| 100% | LEOVII | 6 | Pope said to have died from a heart attack while in bed with his mistress |
| 36% | HENRYI | 6 | English king said to have died from eating a "surfeit of lampreys" |
| 31% | CAKE | 4 | (2/5) "Ann the maid, says, 'I was in the kitchen making a ___ (treat with icing) all morning and didn't have time to visit the mistress' chambers.'" |
| 31% | JOHNCANDY | 9 | Died of a heart attack while filming Wagons East! |
| 28% | LAW | 3 | It's said to have a long arm, with "the" |
| 27% | HALLEYSCOMET | 12 | *Celestial sight said to have been a good omen for William the Conqueror in battle |
| 27% | ACE | 3 | Fortunate card to have with a queen or king in blackjack |
| 27% | SWEAR | 5 | Have to put a coin in a jar, say |
| 27% | OSIRIS | 6 | God who was said to be in love with his sister while still in the womb(!) |
| 26% | LAST | 4 | "The Heart Goes ___," 2015 novel by Margaret Atwood in which people have to swap their homes with prison cells every month in a dystopian future |
| 26% | THEDEVILYOUKNOW | 15 | Better adversary to deal with, in a saying |
| 26% | NEHRU | 5 | Writer of 1929's "Letters From a Father to His Daughter" while imprisoned |
| 26% | CHAFF | 5 | What to separate the wheat from, in a saying |
| 26% | BROKEN | 6 | "It would be a privilege to have my heart ___ by you," quote from "The Fault in Our Stars" |
| 26% | ICK | 3 | With "the," a sudden flip from attraction to disgust, in modern parlance |
| 26% | DOWNGRADE | 9 | Change in a stock rating from buy to hold, say |
| 25% | LIKABLE | 7 | Having the qualities of someone you might want to get a beer with, say |
| 25% | TMI | 3 | "You've said more than you had to" letters in a text |
| 25% | WAVE | 4 | Greet from a parade float, say, with "to" |
| 25% | ROMANCE | 7 | Have a heart-to-heart with? |
| 25% | TALKS | 5 | Has a heart-to-heart, say |
| 25% | AYE | 3 | With 4-Across, what the pirate said on his 80th birthday, in a dad joke |
| 25% | SNORING | 7 | Awkward sound to hear from the audience while one acts in a play |
| 25% | CROCE | 5 | "I'll Have to Say I Love You in a Song" singer, 1974 |
| 25% | MRED | 4 | He "will never speak unless he has something to say," in a song |
| 25% | THOR | 4 | God who is said to have died alongside Jörmungandr |
| 24% | LETMEGUESS | 10 | Words from someone with a good idea of what you’re about to say |
| 24% | ONCE | 4 | ___ in a while (from time to time) |
| 24% | INTHISECONOMY | 13 | Jokey question in response to a statement that may have nothing to do with money |