| 100% | LETITGO | 7 | Song from "Frozen", which won a Grammy and an Academy Award: 3 wds. |
| 51% | THESOULCAGES | 12 | Sting hit from their third studio album which won them a Grammy Award for Best Rock Song in 1992: 3 wds. |
| 48% | SCHINDLERSLIST | 14 | 1993 film for which 46-Across won a Grammy Award and an Oscar (2 wds.) |
| 47% | BELONG | 6 | "Up Where We ___," song from the movie "An Officer and a Gentleman" that won the Academy Award for Best Original Song in 1982 |
| 46% | LETIT | 5 | "___ Go," song from the 2013 animated movie "Frozen" which won the Academy Award for Best Original Song: 2 wds. |
| 46% | THISISME | 8 | Song from "The Greatest Showman" which won the Golden Globe Award for Best Original Song in 2017: 3 wds. |
| 44% | AINTITFUN | 9 | Hit single by Paramore that won a Grammy Award for Best Rock Song in 2015 (3 wds.) |
| 43% | MYCOUSINVINNY | 13 | 1992 courtroom comedy for which 18-Across won an Academy Award: 3 wds. |
| 41% | SUPERWOMAN | 10 | Song from 17a which won Alicia Keys a Grammy for Best Female R&B Vocal Performance in 2009 |
| 39% | OLDTOWNROAD | 11 | Song for which Lil Nas X and Billy Ray Cyrus won the Grammy for Best Pop Duo/Group Performance in 2020: 3 wds. |
| 39% | THEBOOKTHIEF | 12 | 2013 film for which 46-Across won a Grammy Award (3 wds.) |
| 39% | CHER | 4 | Contralto with a Grammy, an Emmy and an Academy Award |
| 38% | MYWORLD | 7 | "Come into ___," hit song by Australian singer Kylie Minogue which won a Grammy Award in 2004: 2 wds. |
| 38% | CARLY | 5 | Singer/songwriter Simon who won a Grammy and an Oscar for "Let the River Run" |
| 37% | TIGHTENUP | 9 | 27-Across song that won a Grammy Award in 2011 (2 wds.) |
| 37% | INTHEGHETTO | 11 | Elvis Presley's song from 1969 written by Mac Davis which is considered to be a major comeback hit: 3 wds. |
| 37% | AWHOLE | 6 | "___ New World," song from "Aladdin" that won the Academy Award for Best Original Song in 1993: 2 wds. |
| 37% | GIRLSLIKEYOU | 12 | Maroon 5 song from 2018 which has a cameo by Ellen DeGeneres in its official music video: 3 wds. |
| 37% | GIRLONFIRE | 10 | Song from Alicia Keys' fifth studio album which was a commercial hit with over 4 million paid downloads in the U.S.: 3 wds. |
| 37% | FIGHTFORYOU | 11 | H.E.R. song from "Judas and the Black Messiah" that won the Oscar for Best Original Song in 2021: 3 wds. |
| 37% | PORKANDBEANS | 12 | Single by 42-Across whose video won a Grammy Award for Best Music Video in 2009 (3 wds.) |
| 36% | SEANPENN | 8 | Two time Academy Award winning actor of "Mystic River" who appeared in a guest role on "Two and a Half Men": 2 wds. |
| 36% | 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.) |
| 36% | SKYFALL | 7 | Hit song by Adele from a James Bond movie which won the Academy Award for Best Original Song in 2013 |
| 36% | BEAUTIFULLIAR | 13 | Beyoncé and 36-Across song that won an MTV Video Music Award for Most Earthshattering Collaboration in 2007 (2 wds.) |
| 36% | DYLAN | 5 | Bob who has both an Academy Award and a Nobel Prize |
| 36% | SHALLOW | 7 | Song from "A Star Is Born" which won the Golden Globe Award for Best Original Song in 2018 |
| 36% | LOVEYOU | 7 | "I Just Called to Say I ___," song from "The Woman in Red" that won the Academy Award for Best Original Song in 1984: 2 wds. |
| 36% | ABOYNAMEDSUE | 12 | Johnny Cash song for which Shel Silverstein won a Grammy: 4 wds. |
| 36% | BRANDICARLILE | 13 | 18-Across and 42-Across singer who won a Best Country Song Grammy Award for "Bring My Flowers Now" (2 wds.) |