| 3. Round | 19/01/2020 | SS San Giovanni | - | FC Fiorentino | 1:2 | ||||
| 4. Round | 26/01/2020 | FC Fiorentino | - | SS Cosmos | 1:1 | ||||
| 5. Round | 02/02/2020 | AC Juvenes/Dogana | - | FC Fiorentino | 1:1 | ||||
| 6. Round | 08/02/2020 | SC Faetano | - | FC Fiorentino | 4:0 | ||||
| 8. Round | 23/02/2020 | SS Pennarossa | - | FC Fiorentino | 7:3 |  |
San Marino