| 1. Ronde | 31.07.1999 | Hibernian FC | - | Motherwell FC | 2:2 | ||||
| 4. Ronde | 21.08.1999 | Kilmarnock FC | - | Motherwell FC | 0:1 |  |
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| 5. Ronde | 28.08.1999 | Motherwell FC | - | Dundee FC | 0:2 | ||||
| 9. Ronde | 27.10.1999 | Celtic FC | - | Motherwell FC | 0:1 | ||||
| 12. Ronde | 30.10.1999 | Motherwell FC | - | St. Johnstone FC | 1:0 | |
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| 23. Ronde | 12.02.2000 | Kilmarnock FC | - | Motherwell FC | 0:2 | ||||
| 15. Ronde | 22.02.2000 | Motherwell FC | - | Kilmarnock FC | 0:4 | ||||
| 20. Ronde | 01.03.2000 | Motherwell FC | - | Heart of Midlothian | 0:2 | ||||
| 25. Ronde | 04.03.2000 | Motherwell FC | - | Aberdeen FC | 1:0 | ||||
| 27. Ronde | 18.03.2000 | Rangers FC | - | Motherwell FC | 6:2 | |
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| 29. Ronde | 01.04.2000 | Motherwell FC | - | St. Johnstone FC | 2:1 | ||||
| 24. Ronde | 05.04.2000 | Celtic FC | - | Motherwell FC | 4:0 | |
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| 30. Ronde | 08.04.2000 | Dundee FC | - | Motherwell FC | 4:1 |  |
Engeland