| 5. Round | 16/10/1938 | AS Bari | - | AC Milan | 2:1 | ||||
| 6. Round | 30/10/1938 | AC Milan | - | US Livorno | 2:2 |  |
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| 7. Round | 06/11/1938 | Bologna FC | - | AC Milan | 2:1 | ||||
| 8. Round | 13/11/1938 | AC Milan | - | Lazio Roma | 3:0 | ||||
| 9. Round | 27/11/1938 | Novara Calcio | - | AC Milan | 2:1 | ||||
| 10. Round | 11/12/1938 | AC Milan | - | Torino FC | 0:0 | ||||
| 11. Round | 18/12/1938 | AC Milan | - | AC Liguria | 0:0 | ||||
| 14. Round | 15/01/1939 | Lucchese | - | AC Milan | 1:2 | ||||
| 15. Round | 22/01/1939 | AC Milan | - | Modena FC | 2:0 | ||||
| 16. Round | 29/01/1939 | AC Milan | - | AS Roma | 0:1 | ||||
| 17. Round | 05/02/1939 | SSC Napoli | - | AC Milan | 1:0 |
Italy