1. Round | 26/08/1989 | AC Cesena | - | AC Milan | 0:3 | ||||
2. Round | 02/09/1989 | AC Milan | - | Lazio Roma | 0:1 | ||||
3. Round | 05/09/1989 | Atalanta | - | AC Milan | 0:1 | ||||
4. Round | 09/09/1989 | AC Milan | - | Udinese Calcio | 3:1 | ||||
5. Round | 16/09/1989 | Genoa CFC | - | AC Milan | 1:1 | ||||
6. Round | 23/09/1989 | AC Milan | - | ACF Fiorentina | 1:1 | ||||
7. Round | 01/10/1989 | SSC Napoli | - | AC Milan | 3:0 | ||||
8. Round | 08/10/1989 | US Cremonese | - | AC Milan | 1:0 | ||||
9. Round | 22/10/1989 | AC Milan | - | AS Roma | 1:0 | ||||
10. Round | 29/10/1989 | Ascoli Calcio | - | AC Milan | 1:0 | ||||
28. Round | 10/03/1990 | Juventus | - | AC Milan | 3:0 |