| 100% | WHEN | 4 | "___ You Believe," song by Mariah Carey and Whitney Houston that was nominated for the Grammy for Best Pop Collaboration |
| 57% | HERO | 4 | Hit song by Mariah Carey that was nominated for a Grammy for Best Female Pop Vocal Performance in 1995 |
| 57% | BABY | 4 | "Always Be My ___," song by Mariah Carey that was nominated for the Grammy for Best Female R&B Performance |
| 55% | THERE | 5 | "I'll Be ___," song covered by Mariah Carey and Trey Lorenz that was nominated for AMA for Favorite Pop Single |
| 50% | DAY | 3 | "One Sweet ___," song by Mariah Carey with Boyz II Men that was nominated for the Grammy for Record of the Year |
| 47% | VISIONOF | 8 | "___ Love," song by Mariah Carey for which she won the Grammy for Best Female Pop Vocal Performance: 2 wds. |
| 46% | TOGETHER | 8 | "We Belong ___," song by Mariah Carey that won the Grammy for Best R&B Song |
| 46% | SENORITA | 8 | Hit song by Shawn Mendes and Camila Cabello that was nominated for a Grammy in 2020 |
| 46% | BANG | 4 | When repeated twice, song by Ariana Grande and Nicki Minaj that was nominated for a Grammy |
| 46% | FLIES | 5 | "Eagle When She ___," 1991 Dolly Parton song that was nominated for the Grammy for Best Country Song |
| 45% | ALLI | 4 | "___ Want For Christmas is You," song by Mariah Carey that topped the charts after 25 years of its release: 2 wds. |
| 43% | SPRINGS | 7 | "Silver ___," 1976 song by Fleetwood Mac that was nominated for a Grammy Award for Best Pop Performance |
| 43% | ALMOSTTHERE | 11 | "The Princess and the Frog" song that was nominated for an Oscar for Best Original Song of 2009: 2 wds. |
| 43% | HEYMAMA | 7 | 2004 song by the Black Eyed Peas that was nominated for a Grammy for Best Rap Song: 2 wds. |
| 43% | BETTERNOW | 9 | Top 10 song by 42-Across that was nominated for a Best Pop Solo Performance Grammy Award (2 wds.) |
| 42% | RAPGOD | 6 | 37-Across song that was nominated for the 2015 Best Rap Performance Grammy Award (2 wds.) |
| 41% | 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% | STILL | 5 | "You're ___ the One," 1998 song by Shania Twain that was nominated for four Grammy Awards |
| 41% | 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 |
| 41% | SWEETDAY | 8 | "One ___," a song by Mariah Carey and Boyz II Men, that was Billboard's most successful song of the 1990s: 2 wds. |
| 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% | WILD | 4 | "Young, ___ & Free," song by Snoop Dogg and Wiz Khalifa featuring Bruno Mars that was nominated for a Grammy |
| 40% | NEEDTOKNOW | 10 | Hit single by 50-Across that was nominated for Best Melodic Rap Performance at the 2022 Grammy Awards (3 wds.) |
| 40% | SMILE | 5 | "Die with a ___," song by Lady Gaga and Bruno Mars that is nominated for 2 Grammys |
| 40% | CALIFORNIA | 10 | "___ Gurls," hit song by Katy Perry featuring Snoop Dogg that was nominated for a Grammy in 2011 |
| 39% | ROAR | 4 | Hit song by Katy Perry that was nominated for a Grammy for Song of the Year in 2014 |
| 39% | FIREWORK | 8 | Hit song by Katy Perry that was nominated for a Grammy for Record of the Year in 2012 |
| 39% | TOWN | 4 | "Old ___ Road," song by Lil Nas X featuring Billy Ray Cyrus that won the Grammy Award for Best Pop Duo/Group Performance in 2020 |
| 39% | MORE | 4 | "Kiss Me ___," song by Doja Cat ft. SZA that won the Grammy Award for the Best Pop Duo/Group Performance in 2022 |
| 39% | HAIM | 4 | Band that was nominated for the 2015 Best New Artist Grammy |