1. Round | 31/07/2021 | Stenhousemuir FC | - | Stirling Albion FC | 0:1 | ||||
2. Round | 07/08/2021 | Albion Rovers | - | Stenhousemuir FC | 2:2 | ||||
3. Round | 13/08/2021 | Edinburgh City FC | - | Stenhousemuir FC | 1:0 | ||||
4. Round | 21/08/2021 | Stenhousemuir FC | - | Cowdenbeath FC | 1:1 | ||||
5. Round | 28/08/2021 | Stenhousemuir FC | - | Kelty Hearts | 1:4 | ||||
20. Round | 08/01/2022 | Albion Rovers | - | Stenhousemuir FC | 1:2 | ||||
21. Round | 15/01/2022 | Stenhousemuir FC | - | Cowdenbeath FC | 0:2 |