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| 15.07.2023 | 16:00 | Stenhousemuir FC | - | St. Johnstone FC | 1:0 (0:0) | |
| 16:00 | Stirling Albion FC | - | Ayr United | 3:4 (1:0, 1:1) i.E. | ||
| 18.07.2023 | 20:45 | Alloa Athletic | - | Stirling Albion FC | 1:2 (0:0) | |
| 20:45 | Ayr United | - | Stenhousemuir FC | 1:0 (1:0) | ||
| 22.07.2023 | 16:00 | Alloa Athletic | - | St. Johnstone FC | 0:4 (0:2) | |
| 16:00 | Stirling Albion FC | - | Stenhousemuir FC | 2:1 (2:1) | ||
| 25.07.2023 | 20:45 | St. Johnstone FC | - | Ayr United | 1:2 (1:1) | |
| 20:45 | Stenhousemuir FC | - | Alloa Athletic | 1:3 (1:1) | ||
| 29.07.2023 | 16:00 | Ayr United | - | Alloa Athletic | 6:0 (3:0) | |
| 16:00 | St. Johnstone FC | - | Stirling Albion FC | 0:4 (0:2) |
