1. Round | 15/08/2009 | St. Johnstone FC | - | Motherwell FC | 2:2 | ||||
2. Round | 22/08/2009 | Motherwell FC | - | Kilmarnock FC | 3:1 | ||||
9. Round | 24/10/2009 | St. Mirren FC | - | Motherwell FC | 3:3 | ||||
10. Round | 31/10/2009 | Motherwell FC | - | Heart of Midlothian | 1:0 | ||||
16. Round | 19/12/2009 | Rangers FC | - | Motherwell FC | 6:1 |