| Headdress for the Archbishop of Canterbury | 42 |
| Headdress once donned by Benedict XVI on formal occasions | 57 |
| Headdress seen at the Met | 25 |
| Headdress streamer | 18 |
| Headdress that's wound | 26 |
| Headdress wearer | 16 |
| Headdress, maybe | 16 |
| Headdress: Var. | 15 |
| Headdresses | 11 |
| Headed | 6 |
| Headed (for) | 12 |
| Headed a committee | 18 |
| Headed for a climax | 19 |
| Headed for a playoff | 20 |
| Headed for an isle, maybe | 25 |
| Headed for foreign ports | 24 |
| Headed for home | 15 |
| Headed for home the hard way | 28 |
| Headed for home, perhaps | 24 |
| Headed for in a hurry | 21 |
| Headed for its destination | 26 |
| Headed for overtime | 19 |
| Headed for punishment | 21 |
| Headed for ruin | 15 |
| Headed for some serious pain? | 29 |
| Headed for stardom | 18 |
| Headed for sudden death, perhaps | 32 |
| Headed for sudden death, say | 28 |
| Headed for Sugar Loaf Mountain | 30 |
| Headed for thebottom | 21 |
| Headed for the body shop, say | 29 |
| Headed for the doghouse | 23 |
| Headed for the hangar | 21 |
| Headed for the hills | 20 |
| Headed for the morgue, perhaps | 30 |
| Headed for the morgue, say | 26 |
| Headed for the net | 18 |
| Headed for the refinery | 23 |
| Headed for the shop | 19 |
| Headed for the Styx | 19 |
| Headed for the top | 18 |
| Headed for the whirlpool, perhaps | 33 |
| Headed for ___ (in imminent trouble) | 36 |
| Headed heavenward | 17 |
| Headed north, by Northwest | 26 |
| Headed off again | 16 |
| Headed off on | 13 |
| Headed out | 10 |
| Headed out for the drink | 24 |
| Headed quaff | 12 |
| Headed quickly toward | 21 |
| Headed straight down | 20 |
| Headed the committee | 20 |
| Headed the pack | 15 |
| Headed the parade, e.g. | 23 |
| Headed the recessional | 22 |
| Headed to bed? | 14 |
| Headed to Dixie - or stuck there? | 33 |
| Headed toward | 13 |
| Headed toward bankruptcy | 24 |
| Headed up | 9 |
| Headed, as a committee | 22 |
| Header on a blank book page | 27 |
| Headey of 'Game of Thrones' | 35 |
| Headey of "Game of Thrones" | 37 |
| Headey of HBO's "Game of Thrones" | 47 |
| Headey or Horne | 15 |
| Headgear | 8 |
| Headgear and frock coats | 24 |
| Headgear at Alta | 16 |
| Headgear at English colleges | 28 |
| Headgear at St. Andrews | 23 |
| Headgear attachment | 19 |
| Headgear delayed in shipment? | 29 |
| Headgear devised by an English general | 38 |
| Headgear fastener | 17 |
| Headgear fit for a queen | 24 |
| Headgear for a cuckold | 22 |
| Headgear for a horse | 20 |
| Headgear for a pedaler | 22 |
| Headgear for a peer | 19 |
| Headgear for a Pirate or Dodger | 31 |
| Headgear for a prince | 21 |
| Headgear for a princess | 23 |
| Headgear for a sporran wearer | 29 |
| Headgear for Anglican bishops | 29 |
| Headgear for Campbell or Moore? | 31 |
| Headgear for Charles | 20 |
| Headgear for clergymen | 22 |
| Headgear for de Gaulle | 22 |
| Headgear for Frosty | 19 |
| Headgear for George W. Bush, at times | 37 |
| Headgear for going to blazes | 28 |
| Headgear for Hardy | 18 |
| Headgear for horses | 19 |
| Headgear for Laurel and Hardy | 29 |
| Headgear for medieval soldiers | 30 |
| Headgear for Scrooge | 20 |
| Headgear for some | 17 |
| Headgear for steeplejacks | 25 |