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| 1st(1st leg) | SP Tre Fiori | - | FC Domagnano | 4:1 | ||
| 2nd (2nd leg) | FC Domagnano | - | SP Tre Fiori | 1:4 | ||
| 1st(1st leg): 26/11/2019 20:15 | 2nd (2nd leg): 11/12/2019 20:15 | Winner: SP Tre Fiori | ||||
| 1st(1st leg) | SS Cosmos | - | SP La Fiorita | 1:3 | ||
| 2nd (2nd leg) | SP La Fiorita | - | SS Cosmos | 5:0 | ||
| 1st(1st leg): 27/11/2019 20:15 | 2nd (2nd leg): 10/12/2019 20:15 | Winner: SP La Fiorita | ||||
| 1st(1st leg) | SS Folgore/Falciano | - | AC Libertas | 2:1 | ||
| 2nd (2nd leg) | AC Libertas | - | SS Folgore/Falciano | 1:2 | ||
| 1st(1st leg): 27/11/2019 20:15 | 2nd (2nd leg): 10/12/2019 20:15 | Winner: SS Folgore/Falciano | ||||
| 1st(1st leg) | SP Cailungo | - | SP Tre Penne | 0:5 | ||
| 2nd (2nd leg) | SP Tre Penne | - | SP Cailungo | 6:0 | ||
| 1st(1st leg): 27/11/2019 20:15 | 2nd (2nd leg): 11/12/2019 20:15 | Winner: SP Tre Penne | ||||
