| 1. Round | 06/10/1940 | Atalanta | - | US Livorno | 2:1 | ||||
| 2. Round | 13/10/1940 | US Livorno | - | AC Venezia | 3:1 | ||||
| 3. Round | 20/10/1940 | AS Bari | - | US Livorno | 1:1 | ||||
| 4. Round | 27/10/1940 | US Livorno | - | AC Milan | 1:0 | ||||
| 5. Round | 03/11/1940 | ACF Fiorentina | - | US Livorno | 5:2 | ||||
| 24. Round | 23/03/1941 | US Livorno | - | SSC Napoli | 1:1 | ||||
| 26. Round | 06/04/1941 | US Livorno | - | AS Ambrosiana-Inter | 1:1 | ||||
| 28. Round | 20/04/1941 | US Triestina | - | US Livorno | 1:1 | ||||
| 29. Round | 27/04/1941 | US Livorno | - | AS Roma | 6:1 | ||||
| 30. Round | 04/05/1941 | Torino FC | - | US Livorno | 5:2 |
Italy