| 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 | ||||
| 9. Round | 02/10/2021 | Falkirk FC | - | East Fife FC | 2:1 | ||||
| 11. Round | 23/10/2021 | Montrose FC | - | East Fife FC | 4:1 | ||||
| 14. Round | 13/11/2021 | East Fife FC | - | Airdrieonians FC | 0:1 | ||||
| 15. Round | 20/11/2021 | Clyde FC | - | East Fife FC | 3:1 |
England
Ghana