| 1. Round | 20/09/1959 | US Alessandria 1912 | - | AC Milan | 3:1 | ||||
| 2. Round | 27/09/1959 | AC Milan | - | AS Roma | 1:1 | ||||
| 3. Round | 04/10/1959 | AC Lanerossi Vicenza | - | AC Milan | 1:2 | ||||
| 4. Round | 11/10/1959 | AC Milan | - | SSC Napoli | 3:1 | ||||
| 5. Round | 18/10/1959 | Genoa CFC | - | AC Milan | 0:2 | ||||
| 6. Round | 25/10/1959 | AC Milan | - | Udinese Calcio | 3:1 | ||||
| 20. Round | 21/02/1960 | AC Milan | - | AC Lanerossi Vicenza | 2:0 | ||||
| 21. Round | 28/02/1960 | SSC Napoli | - | AC Milan | 1:1 | ||||
| 22. Round | 06/03/1960 | AC Milan | - | Genoa CFC | 2:1 | ||||
| 23. Round | 20/03/1960 | Udinese Calcio | - | AC Milan | 2:2 | ||||
| 24. Round | 27/03/1960 | AC Milan | - | Inter | 5:3 | ||||
| 25. Round | 03/04/1960 | AC Milan | - | Calcio Padova | 3:2 | ||||
| 26. Round | 10/04/1960 | AS Bari | - | AC Milan | 3:0 | ||||
| 27. Round | 17/04/1960 | AC Milan | - | ACF Fiorentina | 0:0 | ||||
| 28. Round | 24/04/1960 | US Palermo | - | AC Milan | 1:0 | ||||
| 29. Round | 01/05/1960 | Sampdoria | - | AC Milan | 2:1 | ||||
| 30. Round | 08/05/1960 | AC Milan | - | Lazio Roma | 1:0 | ||||
| 31. Round | 15/05/1960 | Juventus | - | AC Milan | 3:1 | ||||
| 32. Round | 22/05/1960 | AC Milan | - | Bologna FC | 2:2 |
Italy