| 25.07.26 | Ashton Town - Annan Athletic | 3 - 2 |
| 25.07.26 | Ashton Town - Annan Athletic | 3 - 2 |
| 29.06.24 | Ashton Town - Chorley | 2 - 3 |
| 03.11.26 | Annan Athletic - Ayr United | 0 - 2 |
| 31.10.26 | Spartans FC - Annan Athletic | 3 - 2 |
| 24.10.26 | Huntly FC - Annan Athletic | 3 - 6 |
| 17.10.26 | Clyde FC - Annan Athletic | 4 - 1 |
| 13.10.26 | Annan Athletic - Alloa Athletic | 0 - 0 |
| 10.10.26 | Annan Athletic - Stranraer | 1 - 6 |