| 3. Round | 30/09/2023 | AC Juvenes/Dogana | - | SS Virtus | 1:2 |  |
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| 4. Round | 04/10/2023 | AC Juvenes/Dogana | - | SP La Fiorita | 0:1 | ||||
| 5. Round | 07/10/2023 | SS Pennarossa | - | AC Juvenes/Dogana | 1:2 | ||||
| 6. Round | 21/10/2023 | FC Fiorentino | - | AC Juvenes/Dogana | 0:1 | |
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| 7. Round | 28/10/2023 | AC Juvenes/Dogana | - | San Marino Academy | 2:2 | ||||
| 9. Round | 12/11/2023 | AC Juvenes/Dogana | - | SS Cosmos | 0:4 | ||||
| 10. Round | 25/11/2023 | SS Murata | - | AC Juvenes/Dogana | 4:1 | ||||
| 12. Round | 10/12/2023 | AC Libertas | - | AC Juvenes/Dogana | 1:0 | ||||
| 14. Round | 06/01/2024 | SP Cailungo | - | AC Juvenes/Dogana | 0:1 | ||||
| 15. Round | 13/01/2024 | SS San Giovanni | - | AC Juvenes/Dogana | 2:3 |
Italy