| 22. Round | 22/01/2022 | Cowdenbeath FC | - | Stranraer FC | 0:1 | ||||
| 23. Round | 29/01/2022 | Albion Rovers | - | Cowdenbeath FC | 0:1 | ||||
| 26. Round | 19/02/2022 | Cowdenbeath FC | - | Elgin City | 2:0 | ||||
| 19. Round | 22/02/2022 | Kelty Hearts | - | Cowdenbeath FC | 1:0 | ||||
| 27. Round | 25/02/2022 | Edinburgh City FC | - | Cowdenbeath FC | 1:0 | ||||
| 28. Round | 05/03/2022 | Cowdenbeath FC | - | Kelty Hearts | 0:1 | ||||
| 24. Round | 08/03/2022 | Stirling Albion FC | - | Cowdenbeath FC | 2:1 | ||||
| 30. Round | 19/03/2022 | Cowdenbeath FC | - | Stenhousemuir FC | 1:1 | ||||
| 34. Round | 16/04/2022 | Cowdenbeath FC | - | Edinburgh City FC | 0:0 | ||||
| 35. Round | 23/04/2022 | Elgin City | - | Cowdenbeath FC | 1:4 |
England