| 1. Round | 30/07/2022 | Elgin City | - | East Fife FC | 1:3 | ||||
| 5. Round | 27/08/2022 | Dumbarton FC | - | Elgin City | 2:1 | ||||
| 6. Round | 03/09/2022 | Elgin City | - | Bonnyrigg Rose Athletic | 2:0 | ||||
| 8. Round | 17/09/2022 | Stenhousemuir FC | - | Elgin City | 3:3 | ||||
| 9. Round | 01/10/2022 | Elgin City | - | Annan Athletic | 5:1 | ||||
| 10. Round | 08/10/2022 | Stranraer FC | - | Elgin City | 2:3 |  |
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| 7. Round | 11/10/2022 | Elgin City | - | Albion Rovers | 1:0 | ||||
| 11. Round | 15/10/2022 | Elgin City | - | Forfar Athletic | 0:1 | ||||
| 12. Round | 29/10/2022 | East Fife FC | - | Elgin City | 2:1 | ||||
| 13. Round | 05/11/2022 | Bonnyrigg Rose Athletic | - | Elgin City | 2:3 | ||||
| 30. Round | 24/03/2023 | East Fife FC | - | Elgin City | 2:0 | ||||
| 31. Round | 01/04/2023 | Elgin City | - | Stirling Albion FC | 0:3 | ||||
| 24. Round | 04/04/2023 | Stirling Albion FC | - | Elgin City | 1:0 | ||||
| 32. Round | 08/04/2023 | Albion Rovers | - | Elgin City | 3:0 | ||||
| 36. Round | 06/05/2023 | Bonnyrigg Rose Athletic | - | Elgin City | 3:0 |
Scotland