| League One | 16.09.23 | Annan Athletic | - | Stirling Albion FC | 3:0 | ||||
| League One | 04.11.23 | Annan Athletic | - | Kelty Hearts | 2:2 | ||||
| League One | 09.12.23 | Annan Athletic | - | Cove Rangers | 1:3 | ||||
| League Two | 13.04.24 | Dumbarton FC | - | Clyde FC | 1:0 | ||||
| Playoffs | 07.05.24 | Dumbarton FC | - | Stirling Albion FC | 2:1 |
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