| 100% | ALLIWANTFOR | 11 | With 33-Across, holiday tune that hit #1 on the Billboard charts in 2019, 2020, and 2021: 4 wds. |
| 43% | WHATSNEXT | 9 | Drake song that hit #1 on the Billboard Hot 100 in 2021: 2 wds. |
| 42% | UPSIDEDOWN | 10 | 1980 50-Across song that hit #1 on the Billboard Hot 100, Disco, and Soul charts (2 wds.) |
| 42% | BESTIEVERHAD | 12 | 2009 Drake hit that went to #1 on the Billboard R&B and Rap charts: 4 wds. |
| 42% | WEDONTTALK | 10 | With 36-Across, song from 16-Across that hit #1 on the Billboard charts: 3 wds. |
| 41% | OMG | 3 | Gryffin and Carly Rae Jepsen's 2019 release that hit #1 on the US Billboard Dance Club Songs chart in November |
| 38% | ISLANDSIN | 9 | With 40-Across, song that reached #1 on Billboard's country and Hot 100 charts in 1983: 2 wds. |
| 37% | SUMMERSIXTEEN | 13 | 2016 Drake hit that went to #1 on the Billboard R&B and Rap charts: 2 wds. |
| 37% | HOTLINEBLING | 12 | 2015 Drake hit that went to #1 on the Billboard R&B and Rap charts: 2 wds. |
| 37% | IFIKNOWME | 9 | Album by 28-Across that reached #1 on the Top Country Albums chart in 2020 (4 wds.) |
| 36% | ALANJACKSON | 11 | Singer whose "Country Boy" hit #1 on the Billboard Hot Country Songs Chart in 2009: 2 wds. |
| 35% | BROOKSANDDUNN | 13 | Duo whose "Play Something Country" hit #1 on the Billboard Country Songs Chart in 2005: 3 wds. |
| 35% | MUDONTHETIRES | 13 | Studio album that was #1 on the "Billboard" Top Country Albums chart and whose title track was Brad Paisley's fourth #1 hit on the "Billboard" Hot Country Songs chart (4 wds.) |
| 35% | TRACEADKINS | 11 | Singer whose "Ladies Love Country Boys" hit #1 on the Billboard Country Songs Chart in 2007: 2 wds. |
| 35% | STUCKWITHU | 10 | Single by Ariana Grande and 29-Across that debuted at No. 1 on the "Billboard" Top 100 in 2020 (3 wds.) |
| 34% | BLAMEITONYOU | 12 | Single from "9" by 40-Across that reached #1 on the U.S. Country Airplay charts in 2020 (4 wds.) |
| 34% | GOTWHATIGOT | 11 | Single from "9" by 40-Across that reached #1 on the U.S. Country Airplay charts in 2020 (4 wds.) |
| 34% | ONETHINGRIGHT | 13 | 2019 single by Marshmello and Kane Brown that reached #1 on the "Billboard" Hot Country Songs chart (3 wds.) |
| 34% | STUCK | 5 | With 31-Across, 2020 charity single that debuted at #1 on the Billboard charts |
| 34% | ILLBE | 5 | With 33-Across, #1 hit for the Jackson 5 (1970) and Mariah Carey (1992): 2 wds. |
| 33% | KEITHURBAN | 10 | Country star with 15 singles that hit #1 on the U.S. Hot Country Songs chart (2 wds.) |
| 33% | MARIAHCAREY | 11 | Her 2009 hit "Obsessed" reentered the Billboard charts in 2019 thanks to a viral dance challenge video: 2 wds. |
| 33% | PLASTICHEARTS | 13 | 2020 album by 38-Across that debuted at No. 1 on the "Billboard" Top Rock Albums chart (2 wds.) |
| 32% | BREAKITOFF | 10 | 16-Across single that reached number 30 on the "Billboard" Hot Rock & Alternative Songs chart in 2021 (3 wds.) |
| 32% | THEBOYISMINE | 12 | 1998 Brandy and Monica song that was #1 on the Billboard Hot 100 for 13 weeks: 4 wds. |
| 32% | OLIVIARODRIGO | 13 | Singer whose debut single "Drivers License" reached #1 on the Billboard Hot 100 in 2021: 2 wds. |
| 31% | HARMONYHALL | 11 | Hit single on the 2019 Grammy-winning album by 33-Across (2 wds.) |
| 31% | FLEETWOODMAC | 12 | Their 1977 hit "Dreams" reentered the Billboard charts in 2020 thanks to a viral skateboarding video: 2 wds. |
| 31% | HIGHESTIN | 9 | With 43-Across, 2019 Travis Scott song that debuted at #1 on the Billboard Hot 100: 2 wds. |
| 31% | LOSDELRIO | 9 | Duo that hit #1 in 1996 with the Spanish/English-language "Macarena": 3 wds. |