| 100% | WILLIENELSON | 12 | "On the Road Again" and "Always on My Mind" singer whose first name rhymes with "chili": 2 wds. |
| 62% | LILYALLEN | 9 | "Smile" and "The Fear" singer whose first name rhymes with "chili": 2 wds. |
| 59% | BILLYJOEL | 9 | "Piano Man" and "Uptown Girl" singer whose first name rhymes with "chili": 2 wds. |
| 49% | RAYCHARLES | 10 | "Georgia on My Mind" singer who went by his first and middle names, not his last name (Robinson): 2 wds. |
| 49% | WILLIENELSON | 12 | "Always on My Mind" singer who won one of the first Grammy Legend Awards, in 1990: 2 wds. |
| 48% | ELLIEGOULDING | 13 | "Love Me Like You Do" singer whose first and last names each start and end with the same letter: 2 wds. |
| 47% | JACKSONBROWNE | 13 | "Doctor, My Eyes" singer whose first name is the capital of Mississippi: 2 wds. |
| 45% | JENNIFERLOPEZ | 13 | "On the Floor" singer whose name's first and last letters sound like "Jay-Z": 2 wds. |
| 43% | RAYCHARLES | 10 | "Georgia on My Mind" singer who was a charter inductee into the Rock and Roll Hall of Fame: 2 wds. |
| 43% | CHARLIEDAY | 10 | He plays a character with the same first name (and the last name Kelly) on "It's Always Sunny in Philadelphia": 2 wds. |
| 42% | DEMILOVATO | 10 | "Heart Attack" singer whose first TV series lead role was on the Disney Channel's "Sonny with a Chance": 2 wds. |
| 42% | ANNAKENDRICK | 12 | "Pitch Perfect 3" star whose first and last names each start and end with the same letter: 2 wds. |
| 41% | DAVIDTENNANT | 12 | 2005-2010 "Doctor Who" star whose first and last names each start and end with the same letter: 2 wds. |
| 40% | IGGYAZALEA | 10 | "Fancy" singer featured on "Problem" who in 2014 became the second ever to be simultaneously #1 and #2 with her first two hits: 2 wds. |
| 40% | BJTHOMAS | 8 | Singer whose "Raindrops Keep Fallin' on My Head" was the first "Billboard" #1 hit of the 1970s (2 wds.) |
| 40% | JOEYFATONE | 10 | Former 'N Sync singer whose first name is also the term for a baby kangaroo: 2 wds. |
| 40% | WILLIENELSON | 12 | "Always on My Mind" country singer recognized by the Kennedy Center Honors in 1998 (2 wds.) |
| 39% | JACKBLACK | 9 | "King Kong" and "School of Rock" actor whose first and last names rhyme: 2 wds. |
| 39% | ELVISPRESLEY | 12 | Singer known as the "The King of Rock and Roll" whose first hit singles were with Sun Records (2 wds.) |
| 39% | LUKEBRYAN | 9 | "Play It Again" singer whose last name is a common first name: 2 wds. |
| 39% | MARYBERRY | 9 | Former "Great British Bake Off" host whose first and last names rhyme: 2 wds. |
| 39% | MILEYCYRUS | 10 | She played a character with the same first name (and the last name Stewart) on "Hannah Montana": 2 wds. |
| 39% | ABBIJACOBSON | 12 | She played a character with the same first name (and the last name Abrams) on "Broad City": 2 wds. |
| 38% | SHAQUILLEONEAL | 14 | 7'1" NBA Hall of Famer and commentator whose first and last names rhyme: 2 wds. |
| 38% | ANAIVANOVIC | 11 | Retired Serbian tennis player whose first name is spelled the same forward and backward: 2 wds. |
| 38% | KEKEPALMER | 10 | "Turnt Up With the Taylors" star whose first name has a repeated "ee" sound: 2 wds. |
| 38% | AVADUVERNAY | 11 | "When They See Us" director whose first name is spelled the same forward and backward: 2 wds. |
| 38% | WILLIE | 6 | With 32-Across, country legend who sang "On the Road Again": 2 wds. |
| 38% | TOBYKEITH | 9 | Singer who duetted with Willie Nelson on the 2003 #1 country hit "Beer for My Horses": 2 wds. |
| 38% | ENVOGUE | 7 | Girl group with the 1990s hits "Hold On" and "Free Your Mind": 2 wds. |