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