| 13. Ronde | 07.11.1999 | Rangers FC | - | Celtic FC | 4:2 | ||||
| 16. Ronde | 28.11.1999 | Rangers FC | - | Dundee FC | 1:2 |  |
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| 18. Ronde | 11.12.1999 | Rangers FC | - | Kilmarnock FC | 1:0 | ||||
| 19. Ronde | 18.12.1999 | Motherwell FC | - | Rangers FC | 1:5 | ||||
| 11. Ronde | 22.12.1999 | Rangers FC | - | Heart of Midlothian | 1:0 | ||||
| 17. Ronde | 15.02.2000 | St. Johnstone FC | - | Rangers FC | 1:1 | |
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| 35. Ronde | 13.05.2000 | Rangers FC | - | Heart of Midlothian | 1:0 |
Schotland