21. Round | 13/01/2024 | Kelty Hearts | - | Annan Athletic | 1:1 | ||||
24. Round | 10/02/2024 | Hamilton Academical | - | Annan Athletic | 2:3 | ||||
32. Round | 06/04/2024 | Annan Athletic | - | Hamilton Academical | 1:3 |
21. Round | 13/01/2024 | Kelty Hearts | - | Annan Athletic | 1:1 | ||||
24. Round | 10/02/2024 | Hamilton Academical | - | Annan Athletic | 2:3 | ||||
32. Round | 06/04/2024 | Annan Athletic | - | Hamilton Academical | 1:3 |