13. Round | 06/11/1999 | Rangers FC | - | Celtic FC | 4:2 | ||||
16. Round | 27/11/1999 | Rangers FC | - | Dundee FC | 1:2 | ||||
18. Round | 10/12/1999 | Rangers FC | - | Kilmarnock FC | 1:0 | ||||
19. Round | 17/12/1999 | Motherwell FC | - | Rangers FC | 1:5 | ||||
11. Round | 21/12/1999 | Rangers FC | - | Heart of Midlothian | 1:0 | ||||
17. Round | 14/02/2000 | St. Johnstone FC | - | Rangers FC | 1:1 | ||||
35. Round | 12/05/2000 | Rangers FC | - | Heart of Midlothian | 1:0 |