| 2019-04-19 18:45:00Fri 19/04 | Kyle | 1 - 8 | Sleat & Strath | William Wilson League |
| 2019-04-27 18:00:00Sat 27/04 | Kyleakin | 6 - 2 | Kyle | William Wilson League |
| 2019-05-01 19:00:00Wed 01/05 | Glenelg | 4 - 2 | Kyle | William Wilson League |
| 2019-05-04 13:30:00Sat 04/05 | Mallaig | 13 - 0 | Kyle | GF MacRae Cup |
| 2019-05-21 19:00:00Tue 21/05 | Kyle | 1 - 4 | Mallaig | William Wilson League |
| 2019-05-24 19:15:00Fri 24/05 | Portree | 19:15:0019:15 | Kyle | William Wilson League |
| 2019-05-29 19:30:00Wed 29/05 | Kyle | 19:30:0019:30 | GA United | William Wilson League |
| 2019-06-01 18:00:00Sat 01/06 | Kyle | 18:00:0018:00 | NW Skye | William Wilson League |
| 2019-06-08 18:00:00Sat 08/06 | Kyle | 18:00:0018:00 | Mallaig | Ross Cup |
| 2019-06-15 18:00:00Sat 15/06 | Portree Juniors | 18:00:0018:00 | Kyle | William Wilson League |
| 2019-07-06 18:00:00Sat 06/07 | Kyle | 18:00:0018:00 | Glenelg | William Wilson League |
| 2019-07-19 19:00:00Fri 19/07 | Sleat & Strath | 19:00:0019:00 | Kyle | William Wilson League |
| 2019-07-30 19:30:00Tue 30/07 | GA United | 19:30:0019:30 | Kyle | William Wilson League |
| 2019-08-02 19:00:00Fri 02/08 | Kyle | 19:00:0019:00 | Kyleakin | William Wilson League |
| 2019-08-10 18:00:00Sat 10/08 | Mallaig | 18:00:0018:00 | Kyle | William Wilson League |
| 2019-08-24 18:00:00Sat 24/08 | NW Skye | 18:00:0018:00 | Kyle | William Wilson League |
| 2019-08-30 19:00:00Fri 30/08 | Kyle | 19:00:0019:00 | Portree | William Wilson League |
| 2019-09-07 17:00:00Sat 07/09 | Kyle | 17:00:0017:00 | Portree Juniors | William Wilson League |
