| 2021-06-26 10:00:00Sat 26/06 | Mallaig | 4 - 3 | Portree | William Wilson League |
| 2021-07-03 15:00:00Sat 03/07 | Kyle | 1 - 4 | Portree | William Wilson League |
| 2021-07-10 18:00:00Sat 10/07 | Portree | 1 - 1 | NW Skye | 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 | Kyleakin | 3 - 0 | Portree | William Wilson League |
| 2021-08-07 18:00:00Sat 07/08 | Portree | 0 - 10 | Sleat & Strath | William Wilson League |
| 2021-08-14 15:00:00Sat 14/08 | Portree | 4 - 2 | Portree Juniors | William Wilson League |
| 2021-08-21 15:00:00Sat 21/08 | Portree | 1 - 2 | Mallaig | William Wilson League |
| 2021-08-28 15:00:00Sat 28/08 | Portree | 0 - 0 | Kyle | William Wilson League |
| 2021-09-03 18:30:00Fri 03/09 | NW Skye | 5 - 0 | Portree | William Wilson League |
| 2021-09-11 17:00:00Sat 11/09 | Portree | 3 - 1 | Glenelg | William Wilson League |
| 2021-09-18 15:00:00Sat 18/09 | Portree Juniors | 5 - 3 | Portree | William Wilson League |
| 2021-09-25 12:00:00Sat 25/09 | Portree | 1 - 6 | Kyleakin | William Wilson League |
| 2021-10-02 17:00:00Sat 02/10 | Sleat & Strath | 8 - 0 | Portree | William Wilson League |
