy Award and won three MTV Video Music Awards (2 wds.) |
| 40% | SPACECOWBOY | 11 | Song by 34-Across that won the 2019 Grammy for Best Country Song (2 wds.) |
| 40% | SHE | 3 | "___ Works Hard for the Money," song by Donna Summer that is about a hardworking woman |
| 39% | RAY | 3 | "___ of Light," 1998 song by Madonna that was nominated for three Grammy Awards |
| 39% | CHANDELIER | 10 | 2014 Grammy-nominated song by Sia featuring that was originally written for Rihanna |
| 39% | CHEAP | 5 | "___ Thrills," 2015 Grammy-nominated song by Sia that was originally written for Rihanna |
| 39% | JAIL | 4 | Song by Kanye featuring Jay-Z that won the Grammy Award for Best Rap Song in 2022 |
| 39% | CON | 3 | "___ Calma," reggaeton song by Daddy Yankee that was nominated for a Latin Grammy in 2019 |
| 39% | PEARL | 5 | "Mama's ___," 1970 song by the Jackson 5 that is about a mama's girl |
| 38% | THERE | 5 | "I'll Be ___," song covered by Mariah Carey and Trey Lorenz that was nominated for AMA for Favorite Pop Single |
| 38% | SENORITA | 8 | Hit song by Shawn Mendes and Camila Cabello that was nominated for a Grammy in 2020 |
| 38% | STILL | 5 | "You're ___ the One," 1998 song by Shania Twain that was nominated for four Grammy Awards |
| 38% | BANG | 4 | When repeated twice, song by Ariana Grande and Nicki Minaj that was nominated for a Grammy |
| 38% | BUTTERFLIES | 11 | Song by 34-Across that won the 2019 Grammy for Best Country Solo Performance |
| 38% | SPRINGS | 7 | "Silver ___," 1976 song by Fleetwood Mac that was nominated for a Grammy Award for Best Pop Performance |
| 38% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |
| 38% | DONT | 4 | "Hips ___ Lie," reggaeton song by Shakira featuring Wyclef Jean that was nominated for a Grammy in 2006 |
| 38% | CALIFORNIA | 10 | "___ Gurls," hit song by Katy Perry featuring Snoop Dogg that was nominated for a Grammy in 2011 |
| 38% | TOOMANYRIVERS | 13 | Song by 17-Across covered by 40-Across that was a hit for Brenda Lee in the 1960s (3 wds.) |
| 38% | BEST | 4 | "You're My ___ Friend," song about friendship by Queen, written by band member John Deacon for his wife |
| 38% | ROAR | 4 | Hit song by Katy Perry that was nominated for a Grammy for Song of the Year in 2014 |
| 38% | STRANGER | 8 | "___ in My House," song written by Mike Reid that won the Grammy for Best Country Song in 1984 |
| 38% | WAITING | 7 | "___ on a War," song by Foo Fighters that won the Grammy Award for Best Rock song in 2022 |