| 1. Round | 10/08/2008 | Celtic FC | - | St. Mirren FC | 1:0 |  |
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| 2. Round | 17/08/2008 | Dundee United | - | Celtic FC | 1:1 | ||||
| 4. Round | 31/08/2008 | Celtic FC | - | Rangers FC | 2:4 | ||||
| 5. Round | 13/09/2008 | Motherwell FC | - | Celtic FC | 2:4 |  |
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| 8. Round | 04/10/2008 | Celtic FC | - | Hamilton Academical | 4:0 | ||||
| 9. Round | 18/10/2008 | Inverness CT | - | Celtic FC | 1:2 | ||||
| 10. Round | 25/10/2008 | Celtic FC | - | Hibernian FC | 4:2 | ||||
| 11. Round | 02/11/2008 | Heart of Midlothian | - | Celtic FC | 0:2 | ||||
| 12. Round | 08/11/2008 | Celtic FC | - | Motherwell FC | 2:0 | |
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| 14. Round | 16/11/2008 | Hamilton Academical | - | Celtic FC | 1:2 | ||||
| 15. Round | 22/11/2008 | St. Mirren FC | - | Celtic FC | 1:3 | ||||
| 16. Round | 29/11/2008 | Celtic FC | - | Inverness CT | 1:0 | ||||
| 20. Round | 27/12/2008 | Rangers FC | - | Celtic FC | 0:1 | ||||
| 21. Round | 03/01/2009 | Celtic FC | - | Dundee United | 2:2 | ||||
| 22. Round | 18/01/2009 | Aberdeen FC | - | Celtic FC | 4:2 | ||||
| 23. Round | 24/01/2009 | Celtic FC | - | Hibernian FC | 3:1 | ||||
| 24. Round | 01/02/2009 | Inverness CT | - | Celtic FC | 0:0 | |
Scotland