| 100% | HAPPY | 5 | "___ Birthday, Mr. President," 1962 song performance by Marilyn Monroe for President John F. Kennedy |
| 32% | SENSUALLY | 9 | How Marilyn Monroe sang "Happy Birthday" to President Kennedy |
| 32% | CANDLE | 6 | __ in the Wind, Elton John song for Marilyn Monroe |
| 31% | SWEETCAROLINE | 13 | Neil Diamond song inspired by John F. Kennedy's daughter (2 wds.) |
| 30% | WIND | 4 | "Candle in the ___," song by Elton John that was written in honor of Marilyn Monroe |
| 30% | BUCKISLAND | 10 | ___ Reef, in the Caribbean Sea that was made an official U.S. National Monument in 1961 by President John F. Kennedy: 2 wds. |
| 29% | BYEBYEBABY | 10 | Song sung by Marilyn Monroe in "Gentlemen Prefer Blondes" [4, 2, 1] |
| 29% | ERA | 3 | Camelot ___ (term for the John F. Kennedy presidency) |
| 28% | MONROE | 6 | 1962 "Happy Birthday, Mr. President" singer |
| 28% | AIRCRAFTCARRIER | 15 | USS John F. Kennedy, for one |
| 27% | SHOT | 4 | John F Kennedy and Abraham Lincoln were both ___ by men with guns |
| 27% | LEEHARVEY | 9 | & 18D Assassin of US president John F Kennedy according to the 1964 Warren Commission report |
| 27% | SAHL | 4 | Humorist Mort who wrote jokes for John F. Kennedy |
| 27% | GIRLS | 5 | "Diamonds Are a ___ Best Friend," song performed by Marilyn Monroe in 1953's "Gentlemen Prefer Blondes" |
| 25% | ARLINGTON | 9 | — National Cemetery, resting place in Virginia of US presidents William Howard Taft and John F Kennedy |
| 25% | LOUIELOUIE | 10 | 1963 song investigated by the F.B.I. for supposedly obscene lyrics |
| 24% | LYNDONJOHNSON | 13 | Texan who resigned his Senate seat to become John F. Kennedy's vice president: 2 wds. |
| 24% | LYNDONBJOHNSON | 14 | US vice president who became president upon the death of John F. Kennedy in 1963: 3 wds. |
| 24% | BARACKOBAMA | 11 | Former U.S. President honored with the 2017 John F. Kennedy Profile in Courage Award (2 wds.) |
| 24% | ELKS | 4 | Fraternal organization to which every U.S. President from Franklin D. Roosevelt to John F. Kennedy belonged |
| 24% | KENNEDY | 7 | John F. ___, US President who was nominated for a Grammy in the Spoken Word category in 1964 |
| 23% | BUTTERFLIES | 11 | Song by 34-Across that won the 2019 Grammy for Best Country Solo Performance |
| 23% | JEROME | 6 | Song by Lizzo which won the 2020 Grammy for Best Traditional R&B Performance |
| 23% | BLOND | 5 | Marilyn Monroe, for one |
| 23% | ACTORSLAB | 9 | School attended by Marilyn Monroe |
| 22% | MUSE | 4 | Marilyn Monroe, for Andy Warhol |
| 22% | JACQUELINE | 10 | John f. kennedy's wife |
| 22% | TRUTH | 5 | "___ Hurts," song by Lizzo which won the 2020 Grammy for Best Pop Solo Performance |
| 22% | VISIONOF | 8 | "___ Love," song by Mariah Carey for which she won the Grammy for Best Female Pop Vocal Performance: 2 wds. |