1. Round | 05/08/2023 | Stirling Albion FC | - | Edinburgh City | 1:0 | ||||
2. Round | 12/08/2023 | Edinburgh City | - | Queen Of The South | 1:2 | ||||
3. Round | 19/08/2023 | Edinburgh City | - | Hamilton Academical | 0:3 | ||||
13. Round | 11/11/2023 | Falkirk FC | - | Edinburgh City | 2:1 | ||||
14. Round | 18/11/2023 | Edinburgh City | - | Alloa Athletic | 3:0 | ||||
16. Round | 09/12/2023 | Edinburgh City | - | Stirling Albion FC | 1:3 | ||||
17. Round | 16/12/2023 | Queen Of The South | - | Edinburgh City | 3:1 | ||||
18. Round | 23/12/2023 | Cove Rangers | - | Edinburgh City | 7:2 | ||||
19. Round | 30/12/2023 | Edinburgh City | - | Hamilton Academical | 2:5 |