1. Jornada | 31.07.1999 | Hibernian FC | - | Motherwell FC | 2:2 | ||||
2. Jornada | 07.08.1999 | Motherwell FC | - | Dundee United | 2:2 | ||||
3. Jornada | 15.08.1999 | Rangers FC | - | Motherwell FC | 4:1 | ||||
6. Jornada | 11.09.1999 | St. Johnstone FC | - | Motherwell FC | 1:1 | ||||
10. Jornada | 16.10.1999 | Motherwell FC | - | Hibernian FC | 2:2 | ||||
8. Jornada | 20.10.1999 | Motherwell FC | - | Aberdeen FC | 5:6 |