| 1. Ronde | 05.08.2023 | Stirling Albion FC | - | Edinburgh City | 1:0 | ||||
| 2. Ronde | 12.08.2023 | Edinburgh City | - | Queen Of The South | 1:2 | ||||
| 3. Ronde | 19.08.2023 | Edinburgh City | - | Hamilton Academical | 0:3 | ||||
| 4. Ronde | 26.08.2023 | Annan Athletic | - | Edinburgh City | 3:2 | ||||
| 5. Ronde | 02.09.2023 | Edinburgh City | - | Falkirk FC | 0:2 |  |
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| 6. Ronde | 16.09.2023 | Montrose FC | - | Edinburgh City | 5:2 | ||||
| 9. Ronde | 07.10.2023 | Edinburgh City | - | Kelty Hearts | 1:4 | ||||
| 10. Ronde | 21.10.2023 | Hamilton Academical | - | Edinburgh City | 1:1 | ||||
| 11. Ronde | 28.10.2023 | Edinburgh City | - | Annan Athletic | 3:2 | ||||
| 13. Ronde | 11.11.2023 | Falkirk FC | - | Edinburgh City | 2:1 | ||||
| 14. Ronde | 18.11.2023 | Edinburgh City | - | Alloa Athletic | 3:0 | |
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