| 3. Ronde | 19.08.2023 | The Spartans FC | - | Elgin City | 2:1 | ||||
| 4. Ronde | 26.08.2023 | Elgin City | - | East Fife FC | 1:1 | ||||
| 9. Ronde | 24.10.2023 | Elgin City | - | Stenhousemuir FC | 1:1 | ||||
| 12. Ronde | 11.11.2023 | Elgin City | - | Bonnyrigg Rose Athletic | 2:0 |  |
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| 13. Ronde | 18.11.2023 | Dumbarton FC | - | Elgin City | 1:0 | ||||
| 10. Ronde | 21.11.2023 | Elgin City | - | Forfar Athletic | 1:0 | ||||
| 15. Ronde | 09.12.2023 | East Fife FC | - | Elgin City | 4:0 | ||||
| 16. Ronde | 16.12.2023 | Elgin City | - | The Spartans FC | 0:4 | ||||
| 17. Ronde | 23.12.2023 | Stenhousemuir FC | - | Elgin City | 2:0 | ||||
| 18. Ronde | 30.12.2023 | Elgin City | - | Peterhead FC | 2:1 | |
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| 19. Ronde | 06.01.2024 | Elgin City | - | Stranraer FC | 2:1 | ||||
| 20. Ronde | 13.01.2024 | Forfar Athletic | - | Elgin City | 2:1 | ||||
| 22. Ronde | 27.01.2024 | Elgin City | - | Dumbarton FC | 0:1 | ||||
| 14. Ronde | 30.01.2024 | Elgin City | - | Clyde FC | 2:1 | ||||
| 23. Ronde | 03.02.2024 | Elgin City | - | East Fife FC | 1:0 |
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