| 100% | HED | 3 | John Denver's "I Guess ___ Rather Be in Colorado" |
| 91% | HED | 3 | John Denver song "I Guess ___ Rather Be In Colorado" |
| 89% | HED | 3 | "I Guess ___ Rather Be in Colorado," song by John Denver |
| 84% | HED | 3 | "I Guess ___ Rather Be in Colorado" (John Denver song) |
| 69% | HED | 3 | "I Guess ___ Rather Be in Colorado" |
| 45% | ASPEN | 5 | John Denver's "Christmas in _____" |
| 44% | ROADS | 5 | John Denver's "Take Me Home, Country ___" |
| 41% | TORNADO | 7 | "Bad luck, I guess … It was my turn, that's all. I was in the path of the ___" (quote from 18-Down) |
| 41% | OMELETTE | 8 | Denver ___, eggy breakfast item that was originated in Denver, Colorado |
| 41% | ASPEN | 5 | Colorado town in two John Denver songs |
| 39% | YNOT | 4 | "Guess I will," in text-speak |
| 38% | GOODMAN | 7 | John __ is Pacha in The Emperor's New Groove |
| 38% | LOVING | 6 | I've Been __ You, Elton John's first single |
| 37% | SWEETSURRENDER | 14 | John Denver sang it in 1975 |
| 37% | GERALDFORD | 10 | "I guess it just proves that in America anyone can be president" |
| 37% | WICK | 4 | John who's been played in four movies by Keanu Reeves |
| 37% | USAF | 4 | Military branch whose academy is in Colorado Springs: Abbr. |
| 37% | SLAIN | 5 | “O, I am ___” (Polonius’s last words, in “Hamlet”) |
| 37% | SHED | 4 | "_____ Rather Be With Me" (1967 hit) |
| 37% | SHED | 4 | "___ Rather Be With Me" (1967 hit) |
| 35% | HANDFUL | 7 | "I will show you fear in a __ of dust": T S Eliot |
| 35% | DNA | 3 | "It's in my ___" ("It's part of who I am") |
| 35% | ORNOT | 5 | " ... but I guess I could be wrong" |
| 35% | WHENINROME | 10 | "Well, I guess if everyone else is ..." |
| 35% | SWITZERLAND | 11 | Guess where the first cheese factory was established in 1815? Hint: Zurich's country |
| 35% | DIANA | 5 | Elton John's "Candle in the Wind" was rewritten to honor her |
| 35% | WVA | 3 | State mentioned in John Denver's song "Country Roads": Abbr. |
| 34% | ANNIES | 6 | John Denver's "_____Song" |
| 34% | ANNIES | 6 | John Denver's "___ Song" |
| 34% | XXXXXX | 6 | John Denver's "___ Song" |