| 20. Round | 06/01/2024 | Alloa Athletic | - | Edinburgh City | 3:1 | ||||
| 21. Round | 13/01/2024 | Edinburgh City | - | Falkirk FC | 2:2 |  |
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| 22. Round | 27/01/2024 | Annan Athletic | - | Edinburgh City | 3:0 | ||||
| 23. Round | 03/02/2024 | Edinburgh City | - | Kelty Hearts | 0:3 | ||||
| 24. Round | 10/02/2024 | Montrose FC | - | Edinburgh City | 3:0 | ||||
| 15. Round | 13/02/2024 | Kelty Hearts | - | Edinburgh City | 3:2 |  |
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| 25. Round | 17/02/2024 | Edinburgh City | - | Queen Of The South | 1:1 | ||||
| 26. Round | 24/02/2024 | Stirling Albion FC | - | Edinburgh City | 4:0 | ||||
| 27. Round | 02/03/2024 | Edinburgh City | - | Cove Rangers | 0:2 | ||||
| 28. Round | 09/03/2024 | Hamilton Academical | - | Edinburgh City | 1:0 | |
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| 30. Round | 23/03/2024 | Falkirk FC | - | Edinburgh City | 4:1 | ||||
| 31. Round | 30/03/2024 | Kelty Hearts | - | Edinburgh City | 3:1 | ||||
| 33. Round | 13/04/2024 | Queen Of The South | - | Edinburgh City | 2:0 | ||||
| 32. Round | 16/04/2024 | Edinburgh City | - | Montrose FC | 1:0 | |
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| 36. Round | 04/05/2024 | Cove Rangers | - | Edinburgh City | 3:1 | |
Scotland