All countries
| 14. Round | Dumbarton | Annan | details | 14.11.2026 16:00 | |||
| 13. Round | Elgin City | Dumbarton | 0:2 (0:1, 0:1) | details | 07.11.2026 | |||
| 12. Round | Edinburgh City | Dumbarton | 2:1 (1:1, 1:0) | details | 31.10.2026 | |||
| 1/64-finals | Dumbarton | Keith | 1:0 (0:0, 1:0) | details | 24.10.2026 | |||
| 11. Round | Dumbarton | Stirling | 1:1 (0:0, 1:1) | details | 17.10.2026 | |||
| 6. Round | Clydebank FC | Dumbarton | 4:0 (1:0, 3:0) | details | 13.10.2026 | |||
| 14. Round | Dumbarton | Annan | details | 14.11.2026 16:00 | |||
| 15. Round | Spartans | Dumbarton | details | 21.11.2026 16:00 | |||
| 1/32-finals | Dumbarton | Johnstone Burgh | details | 28.11.2026 16:00 | |||
| 16. Round | Dumbarton | Stranraer | details | 04.12.2026 20:45 | |||
| 17. Round | Dumbarton | Kelty Hearts | details | 12.12.2026 16:00 | |||