| 8. Round | 30/09/2023 | Stirling Albion FC | - | Cove Rangers | 2:2 | ||||
| 9. Round | 07/10/2023 | Queen Of The South | - | Stirling Albion FC | 0:1 | ||||
| 12. Round | 04/11/2023 | Stirling Albion FC | - | Alloa Athletic | 0:2 | ||||
| 13. Round | 11/11/2023 | Hamilton Academical | - | Stirling Albion FC | 5:0 | ||||
| 14. Round | 18/11/2023 | Cove Rangers | - | Stirling Albion FC | 3:1 | ||||
| 16. Round | 09/12/2023 | Edinburgh City | - | Stirling Albion FC | 1:3 | ||||
| 17. Round | 16/12/2023 | Stirling Albion FC | - | Annan Athletic | 1:1 | ||||
| 18. Round | 23/12/2023 | Stirling Albion FC | - | Queen Of The South | 1:1 | ||||
| 19. Round | 30/12/2023 | Falkirk FC | - | Stirling Albion FC | 5:0 | ||||
| 22. Round | 27/01/2024 | Stirling Albion FC | - | Kelty Hearts | 5:0 | ||||
| 23. Round | 03/02/2024 | Stirling Albion FC | - | Cove Rangers | 2:2 | ||||
| 15. Round | 06/02/2024 | Stirling Albion FC | - | Montrose FC | 0:2 | ||||
| 25. Round | 17/02/2024 | Annan Athletic | - | Stirling Albion FC | 2:1 |
Scotland