| 23. Round | 28/01/2023 | Greenock Morton FC | - | Arbroath FC | 1:2 |  |
|||
| 18. Round | 11/02/2023 | Greenock Morton FC | - | Queen's Park FC | 3:2 | |
|||
| 25. Round | 17/02/2023 | Greenock Morton FC | - | Dundee FC | 1:0 | ||||
| 26. Round | 25/02/2023 | Greenock Morton FC | - | Cove Rangers | 2:1 | ||||
| 27. Round | 04/03/2023 | Queen's Park FC | - | Greenock Morton FC | 2:2 | |
|||
| 20. Round | 07/03/2023 | Greenock Morton FC | - | Ayr United | 1:3 |  |
|||
| 28. Round | 11/03/2023 | Greenock Morton FC | - | Partick Thistle | 0:0 | ||||
| 29. Round | 17/03/2023 | Arbroath FC | - | Greenock Morton FC | 1:1 | |
|||
| 31. Round | 01/04/2023 | Greenock Morton FC | - | Inverness CT | 1:2 | ||||
| 32. Round | 08/04/2023 | Ayr United | - | Greenock Morton FC | 1:1 |  |
|||
| 33. Round | 15/04/2023 | Dundee FC | - | Greenock Morton FC | 3:3 | |
|||
| 34. Round | 22/04/2023 | Greenock Morton FC | - | Raith Rovers | 1:0 | |
|||
| 35. Round | 29/04/2023 | Greenock Morton FC | - | Queen's Park FC | 2:1 |
England