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| 14/08/2009 | 17:00 | Sassuolo Calcio | - | Hellas Verona | 2:0 (2:0) | |
| 19:00 | Parma FC | - | Novara Calcio | 1:2 (0:1) | ||
| 19:30 | AS Livorno | - | Torino FC | 2:0 (0:0) | ||
| 15/08/2009 | 18:00 | AS Cittadella | - | Ascoli Calcio | 2:1 (0:0, 1:1) aet | |
| 19:30 | Brescia Calcio | - | Reggina Calcio | 0:1 (0:1) | ||
| 19:30 | Calcio Catania | - | US Cremonese | 1:0 (1:0) | ||
| 19:30 | US Palermo | - | SPAL 1907 Ferrara | 4:2 (2:1) | ||
| 19:45 | Bologna FC | - | Frosinone Calcio | 6:7 (0:0, 0:0, 0:0) pso | ||
| 19:45 | AS Bari | - | Empoli FC | 3:4 (0:0, 1:1, 1:1) pso | ||
| 19:45 | AC Cesena | - | Atalanta | 0:1 (0:0) | ||
| 19:45 | AC Ancona | - | AC Lumezzane | 2:3 (2:2) | ||
| 19:45 | Chievo Verona | - | AC Mantova | 3:0 (0:0) | ||
| 16/08/2009 | 19:00 | US Triestina | - | Cagliari Calcio | 1:0 (0:0) | |
| 19:30 | SSC Napoli | - | US Salernitana 1919 | 3:0 (2:0) | ||
| 19:30 | Sampdoria | - | US Lecce | 6:2 (3:0) | ||
| 12/11/2009 | 19:45 | AC Siena | - | US Grosseto FC | 2:0 (1:0) |
