| 100% | ALLEY | 5 | "___ Cat," instrumental song by Bent Fabric which won a Grammy in 1963 |
| 40% | SLOW | 4 | Hit song by Australian singer Kylie Minogue which was nominated for a Grammy Award in 2005 |
| 40% | RIVER | 5 | "Cry Me a ___," 2002 song by Justin Timberlake which won a Grammy Award |
| 40% | WHERE | 5 | "___ Are U Now," song by Skrillex, Diplo and Justin Bieber which won a Grammy in 2016 |
| 39% | MYWORLD | 7 | "Come into ___," hit song by Australian singer Kylie Minogue which won a Grammy Award in 2004: 2 wds. |
| 39% | SIGHT | 5 | "Love at First ___," hit song by Australian singer Kylie Minogue which was nominated for a Grammy Award in 2003 |
| 39% | SKYFALL | 7 | Hit song by Adele from a James Bond movie which won the Academy Award for Best Original Song in 2013 |
| 38% | CRANESINTHESKY | 14 | Song by 49-Across that won a Grammy Award for Best R&B Performance in 2017 (4 wds.) |
| 38% | AWAY | 4 | "Give It ___," 1991 song by the Red Hot Chili Peppers which won a Grammy Award in 1992 |
| 38% | THESOULCAGES | 12 | Sting hit from their third studio album which won them a Grammy Award for Best Rock Song in 1992: 3 wds. |
| 38% | IWANTED | 7 | "Everything ___," song by Billie Eilish which won the Grammy for Record of the Year in 2021: 2 wds. |
| 38% | MORE | 4 | "Kiss Me ___," song by Doja Cat ft. SZA that won the Grammy Award for the Best Pop Duo/Group Performance in 2022 |
| 37% | WHAT | 4 | "___ Goes Around...Comes Around," 2006 song by Justin Timberlake which won a Grammy award |
| 37% | SIGN | 4 | "___ of the Times," hit song by Harry Styles which won a Brit Award in 2018 |
| 37% | SUPERWOMAN | 10 | Song from 17a which won Alicia Keys a Grammy for Best Female R&B Vocal Performance in 2009 |
| 36% | HOLYGRAIL | 9 | Hit single from Jay-Z's 12th album, featuring vocals from Justin Timberlake, which won a Grammy in 2014: 2 wds. |
| 36% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |
| 35% | IFEELFORYOU | 11 | Grammy-winning song written by Prince that was a #1 hit for Chaka Khan in 1984 (4 wds.) |
| 35% | MAKING | 6 | "___ a Fire," song by Foo Fighters that won the Grammy Award for Best Rock Performance in 2022 |
| 35% | ADAMS | 5 | Bryan ___, Canadian singer who won a Grammy for Best Song Written for Visual Media in 1992 |
| 35% | JEROME | 6 | Song by Lizzo which won the 2020 Grammy for Best Traditional R&B Performance |
| 34% | LETITGO | 7 | Song from "Frozen", which won a Grammy and an Academy Award: 3 wds. |
| 34% | MAYBELLENE | 10 | Song by 17-Across in which he asks a girl, "Why can't you be true?" |
| 34% | TRUTH | 5 | "___ Hurts," song by Lizzo which won the 2020 Grammy for Best Pop Solo Performance |
| 34% | JAIL | 4 | Song by Kanye featuring Jay-Z that won the Grammy Award for Best Rap Song in 2022 |
| 33% | YOU | 3 | "I Will Remember ___," song by Canadian singer Sarah McLachlan that won her a Grammy Award |
| 33% | AINT | 4 | "___ No Other Man," 2006 song by Christina Aguilera for which she received a Grammy Award |
| 33% | WATERMELON | 10 | "___ Sugar," hit song by Harry Styles (birthday today) which was nominated for a Grammy award |
| 33% | CON | 3 | "___ Calma," reggaeton song by Daddy Yankee that was nominated for a Latin Grammy in 2019 |
| 33% | WAITING | 7 | "___ on a War," song by Foo Fighters that won the Grammy Award for Best Rock song in 2022 |