| 1. Round | 29/09/1968 | Bologna FC | - | AS Varese 1910 | 1:0 | ||||
| 2. Round | 06/10/1968 | SS L.R. Vicenza | - | Bologna FC | 1:0 | ||||
| 3. Round | 13/10/1968 | Bologna FC | - | Hellas Verona | 1:1 | ||||
| 4. Round | 27/10/1968 | Juventus | - | Bologna FC | 1:0 | ||||
| 10. Round | 08/12/1968 | Cagliari Calcio | - | Bologna FC | 3:1 | ||||
| 15. Round | 26/01/1969 | Bologna FC | - | Inter | 1:2 | ||||
| 16. Round | 02/02/1969 | AS Varese 1910 | - | Bologna FC | 1:1 | ||||
| 17. Round | 09/02/1969 | Bologna FC | - | SS L.R. Vicenza | 3:0 | ||||
| 28. Round | 04/05/1969 | Bologna FC | - | Torino FC | 2:0 |
Italy