| 2023-04-07 18:15:00Fri 07/04 | Kyleakin | 1 - 2 | Sleat & Strath | William Wilson League | N/A |
| 2023-04-14 18:30:00Fri 14/04 | Kyleakin | 5 - 2 | Portree Juniors | William Wilson League | N/A |
| 2023-04-22 14:00:24Sat 22/04 | Clach | 3 - 1 | Kyleakin | Highland Amateur Cup | N/A |
| 2023-04-29 14:00:00Sat 29/04 | Portree Juniors | 1 - 4 | Kyleakin | GF MacRae Cup | N/A |
| 2023-05-05 19:00:00Fri 05/05 | Kyleakin | 1 - 1 | Portree | William Wilson League | N/A |
| 2023-05-19 18:30:00Fri 19/05 | Kyleakin | 2 - 3 | North West Skye | GF MacRae Cup | N/A |
| 2023-05-25 19:30:00Thu 25/05 | Kyleakin | 7 - 2 | Kyle | William Wilson League | N/A |
| 2023-06-06 19:30:00Tue 06/06 | North West Skye | 2 - 0 | Kyleakin | William Wilson League | N/A |
| 2023-06-10 15:00:00Sat 10/06 | Fort William | 3 - 0 | Kyleakin | William Wilson League | N/A |
| 2023-06-24 14:00:00Sat 24/06 | Portree Juniors | 3 - 0 | Kyleakin | William Wilson League | N/A |
| 2023-07-01 13:30:00Sat 01/07 | Kyleakin | 1 - 4 | Mallaig | William Wilson League | N/A |
| 2023-07-04 19:00:00Tue 04/07 | Portree | 2 - 4 | Kyleakin | William Wilson League | N/A |
| 2023-07-14 19:00:00Fri 14/07 | Portree | 1 - 5 | Kyleakin | Ross Cup | N/A |
| 2023-07-21 19:00:00Fri 21/07 | Kyle | 2 - 7 | Kyleakin | William Wilson League | N/A |
| 2023-07-29 12:00:00Sat 29/07 | Mallaig | 4 - 1 | Kyleakin | William Wilson League | N/A |
| 2023-08-01 19:15:00Tue 01/08 | Kyleakin | 4 - 3 | Portree Juniors | Ross Cup | N/A |
| 2023-08-04 19:00:00Fri 04/08 | Kyleakin | 1 - 6 | North West Skye | William Wilson League | N/A |
| 2023-08-19 15:00:00Sat 19/08 | Kyleakin | 8 - 4 | Fort William | William Wilson League | N/A |
| 2023-08-25 19:15:00Fri 25/08 | Sleat & Strath | 3 - 1 | Kyleakin | William Wilson League | N/A |
| 2023-09-02 15:00:00Sat 02/09 | Fort William | 0 - 3 | Kyleakin | Clan Donald Cup | N/A |
| 2023-09-08 18:30:00Fri 08/09 | Kyleakin | 9 - 1 | Portree | Clan Donald Cup | N/A |
| 2023-09-16 13:30:00Sat 16/09 | Mallaig | 8 - 6 | Kyleakin | Ross Cup | N/A |
