| 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 |  |
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| 4. Round | 27/10/1940 | US Livorno | - | AC Milan | 1:0 | ||||
| 5. Round | 03/11/1940 | ACF Fiorentina | - | US Livorno | 5:2 | |
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| 6. Round | 10/11/1940 | US Livorno | - | Lazio Roma | 2:1 | ||||
| 7. Round | 17/11/1940 | Juventus | - | US Livorno | 2:1 | ||||
| 8. Round | 24/11/1940 | US Livorno | - | Genova 1893 Circolo del Calcio | 2:2 | ||||
| 9. Round | 08/12/1940 | SSC Napoli | - | US Livorno | 1:2 | |
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| 10. Round | 15/12/1940 | US Livorno | - | Novara Calcio | 1:1 | ||||
| 11. Round | 22/12/1940 | AS Ambrosiana-Inter | - | US Livorno | 3:0 | ||||
| 12. Round | 29/12/1940 | US Livorno | - | Bologna FC | 2:2 | ||||
| 13. Round | 05/01/1941 | US Livorno | - | US Triestina | 2:1 |
Italy