| 1. Round | 23/08/1989 | SSC Napoli | - | AC Monza | 10:9 pso | ||||
| 2. Round | 30/08/1989 | SSC Napoli | - | Reggina Calcio | 2:0 | ||||
| Group B | 09/01/1990 | SSC Napoli | - | Bologna FC | 2:0 | ||||
| Group B | 23/01/1990 | ACF Fiorentina | - | SSC Napoli | 1:1 | ||||
| Semi-finals | 30/01/1990 | AC Milan | - | SSC Napoli | 0:0 |  |
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| Semi-finals | 13/02/1990 | SSC Napoli | - | AC Milan | 1:3 | |
Italy