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| 1st(1st leg) | SS Cosmos | - | SP Cailungo | 3:0 | ||
| 2nd (2nd leg) | SP Cailungo | - | SS Cosmos | 2:1 | ||
| 1st(1st leg): 29/09/2020 20:15 | 2nd (2nd leg): 21/10/2020 19:45 | Winner: SS Cosmos | ||||
| 1st(1st leg) | SC Faetano | - | FC Fiorentino | 1:1 | ||
| 2nd (2nd leg) | FC Fiorentino | - | SC Faetano | 3:1 | ||
| 1st(1st leg): 29/09/2020 20:15 | 2nd (2nd leg): 21/10/2020 19:45 | Winner: FC Fiorentino | ||||
| 1st(1st leg) | AC Juvenes/Dogana | - | FC Domagnano | 1:3 | ||
| 2nd (2nd leg) | FC Domagnano | - | AC Juvenes/Dogana | 5:6 (0:2, 0:2, 0:2) pso | ||
| 1st(1st leg): 30/09/2020 20:15 | 2nd (2nd leg): 21/10/2020 19:45 | Winner: AC Juvenes/Dogana | ||||
| 1st(1st leg) | SS Pennarossa | - | SP Tre Fiori | 2:1 | ||
| 2nd (2nd leg) | SP Tre Fiori | - | SS Pennarossa | 2:0 | ||
| 1st(1st leg): 30/09/2020 20:15 | 2nd (2nd leg): 21/10/2020 19:45 | Winner: SP Tre Fiori | ||||
| 1st(1st leg) | SS Folgore/Falciano | - | SS Virtus | 2:0 | ||
| 2nd (2nd leg) | SS Virtus | - | SS Folgore/Falciano | 0:2 | ||
| 1st(1st leg): 30/09/2020 20:15 | 2nd (2nd leg): 20/10/2020 19:45 | Winner: SS Folgore/Falciano | ||||
| 1st(1st leg) | AC Libertas | - | SP La Fiorita | 0:4 | ||
| 2nd (2nd leg) | SP La Fiorita | - | AC Libertas | 1:1 | ||
| 1st(1st leg): 30/09/2020 20:15 | 2nd (2nd leg): 21/10/2020 19:45 | Winner: SP La Fiorita | ||||
| 1st(1st leg) | SS Murata | - | SS San Giovanni | 1:1 | ||
| 2nd (2nd leg) | SS San Giovanni | - | SS Murata | 0:1 | ||
| 1st(1st leg): 01/10/2020 20:15 | 2nd (2nd leg): 20/10/2020 19:45 | Winner: SS Murata | ||||
