| 100% | KNOWNOBETTER | 12 | Major Lazer song featuring Travis Scott, Camila Cabello, and Quavo that won the 2017 Teen Choice Award for Choice Electronic/Dance Song (3 wds.) |
| 42% | ABOUTDAMNTIME | 13 | Lizzo song that won the People's Choice Award for Song of 2022: 3 wds. |
| 39% | THELONDON | 9 | Young Thug song featuring J. Cole and Travis Scott that was nominated for the 2019 MTV Video Music Award for Song of Summer (2 wds.) |
| 39% | DONTLETMEDOWN | 13 | The Chainsmokers song that won the 2017 Grammy Award for Best Dance Recording (4 wds.) |
| 37% | SICKOMODE | 9 | Travis Scott song that won the 2019 Billboard Music Award for Top Streaming Song (Audio) (2 wds.) |
| 36% | IMTHEONE | 8 | Song by DJ Khaled featuring Justin Bieber, Quavo, Chance the Rapper, and Lil Wayne that topped the Billboard Hot 100 for a week in 2017 (3 wds.) |
| 36% | CITYOFSTARS | 11 | Ryan Gosling and Emma Stone song from "La La Land" that won the Oscar for Best Original Song in 2017: 3 wds. |
| 36% | OLDTOWNROAD | 11 | Lil Nas X and Billy Ray Cyrus song that won the 2019 American Music Award for Favorite Rap/Hip-Hop Song (3 wds.) |
| 35% | LITTLEBIGTOWN | 13 | 15-Across and 54-Across band that won the 2017 Country Music Association Award for Vocal Group of the Year (3 wds.) |
| 35% | HUMBLEANDKIND | 13 | Tim McGraw single that won the 2017 Grammy for Best Country Song: 3 wds. |
| 35% | STRANGERTHINGS | 14 | Netflix horror series that won the People's Choice Awards for the Show of 2019 and the Drama Show of 2019 (2 wds.) |
| 34% | DONTWANNAFIGHT | 14 | Alabama Shakes song that won the Grammy Award for Best Rock Song in 2016: 3 wds. |
| 34% | RULEOFWOLVES | 12 | Novel by 40-Across that won the 2021 Goodreads Choice Award for Young Adult Fantasy (3 wds.) |
| 34% | WAITFORU | 8 | #1 hit by Future featuring Drake and Tems that won the 2023 BET Best Collaboration Award: 3 wds. |
| 34% | ABOUTDAMNTIME | 13 | Song by Lizzo that was honored with the People's Choice Award for The Song of 2022 (3 wds.) |
| 33% | THISISME | 8 | Song from "The Greatest Showman" which won the Golden Globe Award for Best Original Song in 2017: 3 wds. |
| 33% | ASBRAVEASYOU | 12 | 29-Across novel that won the Kirkus Prize in 2016 and the NAACP Image Award for Outstanding Literary Work for Youth/Teen in 2017 (4 wds.) |
| 33% | BEFORETHEFALL | 13 | Noah Hawley novel that won the 2017 Edgar Award for Best Novel (3 wds.) |
| 32% | RUNTHISTOWN | 11 | 2009 single from Jay-Z, featuring Rihanna and Kanye West, that won the trio many awards, including two Grammys and an Emmy : 3 wds. |
| 32% | FIGHTFORYOU | 11 | H.E.R. song from "Judas and the Black Messiah" that won the Oscar for Best Original Song in 2021: 3 wds. |
| 31% | PAULAHAWKINS | 12 | Novelist whose "Into the Water" won a 2017 Goodreads Choice Award for Best Mystery & Thriller (2 wds.) |
| 31% | ISME | 4 | "This ___," Keala Settle song that won the 2018 Golden Globe Award for Best Original Song: 2 wds. |
| 31% | WATER | 5 | "Cold ___," song by Major Lazer featuring Justin Bieber and MO which was nominated for an MTV Video Music award in 2017 |
| 30% | 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.) |
| 30% | THEAMERICANS | 12 | Spy drama starring 17-Across and 41-Across that won the 2019 Golden Globe Award for Best Television Series - Drama (2 wds.) |
| 30% | KISSMEKATE | 10 | 1948 show with music and lyrics by 39-Across that won the first Tony Award for Best Musical (3 wds.) |
| 30% | HORSE | 5 | "Dark ___," song by Katy Perry featuring Juicy J that won the MTV Video Music Award for Best Female Video in 2014 |
| 30% | LEIGHBARDUGO | 12 | 18-Across and 29-Across writer whose novel "Ninth House" won the 2019 Goodreads Choice Award for Best Fantasy (2 wds.) |
| 30% | KNOWNOBETTER | 12 | 2017 song by Major Lazer featuring 26-Across with the lyric "Say you different, who you kidding?" (3 wds.) |
| 30% | THESEAAROUNDUS | 14 | 44-Across book about the science and history of the ocean that won the 1952 National Book Award for Nonfiction (4 wds.) |