1. Round | 31/07/2021 | Airdrieonians FC | - | Montrose FC | 0:3 | ||||
2. Round | 07/08/2021 | Montrose FC | - | Clyde FC | 2:2 | ||||
3. Round | 14/08/2021 | Montrose FC | - | Peterhead FC | 1:0 | ||||
4. Round | 21/08/2021 | East Fife FC | - | Montrose FC | 0:2 | ||||
6. Round | 11/09/2021 | Cove Rangers | - | Montrose FC | 1:1 | ||||
7. Round | 18/09/2021 | Montrose FC | - | Alloa Athletic | 0:2 | ||||
16. Round | 07/12/2021 | Montrose FC | - | Airdrieonians FC | 2:1 | ||||
17. Round | 11/12/2021 | Dumbarton FC | - | Montrose FC | 1:3 | ||||
18. Round | 18/12/2021 | Montrose FC | - | Queen's Park FC | 1:1 | ||||
19. Round | 22/12/2021 | Montrose FC | - | Peterhead FC | 2:0 | ||||
20. Round | 02/01/2022 | East Fife FC | - | Montrose FC | 0:2 | ||||
21. Round | 08/01/2022 | Montrose FC | - | Alloa Athletic | 1:1 | ||||
22. Round | 15/01/2022 | Cove Rangers | - | Montrose FC | 1:0 | ||||
33. Round | 09/04/2022 | Montrose FC | - | Airdrieonians FC | 2:2 | ||||
35. Round | 23/04/2022 | Montrose FC | - | Queen's Park FC | 2:1 | ||||
36. Round | 30/04/2022 | Alloa Athletic | - | Montrose FC | 4:1 |