| 22. Round | 27/01/2024 | Forfar Athletic | - | Bonnyrigg Rose Athletic | 0:0 | ||||
| 23. Round | 03/02/2024 | Bonnyrigg Rose Athletic | - | Stranraer FC | 0:0 | ||||
| 21. Round | 06/02/2024 | Bonnyrigg Rose Athletic | - | Elgin City | 2:0 | ||||
| 25. Round | 17/02/2024 | Bonnyrigg Rose Athletic | - | East Fife FC | 0:2 | ||||
| 24. Round | 20/02/2024 | Peterhead FC | - | Bonnyrigg Rose Athletic | 0:0 | ||||
| 26. Round | 24/02/2024 | The Spartans FC | - | Bonnyrigg Rose Athletic | 2:1 |  |
|||
| 27. Round | 02/03/2024 | Bonnyrigg Rose Athletic | - | Stenhousemuir FC | 0:1 | ||||
| 18. Round | 05/03/2024 | Bonnyrigg Rose Athletic | - | The Spartans FC | 2:2 |  |
|||
| 29. Round | 16/03/2024 | Bonnyrigg Rose Athletic | - | Clyde FC | 1:2 | ||||
| 30. Round | 23/03/2024 | Dumbarton FC | - | Bonnyrigg Rose Athletic | 2:0 |
Scotland