| 2021-06-26 15:00:00Sat 26/06 | Kyleakin | 7 - 1 | Glenelg | William Wilson League |
| 2021-07-03 18:00:00Sat 03/07 | Glenelg | 1 - 5 | Sleat & Strath | William Wilson League |
| 2021-07-10 12:00:00Sat 10/07 | Mallaig | 3 - 1 | Glenelg | William Wilson League |
| 2021-07-17 18:00:00Sat 17/07 | Glenelg | 3 - 2 | Portree | William Wilson League |
| 2021-07-31 15:00:00Sat 31/07 | Kyle | 4 - 3 | Glenelg | William Wilson League |
| 2021-08-07 15:00:00Sat 07/08 | Glenelg | 1 - 3 | Portree Juniors | William Wilson League |
| 2021-08-14 18:30:00Sat 14/08 | NW Skye | 5 - 0 | Glenelg | William Wilson League |
| 2021-08-21 15:00:00Sat 21/08 | Glenelg | 2 - 0 | Kyleakin | William Wilson League |
| 2021-08-31 18:30:00Tue 31/08 | Sleat & Strath | 5 - 1 | Glenelg | William Wilson League |
| 2021-09-04 14:30:00Sat 04/09 | Glenelg | 4 - 5 | Mallaig | William Wilson League |
| 2021-09-11 17:00:00Sat 11/09 | Portree | 3 - 1 | Glenelg | William Wilson League |
| 2021-10-02 14:00:00Sat 02/10 | Portree Juniors | 3 - 1 | Glenelg | William Wilson League |
| 2021-10-09 15:00:00Sat 09/10 | Glenelg | 8 - 1 | Kyle | William Wilson League |
| 2021-10-16 16:00:00Sat 16/10 | Glenelg | 1 - 4 | NW Skye | William Wilson League |
