| 6. Round | 21/10/2023 | FC Fiorentino | - | AC Juvenes/Dogana | 0:1 | ||||
| 7. Round | 28/10/2023 | AC Juvenes/Dogana | - | San Marino Academy | 2:2 | ||||
| 8. Round | 05/11/2023 | SP Tre Fiori | - | AC Juvenes/Dogana | 5:1 | ||||
| 9. Round | 12/11/2023 | AC Juvenes/Dogana | - | SS Cosmos | 0:4 |  |
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| 10. Round | 25/11/2023 | SS Murata | - | AC Juvenes/Dogana | 4:1 | ||||
| 12. Round | 10/12/2023 | AC Libertas | - | AC Juvenes/Dogana | 1:0 | ||||
| 13. Round | 16/12/2023 | AC Juvenes/Dogana | - | SC Faetano | 3:1 | ||||
| 26. Round | 13/03/2024 | SS Folgore/Falciano | - | AC Juvenes/Dogana | 1:0 |
San Marino