| 2024-05-19 | D34 | UD Oliveirense |  | - |  | Leixões | | h2h |
| 2024-05-05 | D32 | UD Oliveirense | | - |  | CD Tondela | | h2h |
| 2024-04-21 11:00 | D30 | UD Oliveirense | | 1-2 |  | Belenenses | Filipe Alves 73'; Felipe Dini 12', Rúben Pina 59' | |
| 2024-04-07 18:00 | D28 | UD Oliveirense | | 3-1 |  | Benfica B | João Paulo 12' 87' (pen.), Anthony Carter 19'; Henrique Pereira 31' | |
| 2024-03-16 11:00 | D26 | UD Oliveirense | | 1-1 |  | AVS | Michel Lima 44'; Nenê 86' (pen.) | |
| 2024-03-03 11:00 | D24 | UD Oliveirense | | 0-1 |  | Nacional | Gustavo da Silva 81' | |
| 2024-02-09 18:00 | D21 | UD Oliveirense | | 1-2 |  | Torreense | Jaime Pinto 45'; Patrick Fernandes 15', Paulinho 66' | |
| 2024-01-28 18:00 | D19 | UD Oliveirense | | 0-1 |  | Länk Vilaverdense | João Caiado 67' | |
| 2024-01-06 11:00 | D16 | UD Oliveirense | | 1-1 |  | Marítimo | Filipe Alves 90'; Euller Silva 74' (pen.) | |
| 2023-12-17 18:00 | D14 | UD Oliveirense | | 1-3 |  | CD Mafra | Anthony Carter 69'; Lucas Gabriel 12' 22', Mário Balbúrdia 90' | |
| 2023-12-02 11:00 | D12 | UD Oliveirense | | 1-3 |  | FC Porto B | Zé Pedro 86' (pen.); Wendel Silva 56' 68', Abraham Marcus 60' | |
| 2023-11-11 18:00 | D10 | UD Oliveirense | | 0-0 |  | Paços de Ferreira | | |
| 2023-10-29 18:00 | D8 | UD Oliveirense | | 1-4 |  | UD Leiria | Leandro Antunes 6', Bryan Róchez 30' 56', Vasco Oliveira 61', Zié Ouattara 82' (o.g.) | |
| 2023-10-22 20:00 | 3E | UD Oliveirense | | 1-3 |  | Boavista | João Paulo 55'; Róbert Bozeník 16', Sebastián Pérez 33', Miguel Reisinho 72' | |
| 2023-09-30 11:00 | D6 | UD Oliveirense | | 1-1 |  | Santa Clara | Anthony Carter 38'; Bruno Almeida 90' (pen.) | |
| 2023-09-17 11:00 | D5 | UD Oliveirense | | 2-2 |  | Académico | Ricardo Schutte 47' 62'; Yuri Araújo 19', André Almeida 73' | |
| 2023-08-27 11:00 | D3 | UD Oliveirense | | 3-1 |  | FC Penafiel | Zé Pedro 31' (pen.), Schürrle 45', Gonçalo Negrão 69'; Robinho 24' (pen.) | |
| 2023-08-20 20:30 | D2 | Feirense |  | 2-0 | | FC Penafiel | Marokhy Ndione 82', Oche Ochowechi 90' | |
| 2023-08-15 11:00 | D1 | UD Oliveirense | | 3-1 | | Feirense | Duarte Duarte 15', Zé Leite 65', Ibrahima Guirassy 90'; Sérgio Conceição 90' (pen.) | |
| 2023-07-26 10:30 | FR | UD Oliveirense | | 3-5 |  | Lusitânia de Lourosa | | |
| 2023-07-22 20:30 | 1E | UD Oliveirense | | 1-0 |  | Gil Vicente | Ricardo Schutte 66' | |
| 2023-07-18 00:00 | FR | UD Oliveirense | | 2-3 | | CD Tondela | | |
| 2023-07-15 17:00 | FR | UD Oliveirense | | 1-1 |  | Fafe | | |
23/04 - 20:00
23/04 - 20:00
