1. Round | 31/07/2021 | Elgin City | - | Stranraer FC | 1:1 | ||||
2. Round | 07/08/2021 | Cowdenbeath FC | - | Elgin City | 3:1 | ||||
3. Round | 14/08/2021 | Elgin City | - | Albion Rovers | 3:0 | ||||
4. Round | 21/08/2021 | Elgin City | - | Forfar Athletic | 1:1 | ||||
5. Round | 27/08/2021 | Edinburgh City FC | - | Elgin City | 2:0 | ||||
6. Round | 11/09/2021 | Kelty Hearts | - | Elgin City | 1:1 | ||||
7. Round | 18/09/2021 | Elgin City | - | Annan Athletic | 0:2 |