1. Round | 05/08/2023 | Hamilton Academical | - | Cove Rangers | 1:0 | ||||
2. Round | 12/08/2023 | Kelty Hearts | - | Hamilton Academical | 0:2 | ||||
3. Round | 19/08/2023 | Edinburgh City | - | Hamilton Academical | 0:3 | ||||
4. Round | 26/08/2023 | Hamilton Academical | - | Montrose FC | 1:0 | ||||
5. Round | 02/09/2023 | Stirling Albion FC | - | Hamilton Academical | 2:2 | ||||
14. Round | 28/11/2023 | Annan Athletic | - | Hamilton Academical | 1:2 | ||||
15. Round | 02/12/2023 | Hamilton Academical | - | Queen Of The South | 5:0 | ||||
16. Round | 09/12/2023 | Alloa Athletic | - | Hamilton Academical | 0:0 |