| 2. Jornada | 07.08.2021 | Cowdenbeath FC | - | Elgin City | 3:1 |  |
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| 5. Jornada | 28.08.2021 | Cowdenbeath FC | - | Annan Athletic | 1:3 | ||||
| 6. Jornada | 11.09.2021 | Albion Rovers | - | Cowdenbeath FC | 2:1 | ||||
| 7. Jornada | 18.09.2021 | Cowdenbeath FC | - | Forfar Athletic | 1:1 | ||||
| 11. Jornada | 30.10.2021 | Annan Athletic | - | Cowdenbeath FC | 1:0 | ||||
| 12. Jornada | 06.11.2021 | Cowdenbeath FC | - | Kelty Hearts | 0:1 | ||||
| 13. Jornada | 13.11.2021 | Elgin City | - | Cowdenbeath FC | 1:0 |
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