| Kind of dance or trick | 22 |
| Kind of dance or band | 21 |
| Kind of check or rack | 21 |
| Kind of box or band | 19 |
| Keep-under item | 15 |
| Kady or petasus | 15 |
| Joe Cocker can leave his on | 27 |
| Job, figuratively, and what's inside each of this puzzle's four longest entries | 87 |
| Jipijapa, e.g. | 14 |
| Item with a brim or crown | 25 |
| Item tossed into a ring | 23 |
| Item to talk through | 20 |
| Item sometimes worn backwards | 29 |
| Item in the ring | 16 |
| Item for a ring | 15 |
| It's sometimes passed for money | 35 |
| It's sometimes passed | 25 |
| It's hard on a construction worker | 38 |
| It should go on a head | 22 |
| It might be tipped | 18 |
| It might be old | 15 |
| It may rest on a rack | 21 |
| It may go over your head | 24 |
| It may collect tips ... or be tipped | 36 |
| It may be tipped or blocked | 27 |
| It may be tipped as a sign of respect | 37 |
| It may be tipped (h) | 20 |
| It may be in the ring | 21 |
| It may be felt on your head | 27 |
| It may be doffed | 16 |
| It has a crown | 14 |
| It goes right over your head | 28 |
| It could be tipped off? | 23 |
| Indiana Jones prop | 18 |
| Hockey "trick" | 24 |
| Helmet, essentially | 19 |
| Head liner? | 11 |
| Fez, for one | 12 |
| Fez, for instance | 17 |
| Fez e.g. | 9 |
| Fedora, for one | 15 |
| Fedora or fez | 13 |
| Fedora or derby | 15 |
| Fedora or beret | 15 |
| Fan's purchase | 18 |
| Easter Sunday accessory | 23 |
| Easter parade attraction | 24 |
| Dr. Seuss's "The Cat in the ___" | 46 |
| Doffed thing | 12 |
| Doffed item | 11 |
| Do undoer, sometimes | 20 |
| Do flattener | 12 |
| Do damager, maybe | 17 |
| Do cover | 8 |
| Dicer or tile | 13 |
| Dicer or skimmer | 16 |
| Derby, for instance | 19 |
| Derby or deerstalker | 20 |
| Derby or bowler | 15 |
| Derby of stovepipe | 18 |
| Cracker breakthrough album "Kerosene ___" | 51 |
| Cover for a bad hair day | 24 |
| Collection holder | 17 |
| Cloche, e.g. | 12 |
| Cloche or castor | 16 |
| Chef's accoutrement | 23 |
| Caubeen, e.g. | 13 |
| Castor or tile | 14 |
| Castor or pillbox | 17 |
| Castor or dicer | 15 |
| Cardinal's symbol of office | 31 |
| Busby or derby | 14 |
| Broadbrim, for one | 18 |
| Broadbrim, e.g. | 15 |
| Breton or wide-awake | 20 |
| Bowler, for example | 19 |
| Bowler or sombrero | 18 |
| Bowler or sailor | 16 |
| Bowler or dicer | 15 |
| Bonnet, for example | 19 |
| Boater or derby | 15 |
| Bit of dance attire for Fred Astaire | 36 |
| Billycock, e.g. | 15 |
| Bicorne, e.g. | 13 |
| Beret or beanie | 15 |
| Bella Abzug feature | 19 |
| Beaver, e.g. | 12 |
| Beaver or boater | 16 |
| Bean covering? | 14 |
| Bean cover? | 11 |
| Balmoral or capuchon | 20 |
| Baldness remedy? | 16 |
| Bad-hair-day helper | 19 |
| Article on a rack | 17 |
| Apparel for a Dr. Seuss cat | 27 |
| Alberta's Medicine ____ | 27 |
| Afro flattener | 14 |
| Accessory for a Dr. Seuss cat | 29 |
| Abzug trademark | 15 |
| Abzug adornment | 15 |