| 1. Spieltag | 30.08.2008 | Piacenza Calcio | - | AS Cittadella | 1:0 | ||||
| 2. Spieltag | 07.09.2008 | AS Cittadella | - | US Salernitana 1919 | 0:0 | ||||
| 3. Spieltag | 13.09.2008 | US Avellino | - | AS Cittadella | 0:0 | ||||
| 4. Spieltag | 19.09.2008 | AS Cittadella | - | AC Mantova | 0:2 | ||||
| 5. Spieltag | 23.09.2008 | Treviso FBC | - | AS Cittadella | 0:1 | ||||
| 6. Spieltag | 27.09.2008 | AS Cittadella | - | Empoli FC | 0:2 | ||||
| 8. Spieltag | 12.10.2008 | US Triestina | - | AS Cittadella | 2:1 | ||||
| 9. Spieltag | 18.10.2008 | AS Cittadella | - | AS Livorno | 0:0 | ||||
| 10. Spieltag | 25.10.2008 | Ascoli Calcio | - | AS Cittadella | 1:2 | ||||
| 11. Spieltag | 28.10.2008 | AS Cittadella | - | AS Bari | 1:1 | ||||
| 12. Spieltag | 01.11.2008 | Modena FC | - | AS Cittadella | 3:3 | ||||
| 13. Spieltag | 08.11.2008 | Sassuolo Calcio | - | AS Cittadella | 3:1 |  |
Italien