| 2. Round | 22/09/2023 | SS Virtus | - | SS Pennarossa | 1:0 | ||||
| 3. Round | 30/09/2023 | AC Juvenes/Dogana | - | SS Virtus | 1:2 | ||||
| 4. Round | 03/10/2023 | SS Virtus | - | AC Libertas | 2:1 | ||||
| 6. Round | 22/10/2023 | San Marino Academy | - | SS Virtus | 0:3 |  |
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| 7. Round | 28/10/2023 | SS Virtus | - | SP La Fiorita | 2:1 | ||||
| 9. Round | 12/11/2023 | SS Virtus | - | SC Faetano | 6:1 |
San Marino