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| H | Annan Athletic | - | Dumbarton FC | 6:0 (3:0) | ||
| R | Dumbarton FC | - | Annan Athletic | 0:0 (0:0) | ||
| H: 09.05.2023 20:45 | R: 13.05.2023 16:00 | Sieger: Annan Athletic | ||||
| H | East Fife FC | - | Clyde FC | 0:1 (0:0) | ||
| R | Clyde FC | - | East Fife FC | 1:1 (0:1, 0:1) n.V. | ||
| H: 09.05.2023 21:00 | R: 12.05.2023 20:45 | Sieger: Clyde FC | ||||
