9. Round | 01/10/2022 | Bonnyrigg Rose Athletic | - | Stenhousemuir FC | 2:4 | ||||
10. Round | 08/10/2022 | Stenhousemuir FC | - | Annan Athletic | 2:2 | ||||
11. Round | 15/10/2022 | Stenhousemuir FC | - | Stirling Albion FC | 1:3 | ||||
12. Round | 29/10/2022 | Albion Rovers | - | Stenhousemuir FC | 2:2 | ||||
13. Round | 05/11/2022 | Stenhousemuir FC | - | East Fife FC | 2:2 | ||||
14. Round | 12/11/2022 | Stranraer FC | - | Stenhousemuir FC | 3:2 | ||||
15. Round | 19/11/2022 | Stenhousemuir FC | - | Bonnyrigg Rose Athletic | 1:1 | ||||
16. Round | 03/12/2022 | Elgin City | - | Stenhousemuir FC | 2:1 | ||||
18. Round | 10/12/2022 | Stenhousemuir FC | - | Forfar Athletic | 1:2 | ||||
19. Round | 31/12/2022 | Stirling Albion FC | - | Stenhousemuir FC | 3:1 |