25/05 - 20:00
| h2h | 2023-10-28 | 13:20 | (A) |  | Ribeira Brava B | - | SP5 | Bilanz | |
| h2h | 2023-10-28 | 12:40 | (H) |  | Est. Calheta C | - | SP4 | Bilanz | |
| h2h | 2023-10-28 | 12:00 | (A) |  | ACD São Vicente | - | SP3 | Bilanz | |
| h2h | 2023-10-28 | 11:20 | (A) |  | Nacional C | - | SP2 | Bilanz | |
| h2h | 2023-10-28 | 10:40 | (A) |  | CF Andorinha B | - | SP1 | Bilanz | |
| h2h | 2023-10-05 | 13:00 | (H) |  | Machico B | - | SP5 | Bilanz | |
| h2h | 2023-10-05 | 12:20 | (H) |  | Marítimo B | - | SP4 | Bilanz | |
| h2h | 2023-10-05 | 11:40 | (A) |  | GD Azinhaga | - | SP3 | Bilanz | |
| h2h | 2023-10-05 | 10:40 | (H) |  | AD Vermelhimponente B | - | SP2 | Bilanz | |
| h2h | 2023-10-05 | 10:00 | (A) | | Ribeira Brava B | - | SP1 | Bilanz |
