| 2025-04-04 18:00:00Fri 04/04 | North West Skye | 18:00:0018:00 | Portree | William Wilson League | N/A |
| 2025-04-04 19:30:00Fri 04/04 | Fort William | 19:30:0019:30 | Kyleakin | William Wilson League | N/A |
| 2025-04-12 15:00:00Sat 12/04 | Mallaig | 15:00:0015:00 | North West Skye | William Wilson League | N/A |
| 2025-04-12 15:00:00Sat 12/04 | Portree | 15:00:0015:00 | Fort William | William Wilson League | N/A |
| 2025-04-15 18:00:00Tue 15/04 | Kyleakin | 18:00:0018:00 | Sleat & Strath | William Wilson League | N/A |
| 2025-04-19 15:00:00Sat 19/04 | Sleat & Strath | 15:00:0015:00 | Mallaig | William Wilson League | N/A |
| 2025-04-19 15:00:09Sat 19/04 | Kyleakin | 15:00:0915:00 | Ferry United | Highland Amateur Cup | N/A |
| 2025-04-19 15:00:33Sat 19/04 | Ardesier | 15:00:3315:00 | North West Skye | Highland Amateur Cup | N/A |
| 2025-04-19 15:00:52Sat 19/04 | Auldearn | 15:00:5215:00 | Fort William | Highland Amateur Cup | N/A |
| 2025-04-25 18:00:00Fri 25/04 | Portree | 18:00:0018:00 | Sleat & Strath | William Wilson League | N/A |
| 2025-04-26 15:00:00Sat 26/04 | Kyleakin | 15:00:0015:00 | Mallaig | William Wilson League | N/A |
| 2025-04-29 19:00:00Tue 29/04 | North West Skye | 19:00:0019:00 | Fort William | William Wilson League | N/A |
| 2025-05-02 19:00:00Fri 02/05 | Kyleakin | 19:00:0019:00 | Portree | William Wilson League | N/A |
| 2025-05-03 15:00:00Sat 03/05 | Fort William | 15:00:0015:00 | North West Skye | GF MacRae Cup | N/A |
| 2025-05-03 15:00:00Sat 03/05 | Sleat & Strath | 15:00:0015:00 | Mallaig | GF MacRae Cup | N/A |
| 2025-05-10 15:00:26Sat 10/05 | Glen Urquhart | 15:00:2615:00 | Portree | Highland Amateur Cup | N/A |
| 2025-05-10 15:00:34Sat 10/05 | Inverness Athletic | 15:00:3415:00 | Sleat & Strath | Highland Amateur Cup | N/A |
| 2025-05-13 19:00:00Tue 13/05 | Fort William | 19:00:0019:00 | Mallaig | William Wilson League | N/A |
| 2025-05-13 19:00:00Tue 13/05 | Sleat & Strath | 19:00:0019:00 | North West Skye | William Wilson League | N/A |
| 2025-05-13 19:00:00Tue 13/05 | Portree | 19:00:0019:00 | Kyleakin | GF MacRae Cup | N/A |
| 2025-05-16 19:00:00Fri 16/05 | Kyleakin | 19:00:0019:00 | North West Skye | William Wilson League | N/A |
| 2025-05-16 19:00:00Fri 16/05 | Sleat & Strath | 19:00:0019:00 | Fort William | William Wilson League | N/A |
| 2025-05-17 19:00:00Sat 17/05 | Mallaig | 19:00:0019:00 | Portree | William Wilson League | N/A |
| 2025-05-30 19:00:00Fri 30/05 | Sleat & Strath | 19:00:0019:00 | Kyleakin | William Wilson League | N/A |
| 2025-05-31 15:00:00Sat 31/05 | North West Skye | 15:00:0015:00 | Mallaig | William Wilson League | N/A |
| 2025-05-31 15:00:00Sat 31/05 | Fort William | 15:00:0015:00 | Portree | William Wilson League | N/A |
| 2025-06-06 15:00:00Fri 06/06 | Mallaig | 15:00:0015:00 | Fort William | William Wilson League | N/A |
| 2025-06-06 19:00:00Fri 06/06 | North West Skye | 19:00:0019:00 | Sleat & Strath | William Wilson League | N/A |
| 2025-06-06 19:00:00Fri 06/06 | Portree | 19:00:0019:00 | Kyleakin | William Wilson League | N/A |
| 2025-06-13 19:00:00Fri 13/06 | Kyleakin | 19:00:0019:00 | Fort William | William Wilson League | N/A |
| 2025-06-13 19:00:00Fri 13/06 | Portree | 19:00:0019:00 | North West Skye | William Wilson League | N/A |
| 2025-06-14 15:00:00Sat 14/06 | Mallaig | 15:00:0015:00 | Sleat & Strath | William Wilson League | N/A |
| 2025-06-20 19:00:00Fri 20/06 | Sleat & Strath | 19:00:0019:00 | Portree | William Wilson League | N/A |
| 2025-06-21 15:00:00Sat 21/06 | Mallaig | 15:00:0015:00 | Kyleakin | William Wilson League | N/A |
| 2025-06-21 15:00:00Sat 21/06 | Fort William | 15:00:0015:00 | North West Skye | William Wilson League | N/A |
| 2025-06-27 19:00:00Fri 27/06 | Fort William | 19:00:0019:00 | Sleat & Strath | William Wilson League | N/A |
| 2025-06-27 19:00:00Fri 27/06 | North West Skye | 19:00:0019:00 | Kyleakin | William Wilson League | N/A |
| 2025-06-28 15:00:00Sat 28/06 | Portree | 15:00:0015:00 | Mallaig | William Wilson League | N/A |
| 2025-07-18 19:00:00Fri 18/07 | Portree | 19:00:0019:00 | Sleat & Strath | Ross Cup | N/A |
| 2025-07-19 15:00:00Sat 19/07 | North West Skye | 15:00:0015:00 | Fort William | Ross Cup | N/A |
| 2025-08-01 19:00:00Fri 01/08 | Kyleakin | 19:00:0019:00 | Current Season | Ross Cup | N/A |
| 2025-08-02 15:00:00Sat 02/08 | Mallaig | 15:00:0015:00 | Current Season | Ross Cup | N/A |
