1. Round | 23/08/1989 | Parma AC | - | AC Milan | 6:7 pso | ||||
2. Round | 30/08/1989 | US Cremonese | - | AC Milan | 0:1 | ||||
Group C | 09/01/1990 | AC Milan | - | A.C.R. Messina | 6:0 | ||||
Group C | 23/01/1990 | Atalanta | - | AC Milan | 1:1 | ||||
Semi-finals | 30/01/1990 | AC Milan | - | SSC Napoli | 0:0 | ||||
Semi-finals | 13/02/1990 | SSC Napoli | - | AC Milan | 1:3 | ||||
Final | 28/02/1990 | Juventus | - | AC Milan | 0:0 | ||||
Final | 25/04/1990 | AC Milan | - | Juventus | 0:1 |