3. Round | 14/08/2021 | Montrose FC | - | Peterhead FC | 1:0 | ||||
4. Round | 21/08/2021 | East Fife FC | - | Montrose FC | 0:2 | ||||
5. Round | 28/08/2021 | Montrose FC | - | Dumbarton FC | 1:2 | ||||
7. Round | 18/09/2021 | Montrose FC | - | Alloa Athletic | 0:2 | ||||
10. Round | 16/10/2021 | Clyde FC | - | Montrose FC | 0:5 | ||||
12. Round | 30/10/2021 | Peterhead FC | - | Montrose FC | 0:0 | ||||
14. Round | 13/11/2021 | Alloa Athletic | - | Montrose FC | 2:2 | ||||
15. Round | 20/11/2021 | Falkirk FC | - | Montrose FC | 0:1 | ||||
17. Round | 11/12/2021 | Dumbarton FC | - | Montrose FC | 1:3 | ||||
18. Round | 18/12/2021 | Montrose FC | - | Queen's Park FC | 1:1 |