| League Cup | 21.07.18 | Greenock Morton FC | - | Stenhousemuir FC | 2:0 | ||||
| Playoffs | 07.05.19 | Annan Athletic | - | Stenhousemuir FC | 2:0 |  |
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| Playoffs | 11.05.19 | Stenhousemuir FC | - | Annan Athletic | 1:2 | ||||
| Playoffs | 06.05.25 | Stenhousemuir FC | - | Airdrieonians FC | 1:3 | |
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| Playoffs | 10.05.25 | Airdrieonians FC | - | Stenhousemuir FC | 2:1 | |
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