| 100% | WHAT | 4 | "___ Goes Around...Comes Around," 2006 song by Justin Timberlake which won a Grammy award |
| 76% | RIVER | 5 | "Cry Me a ___," 2002 song by Justin Timberlake which won a Grammy Award |
| 52% | MYWORLD | 7 | "Come into ___," hit song by Australian singer Kylie Minogue which won a Grammy Award in 2004: 2 wds. |
| 50% | AINT | 4 | "___ No Other Man," 2006 song by Christina Aguilera for which she received a Grammy Award |
| 49% | ALLEY | 5 | "___ Cat," instrumental song by Bent Fabric which won a Grammy in 1963 |
| 49% | BEAUTY | 6 | "___ and a Beat," song by Justin Bieber featuring Nicki Minaj which won a Teen Choice Award in 2013 |
| 48% | SIGN | 4 | "___ of the Times," hit song by Harry Styles which won a Brit Award in 2018 |
| 48% | WHERE | 5 | "___ Are U Now," song by Skrillex, Diplo and Justin Bieber which won a Grammy in 2016 |
| 47% | AWAY | 4 | "Give It ___," 1991 song by the Red Hot Chili Peppers which won a Grammy Award in 1992 |
| 47% | BLUE | 4 | "___ (Da Ba Dee)" a hit song by Eiffel 65 that won a Grammy award for "Best Dance Recording" |
| 47% | PAPA | 4 | *"___ Was a Rollin' Stone," song covered by The Temptations that won a Grammy Award |
| 47% | BELIEVE | 7 | "I ___ in You," hit song by Australian singer Kylie Minogue which was nominated for a Grammy Award in 2006 |
| 46% | LETITGO | 7 | Song from "Frozen", which won a Grammy and an Academy Award: 3 wds. |
| 46% | NAME | 4 | "You Don't Know My ___," 2003 song by Alicia Keys that won a Grammy Award for Best R&B Song |
| 46% | MAKING | 6 | "___ a Fire," song by Foo Fighters that won the Grammy Award for Best Rock Performance in 2022 |
| 46% | FILTHY | 6 | 2018 song by Justin Timberlake which was nominated for MTV Video Music Award for Best Choreography |
| 45% | WAITING | 7 | "___ on a War," song by Foo Fighters that won the Grammy Award for Best Rock song in 2022 |
| 45% | ART | 3 | "How Great Thou ___," 1967 album by Elvis Presley for which he won a Grammy Award |
| 44% | CRANESINTHESKY | 14 | Song by 49-Across that won a Grammy Award for Best R&B Performance in 2017 (4 wds.) |
| 44% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |
| 44% | ADORE | 5 | "___ You," hit song by Harry Styles which was nominated for a Grammy award |
| 43% | DANI | 4 | "___ California," 2006 song by the Red Hot Chili Peppers that won two Grammy awards |
| 42% | HOLYGRAIL | 9 | Hit single from Jay-Z's 12th album, featuring vocals from Justin Timberlake, which won a Grammy in 2014: 2 wds. |
| 42% | BETTERMAN | 9 | 2016 song written by Taylor Swift and performed by 33-Across that won a Grammy Award for Best Country Duo/Group Performance (2 wds.) |
| 41% | YOU | 3 | "I Will Remember ___," song by Canadian singer Sarah McLachlan that won her a Grammy Award |
| 41% | WATERMELON | 10 | "___ Sugar," hit song by Harry Styles (birthday today) which was nominated for a Grammy award |
| 41% | SINGLE | 6 | "___ Ladies (Put a Ring on It)," 2008 song by Beyonce that won three Grammy Awards |
| 41% | CRY | 3 | "___ Me a River," song by Justin Timberlake |
| 41% | SLOW | 4 | Hit song by Australian singer Kylie Minogue which was nominated for a Grammy Award in 2005 |
| 40% | PLATINUM | 8 | County album by Miranda Lambert that won a Grammy Award in 2015 |