| 9. Round | 02/10/2021 | Elgin City | - | Stirling Albion FC | 0:2 | ||||
| 10. Round | 16/10/2021 | Albion Rovers | - | Elgin City | 2:0 | ||||
| 12. Round | 06/11/2021 | Forfar Athletic | - | Elgin City | 2:1 | ||||
| 13. Round | 13/11/2021 | Elgin City | - | Cowdenbeath FC | 1:0 | ||||
| 14. Round | 20/11/2021 | Stranraer FC | - | Elgin City | 1:0 | ||||
| 11. Round | 23/11/2021 | Elgin City | - | Edinburgh City FC | 1:1 |  |
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| 16. Round | 11/12/2021 | Annan Athletic | - | Elgin City | 4:1 | ||||
| 17. Round | 18/12/2021 | Elgin City | - | Stenhousemuir FC | 2:2 |
Scotland