| 4. Journée | 20.09.2008 | AS Livorno | - | Pisa Calcio | 1:1 |  |
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| 5. Journée | 23.09.2008 | AS Bari | - | AS Livorno | 0:0 | ||||
| 6. Journée | 27.09.2008 | AS Livorno | - | US Grosseto FC | 0:0 | ||||
| 7. Journée | 06.10.2008 | Empoli FC | - | AS Livorno | 2:1 | ||||
| 8. Journée | 12.10.2008 | AS Livorno | - | Frosinone Calcio | 5:2 | ||||
| 9. Journée | 18.10.2008 | AS Cittadella | - | AS Livorno | 0:0 | ||||
| 14. Journée | 15.11.2008 | AS Livorno | - | Treviso FBC | 0:0 | |
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| 17. Journée | 06.12.2008 | AS Livorno | - | US Salernitana 1919 | 3:0 | ||||
| 19. Journée | 20.12.2008 | AS Livorno | - | Sassuolo Calcio | 3:2 | ||||
| 20. Journée | 10.01.2009 | UC AlbinoLeffe | - | AS Livorno | 0:1 | ||||
| 21. Journée | 16.01.2009 | AS Livorno | - | Ascoli Calcio | 1:0 | ||||
| 24. Journée | 07.02.2009 | AS Livorno | - | Piacenza Calcio | 3:0 | ||||
| 25. Journée | 14.02.2009 | Pisa Calcio | - | AS Livorno | 2:1 | |
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| 31. Journée | 17.03.2009 | Rimini Calcio | - | AS Livorno | 1:1 | ||||
| 32. Journée | 21.03.2009 | AS Livorno | - | AC Ancona | 2:3 | ||||
| 41. Journée | 23.05.2009 | AS Livorno | - | UC AlbinoLeffe | 0:1 | ||||
| 42. Journée | 30.05.2009 | Ascoli Calcio | - | AS Livorno | 2:3 |
Italie