| Headliner's status | 22 |
| Headliner, for short | 20 |
| Headliner: Aug. 6, 1926 | 23 |
| Headliners | 10 |
| Headliners of 1979–81 | 28 |
| Headliners of the first Lollapalooza | 36 |
| Headlines | 9 |
| Headlines, as a band | 20 |
| Headlock accompanier, often | 27 |
| Headlock? | 9 |
| Headlong | 8 |
| Headlong assault | 16 |
| Headlong or headstrong | 22 |
| Headlong racehorse gait | 23 |
| Headly of "Dick Tracy" | 32 |
| Headmaster of literature | 24 |
| Headmaster's domain | 23 |
| Headmaster's faculty | 24 |
| Headmaster's title | 22 |
| Headmasters? | 12 |
| Headmistress | 12 |
| Headphone cable annoyance | 25 |
| Headphone wearers | 17 |
| Headphone wearers, usually | 26 |
| Headphones site | 15 |
| Headphones, slangily | 20 |
| Headpiece | 9 |
| Headpiece for Di | 16 |
| Headpiece of sorts | 18 |
| Headpiece worn with tails | 25 |
| Headpiece? | 10 |
| Headpieces | 10 |
| Headpieces for RuPaul | 21 |
| Headpieces? | 11 |
| Headquartered | 13 |
| Headquartered in Tony territory? | 32 |
| Headquarters | 12 |
| Headquarters for a disaster-relief org.? | 40 |
| Headquarters for a great meat sauce? | 36 |
| Headquarters for Amazon.com | 27 |
| Headquarters for Ohio Edison | 28 |
| Headquarters for Polynesian Airlines | 36 |
| Headquarters for UBS and Credit Suisse | 38 |
| Headquarters honcho, temporarily | 32 |
| Headquarters of Burger King and Benihana | 40 |
| Headquarters of Caterpillar | 27 |
| Headquarters of ConAgra | 23 |
| Headquarters of Interpol | 24 |
| Headquarters of LG Electronics | 30 |
| Headquarters of the Union of South American Nations | 51 |
| Headquarters of United | 22 |
| Headquarters on the Thames embankment | 37 |
| Headquarters: abbr. | 19 |
| Headquarters? | 13 |
| Headrest | 8 |
| Headroom of '80s pop culture | 32 |
| Heads | 5 |
| Heads (off) | 11 |
| Heads a bill | 12 |
| Heads a meeting | 15 |
| Heads abroad? | 13 |
| Heads across the pond | 21 |
| Heads and shoulders | 19 |
| Heads down | 10 |
| Heads downtown? | 15 |
| Heads for | 9 |
| Heads for a barkeep | 19 |
| Heads for a landing | 19 |
| Heads for bed | 13 |
| Heads for Hadrian? | 18 |
| Heads for in a hurry | 20 |
| Heads for shore | 15 |
| Heads for the cellar | 20 |
| Heads for the hangar | 20 |
| Heads for the hills | 19 |
| Heads for the stratosphere | 26 |
| Heads for the supermarket | 25 |
| Heads for the woods? | 20 |
| Heads in | 8 |
| Heads in the Pantheon? | 22 |
| Heads into the sunset, perhaps | 30 |
| Heads of "des moines" | 31 |
| Heads of a Northwest tribe? | 27 |
| Heads of a ranch | 16 |
| Heads of a tribe? | 17 |
| Heads of ancient Rome | 21 |
| Heads of états | 17 |
| Heads of certain colleges | 25 |
| Heads of England? | 17 |
| Heads of France | 15 |
| Heads of France? | 16 |
| Heads of Haiti? | 15 |
| Heads of household | 18 |
| Heads of Italy | 14 |
| Heads of Le Havre | 17 |
| Heads of monasteries | 20 |
| Heads of old Rome | 17 |
| Heads of Olympic Games in a Mongolian tent for breakfast (6) | 60 |
| Heads of Paris, Brest, etc. | 27 |
| Heads of Quebec | 15 |