| League One | 28.10.23 | Edinburgh City | - | Annan Athletic | 3:2 | ||||
| League One | 23.12.23 | Annan Athletic | - | Falkirk FC | 0:3 | ||||
| League Two | 16.03.24 | The Spartans FC | - | Dumbarton FC | 2:6 |  |
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| League Two | 20.04.24 | Stranraer FC | - | Dumbarton FC | 0:0 | ||||
| Playoffs | 14.05.24 | Dumbarton FC | - | The Spartans FC | 2:1 | ||||
| League Two | 01.02.25 | Edinburgh City | - | Stirling Albion FC | 4:3 | |
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