| Clue | Source | Date |
|---|---|---|
| Winter caps (7) | ||
| Tight-fitting caps | New York Times | 03 Apr 2025 |
| Some overhead expenses? | New York Times | 28 Feb 2025 |
| Caps that may have pompoms | Universal | 12 Aug 2024 |
| Caps that lack brims | New York Times | 26 Nov 2023 |
| Hats that Canadians call 'tuques' | USA Today | 06 Sep 2023 |
| Head-hugging hats | Wall Street Journal | 13 May 2023 |
| Skullcaps | LA Times Daily | 08 Oct 2022 |
| Head huggers | The Washington Post | 03 Feb 2019 |
| Head huggers | LA Times Daily | 03 Feb 2019 |
| Head huggers | ||
| Head-hugging hats | Premier Sunday | 17 Apr 2016 |
| Caps with propellers | ||
| Mouseketeer toppers | ||
| Brimless caps | ||
| Brimless caps | ||
| Freshman hats | ||
| Frosh toppers | ||
| Brimless caps | ||
| Frosh toppers | ||
| Kids' caps | ||
| Frosh caps | ||
| Mouseketeer toppers | ||
| Nerdy attire | ||
| Skullcaps | ||
| Certain caps | ||
| Skullcaps | ||
| Snow caps? | ||
| Caps of a kind | ||
| Boys' caps. | ||
| Headgear for freshmen. | ||
| Popular headgear. |