| Head-turning letter turner | 26 |
| Head-turning night fliers | 25 |
| Head/shoulders connector | 24 |
| Headache compound: Abbr. | 24 |
| Headache easer, for short | 25 |
| Headache for a grain farmer | 27 |
| Headache for a snow shoveler | 28 |
| Headache relief, perhaps | 24 |
| Headache relief: Pharm. | 23 |
| Headache source, for some | 25 |
| Headache sufferer's bane | 28 |
| Headaches for car companies | 27 |
| Headbanger's instrument | 27 |
| Headbangers' genre | 22 |
| Headdress at Canterbury | 23 |
| Headdress awkwardness? | 22 |
| Headdress for a debutante | 25 |
| Headdress seen at the Met | 25 |
| Headdress that's wound | 26 |
| Headed for an isle, maybe | 25 |
| Headed for foreign ports | 24 |
| Headed for home the hard way | 28 |
| Headed for home, perhaps | 24 |
| Headed for its destination | 26 |
| Headed for some serious pain? | 29 |
| Headed for sudden death, say | 28 |
| Headed for the body shop, say | 29 |
| Headed for the doghouse | 23 |
| Headed for the morgue, say | 26 |
| Headed for the refinery | 23 |
| Headed north, by Northwest | 26 |
| Headed out for the drink | 24 |
| Headed the parade, e.g. | 23 |
| Headed the recessional | 22 |
| Headed toward bankruptcy | 24 |
| Headed, as a committee | 22 |
| Header on a blank book page | 27 |
| Headgear and frock coats | 24 |
| Headgear at English colleges | 28 |
| Headgear at St. Andrews | 23 |
| Headgear delayed in shipment? | 29 |
| Headgear fit for a queen | 24 |
| Headgear for a cuckold | 22 |
| Headgear for a pedaler | 22 |
| Headgear for a princess | 23 |
| Headgear for a sporran wearer | 29 |
| Headgear for Anglican bishops | 29 |
| Headgear for clergymen | 22 |
| Headgear for de Gaulle | 22 |
| Headgear for going to blazes | 28 |
| Headgear for Laurel and Hardy | 29 |
| Headgear for steeplejacks | 25 |
| Headgear often worn backward | 28 |
| Headgear on some runways | 24 |
| Headgear on the slopes | 22 |
| Headgear provided by a hotel | 28 |
| Headgear seen in India | 22 |
| Headhunter's equipment | 26 |
| Headhunter's reading | 24 |
| Headhunter's request | 24 |
| Headhunter's weapon | 23 |
| Heading for a centenary | 23 |
| Heading for a chore list | 24 |
| Heading for a memo subject | 26 |
| Heading for the runway | 22 |
| Heading from Ottawa to N.Y.C. | 29 |
| Heading in "Hoy" | 26 |
| Heading in a Keats volume | 25 |
| Heading in cable TV listings | 28 |
| Heading on a list of chores | 27 |
| Heading on a list of errands | 28 |
| Heading on a roll book | 22 |
| Heading on Santa's list | 27 |
| Heading on this puzzle | 22 |
| Heading to the finish? | 22 |
| Headlamp in need of fixing? | 27 |
| Headless horseman locale | 24 |
| Headless Horseman's wear | 28 |
| Headless Horseman, e.g. | 23 |
| Headlights confuse them | 23 |
| Headline about escaped lions? | 29 |
| Headline city: Sept. 24, 1957 | 29 |
| Headline features, briefly | 26 |
| Headline in a circular | 22 |
| Headline maker of April 1912 | 28 |
| Headline of April 16, 1912 | 26 |
| Headline spot: Apr. 1909 | 24 |
| Headline story, at times | 24 |
| Headline subject: 1912 | 22 |
| Headline word in July 1973 | 26 |
| Headline-makers in spring | 25 |
| Headline-making NYSE event | 26 |
| Headliner in April 1909 | 23 |
| Headliner with a big voice | 26 |
| Headliner's achievement | 27 |
| Headliner's status | 22 |
| Headliner: Aug. 6, 1926 | 23 |
| Headliners of 1979–81 | 28 |
| Headlock accompanier, often | 27 |
| Headlong or headstrong | 22 |