1. Round | 05/08/2023 | Queen Of The South | - | Alloa Athletic | 3:4 | ||||
2. Round | 12/08/2023 | Edinburgh City | - | Queen Of The South | 1:2 | ||||
3. Round | 19/08/2023 | Queen Of The South | - | Annan Athletic | 3:1 | ||||
8. Round | 30/09/2023 | Kelty Hearts | - | Queen Of The South | 3:1 | ||||
9. Round | 07/10/2023 | Queen Of The South | - | Stirling Albion FC | 0:1 | ||||
10. Round | 21/10/2023 | Annan Athletic | - | Queen Of The South | 0:1 | ||||
11. Round | 28/10/2023 | Queen Of The South | - | Cove Rangers | 0:1 | ||||
13. Round | 11/11/2023 | Alloa Athletic | - | Queen Of The South | 1:0 | ||||
16. Round | 09/12/2023 | Montrose FC | - | Queen Of The South | 1:4 | ||||
17. Round | 16/12/2023 | Queen Of The South | - | Edinburgh City | 3:1 | ||||
18. Round | 23/12/2023 | Stirling Albion FC | - | Queen Of The South | 1:1 | ||||
19. Round | 30/12/2023 | Queen Of The South | - | Annan Athletic | 2:1 |