| 2024-02-10 18:00 | D16 | SC Olhanense 1912 |  | 3-1 |  | Faro e Benfica | Ricardo Alves 65' 68'; Leandro Pisco 58', Lucas Galheto 71' (o.g.) | |
| 2024-01-30 20:00 | D14 | SC Olhanense 1912 | | 4-0 |  | Louletano B | Nikolai Iaroshenko 15', Nicolas Pinto 30', Januário Jesus 46' 70' (pen.) | |
| 2024-01-21 15:00 | D1 | SC Olhanense 1912 | | 2-2 |  | Portimonense B | Diogo Vitorino 4' 6'; Pedro Sequeira 35', Daniel Almeida 67' | |
| 2024-01-14 15:00 | D18 | Olhanense |  | 2-4 |  | Farense | José González 63', Salvador Antunes 65'; João Sena 8', João Tempera 47', Santiago Barnabé 60', Francisco Baginha 76' | |
| 2024-01-13 16:00 | D12 | SC Olhanense 1912 | | 5-0 |  | Marítimo Olhanense | Peterson Flausino 6' 37', Afonso Lopes 65', Simão Moraes 66', Elioenai Paula 83' | |
| 2023-12-16 17:00 | D10 | SC Olhanense 1912 | | 1-0 |  | Juventude Campinense | Yaggo Gomes 17' | |
| 2023-12-10 15:00 | D9 | SC Olhanense 1912 | | 9-0 |  | Almancilense | Diogo Vitorino 2', Gleguison Fenimam 13', Hugo Rebeca 17', Gonçalo Sousa 24', Gabriel Silva 32', Tiago Cunha 75' 83', Diogo Carrada 80'; Samuel 32' (o.g.) | |
| 2023-12-02 15:00 | D9 | SC Olhanense 1912 | | 3-1 |  | 4 ao Cubo | Januário Jesus 35', Peterson Flausino 46', Nicolas Pinto 67' (pen.); Cristian Duda 17' | |
| 2023-11-26 17:30 | D7 | SC Olhanense 1912 | | 2-1 | | Juventude Campinense | Gabriel Silva 63', Gonçalo Sousa 89' (pen.); André Espada 2' | |
| 2023-11-12 17:15 | D5 | SC Olhanense 1912 | | 1-4 | | Farense B | Dinis Fernandes 47'; Ricardo Cartaxo 6' 22' 27' (pen.), Gabriel Sousa 18' | |
| 2023-11-11 15:00 | D6 | SC Olhanense 1912 | | 2-1 |  | Moncarapachense B | | |
| 2023-10-29 15:00 | D3 | SC Olhanense 1912 | | 2-2 |  | Inter Almancil | Gonçalo Sousa 90'; Guilherme Sousa 17', Rafael Isidoro 45', Rafael Rojão 79' (o.g.) | |
| 2023-10-28 15:00 | D4 | SC Olhanense 1912 | | 0-2 |  | Sambrasense | Nicolas Pinto 66' (o.g.); Miguel Vaz 90' | |
| 2023-10-15 15:00 | D1 | SC Olhanense 1912 | | - |  | Lusitano VRSA | | h2h |
| 2023-10-14 16:00 | D2 | SC Olhanense 1912 | | 3-0 |  | Quarteira | Januário Jesus 50' 53' (pen.), Yaggo Gomes 67' | |
