| 1. Jornada | 05.08.2023 | Elgin City | - | Stranraer FC | 0:1 |  |
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| 2. Jornada | 12.08.2023 | Stranraer FC | - | East Fife FC | 1:1 | ||||
| 3. Jornada | 19.08.2023 | Bonnyrigg Rose Athletic | - | Stranraer FC | 1:1 | ||||
| 4. Jornada | 26.08.2023 | Stranraer FC | - | Clyde FC | 1:0 | ||||
| 5. Jornada | 02.09.2023 | Stranraer FC | - | Peterhead FC | 2:1 | ||||
| 6. Jornada | 16.09.2023 | Stenhousemuir FC | - | Stranraer FC | 5:0 | ||||
| 7. Jornada | 23.09.2023 | Stranraer FC | - | Forfar Athletic | 0:2 | ||||
| 8. Jornada | 30.09.2023 | Dumbarton FC | - | Stranraer FC | 3:1 | |
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| 10. Jornada | 21.10.2023 | East Fife FC | - | Stranraer FC | 4:0 | ||||
| 11. Jornada | 04.11.2023 | Stranraer FC | - | Elgin City | 3:1 | |
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| 13. Jornada | 18.11.2023 | Stranraer FC | - | Stenhousemuir FC | 0:3 | ||||
| 14. Jornada | 02.12.2023 | Forfar Athletic | - | Stranraer FC | 1:1 | ||||
| 15. Jornada | 09.12.2023 | Clyde FC | - | Stranraer FC | 2:2 | |
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| 16. Jornada | 16.12.2023 | Stranraer FC | - | Bonnyrigg Rose Athletic | 3:1 |
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