 |
 |
| League Cup | 10.07.2021 | Cowdenbeath FC | - | Raith Rovers | 0:1 | 778 |
| League Cup | 17.07.2021 | Cowdenbeath FC | - | Brechin City FC | 3:2 | 245 |
| League Two | 07.08.2021 | Cowdenbeath FC | - | Elgin City | 3:1 | 307 |
| League Two | 28.08.2021 | Cowdenbeath FC | - | Annan Athletic | 1:3 | ??? |
| League Two | 31.08.2021 | Cowdenbeath FC | - | Stranraer FC | 1:2 | ??? |
| League Two | 18.09.2021 | Cowdenbeath FC | - | Forfar Athletic | 1:1 | 323 |
| League Two | 16.10.2021 | Cowdenbeath FC | - | Stenhousemuir FC | 0:2 | 293 |
| League Two | 06.11.2021 | Cowdenbeath FC | - | Kelty Hearts | 0:1 | 727 |
| League Two | 04.12.2021 | Cowdenbeath FC | - | Stirling Albion FC | 1:0 | 313 |
| League Two | 18.12.2021 | Cowdenbeath FC | - | Albion Rovers | 0:0 | 266 |
| League Two | 22.12.2021 | Cowdenbeath FC | - | Edinburgh City FC | 1:2 | 221 |
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