| 11. Ronde | 23.10.1999 | Dundee United | - | Motherwell FC | 0:2 | ||||
| 13. Ronde | 06.11.1999 | Heart of Midlothian | - | Motherwell FC | 1:1 | ||||
| 14. Ronde | 20.11.1999 | Dundee FC | - | Motherwell FC | 0:1 | ||||
| 18. Ronde | 11.12.1999 | Hibernian FC | - | Motherwell FC | 2:2 | ||||
| 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 | ||||
| 28. Ronde | 25.03.2000 | Heart of Midlothian | - | Motherwell FC | 0:0 | ||||
| 29. Ronde | 01.04.2000 | Motherwell FC | - | St. Johnstone FC | 2:1 | ||||
| 33. Ronde | 29.04.2000 | Motherwell FC | - | Celtic FC | 1:1 | ||||
| 34. Ronde | 06.05.2000 | Motherwell FC | - | Hibernian FC | 2:0 | ||||
| 35. Ronde | 13.05.2000 | Dundee United | - | Motherwell FC | 1:2 |  |
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| 36. Ronde | 21.05.2000 | Motherwell FC | - | Rangers FC | 2:0 |
Schotland