3. Round | 19/08/2023 | Montrose FC | - | Cove Rangers | 0:3 | ||||
5. Round | 02/09/2023 | Queen Of The South | - | Montrose FC | 2:3 | ||||
6. Round | 16/09/2023 | Montrose FC | - | Edinburgh City | 5:2 | ||||
7. Round | 23/09/2023 | Montrose FC | - | Stirling Albion FC | 1:0 | ||||
9. Round | 07/10/2023 | Montrose FC | - | Alloa Athletic | 2:1 | ||||
11. Round | 28/10/2023 | Montrose FC | - | Hamilton Academical | 0:3 | ||||
12. Round | 04/11/2023 | Edinburgh City | - | Montrose FC | 1:5 | ||||
13. Round | 11/11/2023 | Montrose FC | - | Annan Athletic | 1:1 | ||||
10. Round | 14/11/2023 | Cove Rangers | - | Montrose FC | 1:0 | ||||
14. Round | 28/11/2023 | Montrose FC | - | Falkirk FC | 0:0 | ||||
16. Round | 09/12/2023 | Montrose FC | - | Queen Of The South | 1:4 | ||||
17. Round | 16/12/2023 | Kelty Hearts | - | Montrose FC | 0:1 |