| 1. Round | 03/08/2024 | Montrose FC | - | Kelty Hearts | 1:1 | ||||
| 2. Round | 10/08/2024 | Arbroath FC | - | Montrose FC | 0:0 | ||||
| 3. Round | 17/08/2024 | Inverness CT | - | Montrose FC | 1:1 |  |
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| 5. Round | 31/08/2024 | Cove Rangers | - | Montrose FC | 1:0 | ||||
| 8. Round | 28/09/2024 | Montrose FC | - | Alloa Athletic | 2:2 | ||||
| 9. Round | 05/10/2024 | Annan Athletic | - | Montrose FC | 1:0 |  |
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| 10. Round | 19/10/2024 | Kelty Hearts | - | Montrose FC | 0:2 | ||||
| 11. Round | 26/10/2024 | Montrose FC | - | Cove Rangers | 0:2 | |
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| 12. Round | 02/11/2024 | Queen Of The South | - | Montrose FC | 1:0 | |
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| 13. Round | 09/11/2024 | Montrose FC | - | Arbroath FC | 1:1 | ||||
| 14. Round | 16/11/2024 | Stenhousemuir FC | - | Montrose FC | 1:0 |
Ireland