1. Round | 31/07/2021 | Airdrieonians FC | - | Montrose FC | 0:3 | ![]() |
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2. Round | 07/08/2021 | Montrose FC | - | Clyde FC | 2:2 | ||||
4. Round | 21/08/2021 | East Fife FC | - | Montrose FC | 0:2 | ||||
5. Round | 28/08/2021 | Montrose FC | - | Dumbarton FC | 1:2 | ||||
6. Round | 11/09/2021 | Cove Rangers | - | Montrose FC | 1:1 | ![]() |
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7. Round | 18/09/2021 | Montrose FC | - | Alloa Athletic | 0:2 | ||||
8. Round | 25/09/2021 | Montrose FC | - | Falkirk FC | 2:2 | ![]() |
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9. Round | 03/10/2021 | Queen's Park FC | - | Montrose FC | 1:1 | ||||
10. Round | 16/10/2021 | Clyde FC | - | Montrose FC | 0:5 | ||||
11. Round | 23/10/2021 | Montrose FC | - | East Fife FC | 4:1 | ||||
13. Round | 06/11/2021 | Montrose FC | - | Cove Rangers | 0:0 | ||||
15. Round | 20/11/2021 | Falkirk FC | - | Montrose FC | 0:1 |