| 9. Jornada | 01.10.2022 | Montrose FC | - | FC Edinburgh | 1:2 | ||||
| 7. Jornada | 04.10.2022 | Montrose FC | - | Airdrieonians FC | 4:2 | ||||
| 10. Jornada | 08.10.2022 | Clyde FC | - | Montrose FC | 1:3 | ||||
| 11. Jornada | 15.10.2022 | Montrose FC | - | Falkirk FC | 1:1 | ||||
| 12. Jornada | 22.10.2022 | Montrose FC | - | Dunfermline Athletic | 2:0 | ||||
| 13. Jornada | 29.10.2022 | Airdrieonians FC | - | Montrose FC | 4:0 | ||||
| 14. Jornada | 05.11.2022 | Montrose FC | - | Peterhead FC | 3:0 | ||||
| 15. Jornada | 12.11.2022 | Kelty Hearts | - | Montrose FC | 1:3 | ||||
| 16. Jornada | 19.11.2022 | Queen Of The South | - | Montrose FC | 4:0 | ||||
| 17. Jornada | 03.12.2022 | Montrose FC | - | Alloa Athletic | 0:0 | ||||
| 18. Jornada | 17.12.2022 | FC Edinburgh | - | Montrose FC | 2:2 | ||||
| 19. Jornada | 23.12.2022 | Montrose FC | - | Airdrieonians FC | 2:4 | ||||
| 20. Jornada | 02.01.2023 | Peterhead FC | - | Montrose FC | 0:0 |
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