| 22. Round | 27/01/2024 | Elgin City | - | Dumbarton FC | 0:1 | ||||
| 23. Round | 03/02/2024 | Stenhousemuir FC | - | Dumbarton FC | 1:0 | ||||
| 24. Round | 10/02/2024 | Dumbarton FC | - | Forfar Athletic | 2:2 | ||||
| 21. Round | 13/02/2024 | Dumbarton FC | - | The Spartans FC | 0:0 | ||||
| 25. Round | 17/02/2024 | Clyde FC | - | Dumbarton FC | 2:0 |  |
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| 26. Round | 24/02/2024 | Dumbarton FC | - | Stranraer FC | 2:1 | ||||
| 27. Round | 02/03/2024 | Dumbarton FC | - | Peterhead FC | 1:0 | ||||
| 18. Round | 05/03/2024 | Stranraer FC | - | Dumbarton FC | 5:0 | ||||
| 28. Round | 09/03/2024 | East Fife FC | - | Dumbarton FC | 3:2 | ||||
| 29. Round | 16/03/2024 | The Spartans FC | - | Dumbarton FC | 2:6 |  |
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| 30. Round | 23/03/2024 | Dumbarton FC | - | Bonnyrigg Rose Athletic | 2:0 | ||||
| 31. Round | 30/03/2024 | Dumbarton FC | - | Stenhousemuir FC | 0:0 | ||||
| 32. Round | 06/04/2024 | Forfar Athletic | - | Dumbarton FC | 0:2 | ||||
| 33. Round | 13/04/2024 | Dumbarton FC | - | Clyde FC | 1:0 | ||||
| 34. Round | 20/04/2024 | Stranraer FC | - | Dumbarton FC | 0:0 | ||||
| 35. Round | 27/04/2024 | Dumbarton FC | - | Elgin City | 2:2 | ||||
| 36. Round | 04/05/2024 | Peterhead FC | - | Dumbarton FC | 2:1 | |
Scotland