All countries
| 17. Round | Strathspey Thistle | Deveronvale | details | 13.11.2026 21:00 | |||
| 16. Round | Clachnacuddin | Strathspey Thistle | 3:1 (1:0, 2:1) | details | 31.10.2026 | |||
| 1/64-finals | Brechin | Strathspey Thistle | 3:2 AfP (1:2, 1:0, 0:0, 6:5) | details | 24.10.2026 | |||
| 15. Round | Strathspey Thistle | Lossiemouth | 2:2 (1:0, 1:2) | details | 16.10.2026 | |||
| 14. Round | Fraserburgh | Strathspey Thistle | 2:2 (0:1, 2:1) | details | 10.10.2026 | |||
| 13. Round | Nairn County | Strathspey Thistle | 3:2 (1:0, 2:2) | details | 07.10.2026 | |||
| 17. Round | Strathspey Thistle | Deveronvale | details | 13.11.2026 21:00 | |||
| 18. Round | Formartine Utd | Strathspey Thistle | details | 21.11.2026 16:00 | |||
| 19. Round | Strathspey Thistle | Wick Academy | details | 05.12.2026 16:00 | |||