| 1. Round | 17/09/1939 | AS Ambrosiana-Inter | - | Juventus | 4:0 | ||||
| 2. Round | 24/09/1939 | AC Venezia | - | AS Ambrosiana-Inter | 2:1 | ||||
| 3. Round | 01/10/1939 | AS Ambrosiana-Inter | - | SSC Napoli | 4:0 | ||||
| 4. Round | 08/10/1939 | AC Liguria | - | AS Ambrosiana-Inter | 0:2 | ||||
| 5. Round | 15/10/1939 | AS Bari | - | AS Ambrosiana-Inter | 3:0 | ||||
| 6. Round | 22/10/1939 | AS Ambrosiana-Inter | - | AS Roma | 3:0 | ||||
| 8. Round | 05/11/1939 | AS Ambrosiana-Inter | - | Modena FC | 2:1 |
Italy