4. Round | 26/08/2023 | Elgin City | - | East Fife FC | 1:1 | ||||
5. Round | 02/09/2023 | Bonnyrigg Rose Athletic | - | Elgin City | 5:1 | ||||
6. Round | 16/09/2023 | Elgin City | - | Dumbarton FC | 2:0 | ||||
7. Round | 23/09/2023 | Clyde FC | - | Elgin City | 2:1 | ||||
8. Round | 30/09/2023 | Peterhead FC | - | Elgin City | 6:0 | ||||
9. Round | 24/10/2023 | Elgin City | - | Stenhousemuir FC | 1:1 | ||||
11. Round | 04/11/2023 | Stranraer FC | - | Elgin City | 3:1 | ||||
15. Round | 09/12/2023 | East Fife FC | - | Elgin City | 4:0 | ||||
16. Round | 16/12/2023 | Elgin City | - | The Spartans FC | 0:4 | ||||
17. Round | 23/12/2023 | Stenhousemuir FC | - | Elgin City | 2:0 | ||||
18. Round | 30/12/2023 | Elgin City | - | Peterhead FC | 2:1 | ||||
19. Round | 06/01/2024 | Elgin City | - | Stranraer FC | 2:1 | ||||
20. Round | 13/01/2024 | Forfar Athletic | - | Elgin City | 2:1 |