| 100% | THETHINKER | 10 | Sculpture thought to depict Dante observing the circles of Hell |
| 36% | ISCARIOT | 8 | Resident of the lowest circle of hell, in Dante's "Inferno" |
| 35% | TRAITORS | 8 | Occupants of the lowest circle of Dante's hell |
| 35% | MISER | 5 | Fourth circle of hell inhabitant, in Dante |
| 35% | LIMBO | 5 | First circle of hell in Dante's "Inferno" |
| 34% | RODIN | 5 | His "The Gates of Hell" depicts a scene from Dante's "In*rno" |
| 33% | ETNA | 4 | Mount thought to house the forge of Hephaestus |
| 32% | OLYMPUS | 7 | Mountain in Greece, thought to be home of the gods |
| 31% | OREO | 4 | Treat thought to be stamped with symbols of the Knights Templar |
| 31% | REA | 3 | Singer of The Road to Hell, Chris |
| 31% | USE | 3 | Think of all the machines you ___ to do your job. |
| 31% | CHRISREA | 8 | Singer of The Road to Hell and Auberge |
| 30% | STBERNARD | 9 | French abbot thought to have originated the saying depicted symbolically in this puzzle |
| 30% | HEAVEN | 6 | At the opposite end of the scale to Hell |
| 30% | NINE | 4 | Complement of Dante's circles of hell |
| 30% | PROPHET | 7 | He claims to interpret the thoughts of a deity |
| 30% | DANTE | 5 | Creator of the nine circles of Hell |
| 30% | STYX | 4 | River in the fifth circle of hell |
| 30% | ONO | 3 | "Take Me to the Land of Hell" singer |
| 29% | THREE | 5 | With the circled letters, a literal depiction of what you need to win tic-tac-toe? |
| 29% | BIGDIPPER | 9 | Part of 17-Across ... and what the circles from A to G depict |
| 29% | CHANGEDONESMIND | 15 | Decided otherwise ... or a hint to the four sets of circled letters |
| 28% | DIAGONALPARKING | 15 | Easy way of pulling in ... and a hint to the six circled words |
| 28% | JUSTHAVINGABALL | 15 | Living it up ... or a hint to the six groups of circled letters |
| 28% | GOTHIC | 6 | Literary genre thought to have originated with The Castle of Otranto |
| 28% | RADIUS | 6 | Measurement from the edge of circle to its middle |
| 28% | SKIPINTRO | 9 | Command to bypass a recap of prior episodes ... and what the puzzle circles do |
| 28% | INFERNO | 7 | Dante's hell with nine circles of suffering |
| 28% | ATTAR | 5 | Sufi poet thought to have coined the adage found at the starts of 19-, 27-, 45- and 52-Across |
| 28% | THECIDERHOUSELURES | 18 | Story of a youth who says to hell with it and goes to the pub? |