07/05 - 19:30
07/05 - 20:00
07/05 - 20:00
07/05 - 19:30
07/05 - 20:00
07/05 - 20:00
| h2h | 2023-10-05 | Pontassolense |  | 10:00 |  | Nacional B | D1 | h2h | |
| h2h | 2023-10-05 | CD Barreirense B |  | 10:00 |  | Est. Calheta B | D1 | h2h | |
| h2h | 2023-10-05 | Juventude de Gaula |  | 10:00 |  | AD Vermelhimponente C | D1 | h2h | |
| h2h | 2023-10-05 | CF Caniçal |  | 10:00 |  | Camacha | D1 | h2h | |
| h2h | 2023-10-05 | Est. Calheta B | | 10:20 |  | Santacruzense | D2 | h2h | |
| h2h | 2023-10-05 | CF Caniçal | | 10:20 | | Pontassolense | D2 | h2h | |
| h2h | 2023-10-05 | Camacha | | 10:20 | | Juventude de Gaula | D2 | h2h | |
| h2h | 2023-10-05 | Nacional B | | 10:20 | | AD Vermelhimponente C | D2 | h2h | |
| h2h | 2023-10-05 | Juventude de Gaula | | 10:40 | | CD Barreirense B | D3 | h2h | |
| h2h | 2023-10-05 | AD Vermelhimponente C | | 10:40 | | Est. Calheta B | D3 | h2h | |
| h2h | 2023-10-05 | Camacha | | 10:40 | | Santacruzense | D3 | h2h | |
| h2h | 2023-10-05 | Nacional B | | 10:40 | | CF Caniçal | D3 | h2h | |
| h2h | 2023-10-05 | CD Barreirense B | | 11:00 | | AD Vermelhimponente C | D4 | h2h | |
| h2h | 2023-10-05 | Est. Calheta B | | 11:00 | | Camacha | D4 | h2h | |
| h2h | 2023-10-05 | Juventude de Gaula | | 11:00 | | Pontassolense | D4 | h2h | |
| h2h | 2023-10-05 | Santacruzense | | 11:00 | | Nacional B | D4 | h2h | |
| h2h | 2023-10-05 | CD Barreirense B | | 11:20 | | Santacruzense | D5 | h2h | |
| h2h | 2023-10-05 | Nacional B | | 11:20 | | Camacha | D5 | h2h | |
| h2h | 2023-10-05 | Pontassolense | | 11:20 | | Est. Calheta B | D5 | h2h | |
| h2h | 2023-10-05 | Juventude de Gaula | | 11:20 | | CF Caniçal | D5 | h2h |
