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| 15.07.2023 | 16:00 | Kelty Hearts | - | Greenock Morton FC | 1:3 (1:0) | |
| 16:00 | Stranraer FC | - | Ross County FC | 1:5 (0:2) | ||
| 18.07.2023 | 20:45 | Greenock Morton FC | - | Stranraer FC | 3:0 (1:0) | |
| 19.07.2023 | 20:45 | Edinburgh City | - | Kelty Hearts | 3:5 (3:3) | |
| 22.07.2023 | 16:00 | Ross County FC | - | Greenock Morton FC | 2:1 (0:1) | |
| 16:00 | Stranraer FC | - | Edinburgh City | 2:1 (1:0) | ||
| 25.07.2023 | 20:45 | Kelty Hearts | - | Stranraer FC | 2:0 (1:0) | |
| 26.07.2023 | 20:45 | Edinburgh City | - | Ross County FC | 1:3 (0:1) | |
| 29.07.2023 | 16:00 | Greenock Morton FC | - | Edinburgh City | 4:1 (1:0) | |
| 16:00 | Ross County FC | - | Kelty Hearts | 3:4 (2:1, 3:3) i.E. |
