1. Round | 31/07/2021 | Stenhousemuir FC | - | Stirling Albion FC | 0:1 | ||||
3. Round | 13/08/2021 | Edinburgh City FC | - | Stenhousemuir FC | 1:0 | ||||
6. Round | 11/09/2021 | Annan Athletic | - | Stenhousemuir FC | 1:2 | ||||
7. Round | 18/09/2021 | Stranraer FC | - | Stenhousemuir FC | 2:0 | ||||
8. Round | 25/09/2021 | Stenhousemuir FC | - | Elgin City | 1:2 | ||||
9. Round | 02/10/2021 | Stenhousemuir FC | - | Forfar Athletic | 1:1 | ||||
10. Round | 16/10/2021 | Cowdenbeath FC | - | Stenhousemuir FC | 0:2 | ||||
11. Round | 09/11/2021 | Stenhousemuir FC | - | Albion Rovers | 3:1 | ||||
13. Round | 13/11/2021 | Stenhousemuir FC | - | Annan Athletic | 2:0 | ||||
17. Round | 18/12/2021 | Elgin City | - | Stenhousemuir FC | 2:2 | ||||
21. Round | 15/01/2022 | Stenhousemuir FC | - | Cowdenbeath FC | 0:2 |