| 100% | ITSERVICES | 10 | Field for one with their head in the cloud? |
| 64% | DREAMER | 7 | Person with their head in the clouds |
| 64% | DAYDREAMERS | 11 | People with their heads in the clouds |
| 56% | TALL | 4 | With one's head in the clouds? |
| 53% | AVIATOR | 7 | One with his or her head in the clouds |
| 52% | SNOBS | 5 | Ones with their noses in the air |
| 48% | DAYDREAMER | 10 | One with head in clouds |
| 46% | REF | 3 | One with all the cards in soccer, for short |
| 46% | AVIATED | 7 | Had one's head in the clouds? |
| 44% | CIO | 3 | Head in the cloud? |
| 44% | AVIATE | 6 | Head in the clouds? |
| 44% | ANGEL | 5 | Head in the clouds? |
| 44% | HEADS | 5 | "Off with their ___!" catchphrase for the Queen of Hearts in 17a |
| 43% | HOLDER | 6 | One kneeling with the ball in a field goal attempt |
| 41% | MYTH | 4 | Ostriches bury their heads in the sand, e.g. |
| 40% | ANNE | 4 | Name which in the UK was for royalty whereas the same name, but with one less letter, was for commoners |
| 39% | SNOB | 4 | One with his nose in the air |
| 39% | TACKS | 5 | Ones with big heads around the office? |
| 39% | PURIN | 5 | Beagle who holds the Guinness World Record for most balls caught with the paws in one minute |
| 39% | DOC | 3 | One with the stethoscope, for short |
| 39% | DET | 3 | One with the force, for short |
| 39% | STAKEHOLDER | 11 | One with skin in the game |
| 39% | MYTHS | 5 | "Touching a toad causes warts" and "Ostriches stick their heads in the sand" |
| 39% | EARTH | 5 | What you might "come down to" after having your head in the clouds |
| 38% | DWIGHT | 6 | With 33-Across, center who led the NBA in field goal percentage for the 2009-2010 season, with the Magic |
| 38% | SMORE | 5 | The first recipe for one was published in "Tramping and Trailing With the Girl Scouts" (1927) |
| 38% | SOLOACTS | 8 | Ones with the motto "One for the road"? |
| 38% | USHER | 5 | One with a leading role in the theater? |
| 38% | SPOONREST | 9 | One with a supporting role in the kitchen? |
| 38% | SIGHTGAG | 8 | Pie in the face, for one |