| 22. Round | 23/01/2019 | Hamilton Academical | - | Aberdeen FC | 0:3 | ||||
| 24. Round | 02/02/2019 | Hamilton Academical | - | Dundee FC | 1:1 | ||||
| 25. Round | 06/02/2019 | Hamilton Academical | - | St. Johnstone FC | 2:1 | ||||
| 26. Round | 16/02/2019 | Hibernian FC | - | Hamilton Academical | 2:0 | ||||
| 32. Round | 03/04/2019 | Livingston FC | - | Hamilton Academical | 2:0 | ||||
| 33. Round | 06/04/2019 | Hamilton Academical | - | St. Mirren FC | 1:1 |  |
England
