| 1. Ronde | 21.09.2019 | SS Pennarossa | - | AC Juvenes/Dogana | 3:2 |  |
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| 2. Ronde | 28.09.2019 | SP La Fiorita | - | SS Pennarossa | 2:0 | ||||
| 3. Ronde | 06.10.2019 | SC Faetano | - | SS Pennarossa | 0:1 |  |
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| 4. Ronde | 20.10.2019 | SS Murata | - | SS Pennarossa | 2:1 | ||||
| 6. Ronde | 23.11.2019 | SS Folgore/Falciano | - | SS Pennarossa | 4:1 | |
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| 7. Ronde | 01.12.2019 | SS Pennarossa | - | FC Domagnano | 3:1 | |
San Marino