| 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 | ||||
| 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 | ||||
| 11. Round | 09/11/2021 | Stenhousemuir FC | - | Albion Rovers | 3:1 | ||||
| 14. Round | 20/11/2021 | Kelty Hearts | - | Stenhousemuir FC | 2:0 | ||||
| 15. Round | 04/12/2021 | Stenhousemuir FC | - | Stranraer FC | 1:4 | ||||
| 16. Round | 11/12/2021 | Stenhousemuir FC | - | Edinburgh City FC | 2:2 | ||||
| 17. Round | 18/12/2021 | Elgin City | - | Stenhousemuir FC | 2:2 | ||||
| 21. Round | 15/01/2022 | Stenhousemuir FC | - | Cowdenbeath FC | 0:2 |  |
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| 26. Round | 19/02/2022 | Stranraer FC | - | Stenhousemuir FC | 1:1 | ||||
| 30. Round | 19/03/2022 | Cowdenbeath FC | - | Stenhousemuir FC | 1:1 | ||||
| 31. Round | 26/03/2022 | Kelty Hearts | - | Stenhousemuir FC | 1:0 | ||||
| 32. Round | 02/04/2022 | Stenhousemuir FC | - | Annan Athletic | 0:1 | ||||
| 33. Round | 09/04/2022 | Elgin City | - | Stenhousemuir FC | 0:2 |
Scotland