| 2. Round | 14/12/2019 | SS Cosmos | - | SS San Giovanni | 3:3 |  |
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| 3. Round | 19/01/2020 | AC Juvenes/Dogana | - | SS Cosmos | 0:3 |  |
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| 4. Round | 26/01/2020 | FC Fiorentino | - | SS Cosmos | 1:1 | ||||
| 5. Round | 02/02/2020 | SS Pennarossa | - | SS Cosmos | 5:1 | ||||
| 6. Round | 08/02/2020 | SS Cosmos | - | FC Domagnano | 1:0 | |
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| 7. Round | 15/02/2020 | SS Cosmos | - | SC Faetano | 1:3 | |
San Marino