| 100% | HANKWILLIAMS | 12 | Country music legend (1923-1953) who sang "Your Cheatin' Heart": 2 wds. |
| 56% | TAMMYWYNETTE | 12 | Country legend who sang "Stand by Your Man": 2 wds. |
| 51% | REBAMCENTIRE | 12 | Country music legend who played Colonel Sanders in commercials in 2018: 2 wds. |
| 48% | MERLEHAGGARD | 12 | Country legend who sang "Okie From Muskogee": 2 wds. |
| 45% | DOLLYPARTON | 11 | Country music star who sang "Islands in the Stream" with 36-Across (2 wds.) |
| 42% | JOHNNYCASH | 10 | Country music legend honored on a postage stamp in 2013: 2 wds. |
| 41% | GARTHBROOKS | 11 | Country music star who once had the alter ego "Chris Gaines": 2 wds. |
| 41% | COLESWINDELL | 12 | 2015 Academy of Country Music Awards New Artist of the Year who sings 30-Across with 18-Across (2 wds.) |
| 41% | LAINEYWILSON | 12 | 2021 Academy of Country Music Awards New Artist of the Year who sings 30-Across with 40-Across (2 wds.) |
| 40% | WILLIE | 6 | With 32-Across, country legend who sang "On the Road Again": 2 wds. |
| 40% | JONI | 4 | ___ James, who sang "Your Cheatin' Heart" |
| 38% | KELLYCLARKSON | 13 | "Stronger" singer who sang "My Country, 'Tis of Thee" at the 2013 presidential inauguration: 2 wds. |
| 36% | BLAKESHELTON | 12 | Country music star who was People Magazine's 2017 Sexiest Man Alive (2 wds.) |
| 36% | KENNYCHESNEY | 12 | Country music superstar who released his 20th studio album, "Born," in 2024 (2 wds.) |
| 36% | DOLLYPARTON | 11 | Country music star who plays salon owner Truvy in 1989's "Steel Magnolias" (2 wds.) |
| 36% | DOLLYPARTON | 11 | Country music superstar who wrote the novel "Run, Rose, Run " with 33-Across (2 wds.) |
| 35% | KENNYROGERS | 11 | Country Music Hall of Fame singer who collaborated with 17-Across and 28-Across (2 wds.) |
| 35% | HANKWILLIAMS | 12 | "Your Cheatin' Heart" singer who was posthumously awarded a 2010 Pulitzer Prize Special Citation: 2 wds. |
| 35% | WILLIENELSON | 12 | Country music superstar who wrote the 2015 autobiography "It's a Long Story: My Life" (2 wds.) |
| 34% | DOLLYPARTON | 11 | Country Music Hall of Fame singer who collaborated with 15-Across and 43-Across on "Trio" (2 wds.) |
| 34% | FAITHHILL | 9 | "Breathe" country singer who sang the National Anthem at the 2000 Super Bowl: 2 wds. |
| 34% | BLAKESHELTON | 12 | Longtime coach on "The Voice" and country music singer who was born June 18, 1976 (2 wds.) |
| 34% | WILLIENELSON | 12 | Country music legend whose 73rd solo studio album is "I Don't Know a Thing About Love: The Songs of 17-Across" (2 wds.) |
| 33% | DEMI | 4 | Singer Lovato who sang "Give Your Heart a Break" |
| 33% | CASS | 4 | Elliot who sang "Make Your Own Kind of Music" |
| 33% | BILLYJOEL | 9 | "Piano Man" singer who sang "Uptown Girl": 2 wds. |
| 33% | ANDYPETTITTE | 12 | Longtime Yankees pitcher who sang in his high school choir: 2 wds. |
| 33% | DANICAPATRICK | 13 | Race car driver who sang in her high school choir: 2 wds. |
| 33% | JONIMITCHELL | 12 | Folk singer who sang the 1974 hit "Big Yellow Taxi": 2 wds. |
| 33% | CHRISSTAPLETON | 14 | "Tennessee Whiskey" country singer who sang the National Anthem at the 2023 Super Bowl: 2 wds. |