| 4. Round | 09/10/1938 | AC Milan | - | Genova 1893 Circolo del Calcio | 1:2 | ||||
| 10. Round | 11/12/1938 | AC Milan | - | Torino FC | 0:0 | ||||
| 11. Round | 18/12/1938 | AC Milan | - | AC Liguria | 0:0 | ||||
| 12. Round | 01/01/1939 | Juventus | - | AC Milan | 2:2 | ||||
| 13. Round | 08/01/1939 | AC Milan | - | US Triestina | 2:4 | ||||
| 15. Round | 22/01/1939 | AC Milan | - | Modena FC | 2:0 | ||||
| 16. Round | 29/01/1939 | AC Milan | - | AS Roma | 0:1 |
Italy