| 2026-01-09 | Flat hat |
| 2025-10-30 | Highlands hat |
| 2025-10-26 | Laddie's cap |
| 2025-10-13 | Scottish cap |
| 2025-04-26 | Soft-topped cap |
| 2025-02-09 | Bit of Rasta headwear |
| 2025-01-28 | Many a tartan cap |
| 2024-09-08 | Doctoral graduation cap |
| 2023-08-08 | Brimless cap |
| 2023-06-17 | Souvenir from Glasgow |
| 2023-01-22 | Top part of Scotland? |
| 2022-09-13 | Top of the Highlands? |
| 2022-08-27 | Flat topper |
| 2022-07-13 | Scottish cap |
| 2022-02-27 | Headwear with a pompom |
| 2022-01-23 | Scottish cap |
| 2021-10-09 | ___-o'-shanter |
| 2020-06-28 | Flat-topped cap |
| 2020-05-27 | Bit of Highlands headgear |
| 2020-01-05 | Scottish cap |
| 2019-08-17 | Poofy bit of headgear |
| 2019-07-12 | Top of Scotland |
| 2019-03-27 | Scot's headwear |
| 2018-08-18 | Top of Scotland |
| 2018-05-10 | Laddie topper |
| 2017-11-23 | Bit of doctoral graduation regalia |
| 2017-07-25 | Highlander's headwear |
| 2017-04-24 | Scot's cap |
| 2017-04-11 | Scottish cap |
| 2017-03-28 | Scottish cap |
| 2016-07-28 | Skye cap |
| 2016-05-25 | Scotch topper |
| 2015-05-20 | Cap named for a Robert Burns hero |
| 2015-03-17 | Headwear for a Scot |
| 2014-06-18 | Pompom's place |
| 2014-03-29 | Highlander's accessory |
| 2013-08-04 | Highland headwear |
| 2013-06-25 | Scotsman's cap |
| 2013-01-22 | Tartan cap |
| 2013-01-18 | Floppy lid |
| 2012-09-24 | Scottish headwear |
| 2012-08-03 | Lid for a laddie |
| 2012-07-26 | Top for one who says "Top o' the mornin'"? |
| 2012-07-01 | Tufted topper |
| 2012-03-24 | Dreadlocks cover |
| 2012-01-19 | Bit of Highlands attire |
| 2011-09-17 | Lid around a loch |
| 2011-04-18 | Scottish cap |
| 2010-10-31 | Souvenir from Scotland |
| 2009-11-01 | Pompom holder |
| 2009-10-12 | ___-o'-shanter |
| 2009-06-01 | Scot's cap |
| 2009-02-10 | Cap with a pompom |
| 2008-11-28 | Topper around a loch |
| 2008-09-29 | Scottish cap |
| 2008-09-16 | Cap with a pompom |
| 2008-03-06 | Mary Tyler Moore headwear |
| 2008-02-23 | Laddie's lid |
| 2007-11-11 | Scot's topper |
| 2007-06-26 | Highland headgear |
| 2007-02-25 | Pompom holder |
| 2006-12-15 | Piper topper |
| 2006-07-22 | Cap |
| 2006-05-31 | Lid for a laddie |
| 2006-04-18 | Tartan cap |
| 2005-08-13 | Quaint golfing wear |
| 2005-06-15 | Gretna Green beret |
| 2004-12-04 | Floppy top |
| 2004-11-29 | Tartan cap |
| 2004-08-14 | Topper |
| 2004-02-28 | Plus fours go-with |
| 2003-12-17 | Flat hat |
| 2003-10-15 | Skye cap |
| 2003-07-17 | Balmoral relative |
| 2003-06-06 | Flat topper |
| 2003-01-11 | Cap |
| 2002-08-15 | Tufted topper |
| 2002-08-09 | Skye cap |
| 2002-04-15 | Scottish cap |
| 2002-03-20 | Pompom holder |
| 2002-02-24 | Skye cap |
| 2001-12-31 | Highlands hat |
| 2001-10-11 | Cap |
| 2000-07-23 | Wool cap |
| 2000-05-09 | Highland topper |
| 2000-04-02 | Lassie's lid |
| 2000-02-13 | Topper |
| 1999-06-19 | Skye cap |
| 1999-04-07 | Hat with a pompon |
| 1999-02-19 | Tayside topper |
| 1999-01-17 | McDonald's lid? |
| 1998-08-30 | Clansman's wear |
| 1998-07-07 | Scot's topper |
| 1998-04-06 | ___-o'-shanter |
| 1997-11-20 | Flat hat |
| 1997-10-03 | Skye cap |
| 1997-08-06 | Cap that may be partly plaid |
| 1996-12-04 | Cap with a pompom |
| 1996-09-19 | Scottish headwarmer |
| 1996-04-22 | Scottish headwear |
| 1996-04-06 | Place for a pompom |
| 1996-02-12 | Highlands hat |
| 1994-08-21 | _____-o'-shanter |
| 1994-02-01 | Scottish cap |