18. Round | 10/12/1999 | Rangers FC | - | Kilmarnock FC | 1:0 | ||||
24. Round | 26/02/2000 | Dundee FC | - | Rangers FC | 1:7 | ||||
27. Round | 17/03/2000 | Rangers FC | - | Motherwell FC | 6:2 | ||||
28. Round | 25/03/2000 | Rangers FC | - | Celtic FC | 4:0 | ||||
29. Round | 31/03/2000 | Aberdeen FC | - | Rangers FC | 1:1 | ||||
23. Round | 03/04/2000 | Rangers FC | - | Dundee United | 3:0 | ||||
26. Round | 11/04/2000 | Heart of Midlothian | - | Rangers FC | 1:2 | ||||
31. Round | 14/04/2000 | Dundee United | - | Rangers FC | 0:2 | ||||
32. Round | 22/04/2000 | St. Johnstone FC | - | Rangers FC | 0:2 |