| 19. Round | 06/01/2024 | Elgin City | - | Stranraer FC | 2:1 | ||||
| 20. Round | 13/01/2024 | Forfar Athletic | - | Elgin City | 2:1 | ||||
| 22. Round | 27/01/2024 | Elgin City | - | Dumbarton FC | 0:1 | ||||
| 14. Round | 30/01/2024 | Elgin City | - | Clyde FC | 2:1 |  |
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| 23. Round | 03/02/2024 | Elgin City | - | East Fife FC | 1:0 | ||||
| 21. Round | 06/02/2024 | Bonnyrigg Rose Athletic | - | Elgin City | 2:0 | ||||
| 24. Round | 10/02/2024 | The Spartans FC | - | Elgin City | 1:2 | ||||
| 25. Round | 17/02/2024 | Elgin City | - | Stenhousemuir FC | 2:2 | ||||
| 26. Round | 24/02/2024 | Peterhead FC | - | Elgin City | 1:1 | |
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| 27. Round | 02/03/2024 | Clyde FC | - | Elgin City | 2:1 | ||||
| 28. Round | 09/03/2024 | Elgin City | - | Bonnyrigg Rose Athletic | 1:0 | ||||
| 29. Round | 16/03/2024 | Stranraer FC | - | Elgin City | 1:2 | ||||
| 33. Round | 13/04/2024 | Stenhousemuir FC | - | Elgin City | 1:1 |  |
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| 34. Round | 20/04/2024 | Elgin City | - | Peterhead FC | 1:1 | ||||
| 35. Round | 27/04/2024 | Dumbarton FC | - | Elgin City | 2:2 | ||||
| 36. Round | 04/05/2024 | Elgin City | - | Clyde FC | 0:3 |
England