| 1. Round | 13/09/2020 | FC Fiorentino | - | SP Cailungo | 1:1 | ||||
| 2. Round | 20/09/2020 | SP Cailungo | - | SS San Giovanni | 0:1 | ||||
| 3. Round | 26/09/2020 | SP La Fiorita | - | SP Cailungo | 7:2 | ||||
| 4. Round | 03/10/2020 | SP Tre Penne | - | SP Cailungo | 3:2 |  |
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| 5. Round | 17/10/2020 | SP Cailungo | - | AC Libertas | 2:3 |  |
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| 6. Round | 24/10/2020 | SP Cailungo | - | SS Folgore/Falciano | 0:1 | ||||
| 7. Round | 28/02/2021 | FC Domagnano | - | SP Cailungo | 2:3 | ||||
| 8. Round | 07/03/2021 | SP Cailungo | - | SS Murata | 1:2 | ||||
| 9. Round | 14/03/2021 | SC Faetano | - | SP Cailungo | 1:0 | ||||
| 10. Round | 20/03/2021 | SP Cailungo | - | SS Cosmos | 3:0 | ||||
| 12. Round | 11/04/2021 | SP Cailungo | - | SS Virtus | 1:2 | ||||
| 13. Round | 14/04/2021 | SP Tre Fiori | - | SP Cailungo | 3:1 | ||||
| 14. Round | 17/04/2021 | SP Cailungo | - | SS Pennarossa | 1:1 | |
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| 15. Round | 25/04/2021 | AC Juvenes/Dogana | - | SP Cailungo | 4:0 |
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