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| H | AC Juvenes/Dogana | - | SS Pennarossa | 0:2 | ||
| R | SS Pennarossa | - | AC Juvenes/Dogana | 2:1 | ||
| H: 28.09.2021 20:45 | R: 27.10.2021 20:45 | Sieger: SS Pennarossa | ||||
| H | SS Cosmos | - | SP Tre Penne | 2:3 | ||
| R | SP Tre Penne | - | SS Cosmos | 4:2 | ||
| H: 28.09.2021 20:45 | R: 27.10.2021 20:45 | Sieger: SP Tre Penne | ||||
| H | SC Faetano | - | SP Cailungo | 0:0 | ||
| R | SP Cailungo | - | SC Faetano | 0:2 | ||
| H: 29.09.2021 20:45 | R: 27.10.2021 20:45 | Sieger: SC Faetano | ||||
| H | FC Fiorentino | - | SP Tre Fiori | 1:1 | ||
| R | SP Tre Fiori | - | FC Fiorentino | 2:0 | ||
| H: 29.09.2021 20:45 | R: 26.10.2021 20:45 | Sieger: SP Tre Fiori | ||||
| H | SS Folgore/Falciano | - | AC Libertas | 1:1 | ||
| R | AC Libertas | - | SS Folgore/Falciano | 1:5 | ||
| H: 29.09.2021 20:45 | R: 27.10.2021 20:45 | Sieger: SS Folgore/Falciano | ||||
| H | SS Virtus | - | SS Murata | 1:2 | ||
| R | SS Murata | - | SS Virtus | 0:0 | ||
| H: 29.09.2021 20:45 | R: 27.10.2021 20:45 | Sieger: SS Murata | ||||
| H | FC Domagnano | - | SS San Giovanni | 2:1 | ||
| R | SS San Giovanni | - | FC Domagnano | 0:1 | ||
| H: 29.09.2021 20:45 | R: 26.10.2021 20:45 | Sieger: FC Domagnano | ||||
