1. Round | 05/08/2018 | Hibernian FC | - | Motherwell FC | 3:0 | ||||
2. Round | 11/08/2018 | Motherwell FC | - | Hamilton Academical | 0:1 | ||||
3. Round | 26/08/2018 | Motherwell FC | - | Rangers FC | 3:3 | ||||
4. Round | 01/09/2018 | Dundee FC | - | Motherwell FC | 1:3 | ||||
5. Round | 15/09/2018 | Motherwell FC | - | Heart of Midlothian | 0:1 | ||||
6. Round | 22/09/2018 | Aberdeen FC | - | Motherwell FC | 1:0 | ||||
7. Round | 29/09/2018 | Kilmarnock FC | - | Motherwell FC | 3:1 | ||||
8. Round | 06/10/2018 | Motherwell FC | - | Livingston FC | 1:1 | ||||
9. Round | 20/10/2018 | Motherwell FC | - | St. Johnstone FC | 0:1 | ||||
11. Round | 31/10/2018 | St. Mirren FC | - | Motherwell FC | 0:2 | ||||
12. Round | 03/11/2018 | Motherwell FC | - | Dundee FC | 1:0 | ||||
13. Round | 11/11/2018 | Rangers FC | - | Motherwell FC | 7:1 | ||||
31. Round | 30/03/2019 | Motherwell FC | - | St. Johnstone FC | 3:0 | ||||
32. Round | 03/04/2019 | Aberdeen FC | - | Motherwell FC | 3:1 | ||||
33. Round | 07/04/2019 | Motherwell FC | - | Rangers FC | 0:3 |