| 1. Round | 31/07/2021 | East Fife FC | - | Queen's Park FC | 1:1 | ||||
| 2. Round | 07/08/2021 | Alloa Athletic | - | East Fife FC | 3:1 | ||||
| 3. Round | 14/08/2021 | Cove Rangers | - | East Fife FC | 5:2 | ||||
| 4. Round | 21/08/2021 | East Fife FC | - | Montrose FC | 0:2 | ||||
| 5. Round | 28/08/2021 | East Fife FC | - | Peterhead FC | 3:0 | ||||
| 6. Round | 11/09/2021 | Dumbarton FC | - | East Fife FC | 5:0 | ||||
| 7. Round | 18/09/2021 | Airdrieonians FC | - | East Fife FC | 3:0 | ||||
| 8. Round | 25/09/2021 | East Fife FC | - | Clyde FC | 0:2 | ||||
| 10. Round | 16/10/2021 | East Fife FC | - | Cove Rangers | 4:2 | ||||
| 23. Round | 29/01/2022 | East Fife FC | - | Peterhead FC | 0:0 | ||||
| 24. Round | 05/02/2022 | East Fife FC | - | Clyde FC | 0:0 |  |
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| 25. Round | 12/02/2022 | Alloa Athletic | - | East Fife FC | 1:3 | ||||
| 26. Round | 19/02/2022 | East Fife FC | - | Queen's Park FC | 1:1 | ||||
| 27. Round | 26/02/2022 | Falkirk FC | - | East Fife FC | 3:1 | ||||
| 28. Round | 05/03/2022 | Montrose FC | - | East Fife FC | 0:0 |
Scotland