| 100% | ALVIN | 5 | Brother of Simon and Theodore in a 1958 song |
| 51% | ALVIN | 5 | Partner of Simon and Theodore, in cartoons |
| 43% | ALVIN | 5 | Brother of the chipmunks Simon and Theodore |
| 42% | ALVIN | 5 | Bandmate of Simon and Theodore |
| 42% | ALVIN | 5 | Cohort of Simon and Theodore |
| 42% | ALVIN | 5 | Pal of Simon and Theodore |
| 42% | HARPER | 6 | Surname of the brothers in Two and a Half Men |
| 42% | ALVIN | 5 | Chipmunk pal of Simon and Theodore |
| 42% | ALVIN | 5 | Chipmunk friend of Simon and Theodore |
| 42% | ALVIN | 5 | Chipmunk bandmate of Simon and Theodore |
| 41% | ALVIN | 5 | Singing chipmunk pal of Simon and Theodore |
| 41% | EIEIO | 5 | Refrain in a children's song ... or a literal feature of 17-, 25-, 42- and 55-Across |
| 39% | ALVIN | 5 | Singing chipmunks Simon and Theodore's brother |
| 39% | THEODORE | 8 | Brother of Alvin and Simon |
| 38% | ORI | 3 | Brother of Dori and Nori in "The Hobbit" |
| 38% | LIES | 4 | "Love ___," hit song by Khalid and Normani which is a part of the soundtrack for "Love, Simon" |
| 38% | LINUS | 5 | Brother of Lucy and Rerun, in "Peanuts" |
| 38% | LOUIE | 5 | Brother of Huey and Dewey, in “DuckTales” |
| 38% | TEA | 3 | Drink with jam and bread, in a "Sound of Music" song |
| 38% | CHIPMUNK | 8 | Alvin, Simon and Theodore are this type of rodent |
| 38% | VAIN | 4 | Adjective describing Warren Beatty in a Carly Simon song |
| 38% | ALEC | 4 | Brother of Izzy and Max in "The Mortal Instruments" |
| 38% | ORI | 3 | Brother of Dori and Nori, in "The Hobbit" |
| 38% | LOUIE | 5 | Brother of Huey and Dewey, in Disney cartoons |
| 38% | IVAN | 4 | Brother of Alyosha and Dmitri, in classic literature |
| 38% | SILENCE | 7 | Simon and Garfunkel paradoxical song, Sound of __ |
| 38% | TEA | 3 | Drink with jam and bread, in a "The Sound of Music" song |
| 37% | ORLANDO | 7 | Brother of Oliver and Jacques in As You Like It |
| 37% | DOE | 3 | Animal mentioned in a "Sound of Music" song |
| 37% | SAGE | 4 | Herb in a Simon & Garfunkel song |