8. Round | 15/11/1959 | Calcio Padova | - | AC Milan | 2:0 | ||||
9. Round | 22/11/1959 | AC Milan | - | AS Bari | 2:0 | ||||
10. Round | 06/12/1959 | ACF Fiorentina | - | AC Milan | 1:1 | ||||
11. Round | 13/12/1959 | AC Milan | - | US Palermo | 0:0 | ||||
33. Round | 29/05/1960 | AC Milan | - | SPAL Ferrara | 3:1 |