| 23. Round | 04/02/2023 | Stenhousemuir FC | - | Dumbarton FC | 1:1 | ||||
| 24. Round | 11/02/2023 | Dumbarton FC | - | Annan Athletic | 2:1 | ||||
| 25. Round | 18/02/2023 | East Fife FC | - | Dumbarton FC | 2:0 | ||||
| 26. Round | 25/02/2023 | Dumbarton FC | - | Elgin City | 1:2 | ||||
| 17. Round | 28/02/2023 | Dumbarton FC | - | Stenhousemuir FC | 1:0 | ||||
| 27. Round | 04/03/2023 | Stranraer FC | - | Dumbarton FC | 0:2 | ||||
| 29. Round | 18/03/2023 | Dumbarton FC | - | Albion Rovers | 1:5 |  |
|||
| 30. Round | 25/03/2023 | Stirling Albion FC | - | Dumbarton FC | 2:2 | ||||
| 28. Round | 29/03/2023 | Dumbarton FC | - | Forfar Athletic | 0:1 | |
|||
| 31. Round | 01/04/2023 | Dumbarton FC | - | Stenhousemuir FC | 1:2 | |
|||
| 32. Round | 08/04/2023 | Annan Athletic | - | Dumbarton FC | 3:1 | ||||
| 33. Round | 15/04/2023 | Bonnyrigg Rose Athletic | - | Dumbarton FC | 0:2 | ||||
| 20. Round | 18/04/2023 | Dumbarton FC | - | Stirling Albion FC | 0:0 | |
|||
| 34. Round | 22/04/2023 | Dumbarton FC | - | East Fife FC | 1:0 | ||||
| 35. Round | 29/04/2023 | Elgin City | - | Dumbarton FC | 1:0 | ||||
| 36. Round | 06/05/2023 | Dumbarton FC | - | Stranraer FC | 1:1 | |
Scotland