| 1. Round | 22/09/2019 | SP Tre Penne | - | SS Virtus | 1:0 |  |
|||
| 2. Round | 27/09/2019 | SS Cosmos | - | SS Virtus | 1:2 | ||||
| 3. Round | 05/10/2019 | SS Virtus | - | SP Cailungo | 0:1 | ||||
| 4. Round | 19/10/2019 | SS Virtus | - | AC Libertas | 2:4 | ||||
| 5. Round | 03/11/2019 | SS San Giovanni | - | SS Virtus | 1:3 |
San Marino