| 27. Round | 28/02/2009 | Inverness CT | - | Motherwell FC | 1:2 | ||||
| 28. Round | 04/03/2009 | Heart of Midlothian | - | Motherwell FC | 2:1 | ||||
| 29. Round | 14/03/2009 | Motherwell FC | - | Dundee United | 2:1 | ||||
| 30. Round | 21/03/2009 | Kilmarnock FC | - | Motherwell FC | 0:0 | ||||
| 31. Round | 04/04/2009 | Motherwell FC | - | Aberdeen FC | 1:1 | ||||
| 32. Round | 11/04/2009 | Rangers FC | - | Motherwell FC | 3:1 | ||||
| 33. Round | 18/04/2009 | Motherwell FC | - | St. Mirren FC | 0:2 |
Scotland
Northern Ireland 