| 1. Round | 18/09/2021 | SP Cailungo | - | FC Fiorentino | 0:3 | ||||
| 3. Round | 03/10/2021 | FC Domagnano | - | FC Fiorentino | 3:0 | ||||
| 5. Round | 20/10/2021 | FC Fiorentino | - | SS Cosmos | 0:0 | ||||
| 6. Round | 23/10/2021 | AC Juvenes/Dogana | - | FC Fiorentino | 0:1 | ||||
| 10. Round | 28/11/2021 | FC Fiorentino | - | AC Libertas | 3:2 |
San Marino