1. Ronde | 31.07.1999 | Rangers FC | - | Kilmarnock FC | 2:1 | ||||
2. Ronde | 07.08.1999 | Heart of Midlothian | - | Rangers FC | 0:4 | ||||
6. Ronde | 11.09.1999 | Rangers FC | - | Aberdeen FC | 3:0 | ||||
9. Ronde | 02.10.1999 | Dundee FC | - | Rangers FC | 2:3 | ||||
12. Ronde | 30.10.1999 | Aberdeen FC | - | Rangers FC | 1:5 | ||||
13. Ronde | 07.11.1999 | Rangers FC | - | Celtic FC | 4:2 | ||||
14. Ronde | 20.11.1999 | Rangers FC | - | Hibernian FC | 2:0 | ||||
20. Ronde | 27.12.1999 | Celtic FC | - | Rangers FC | 1:1 |