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| 11.10.2025 | D2 | Uniao Leiria | 0-0 | UD Oliveirense | |
| 02.05.2025 | D2 | Uniao Leiria | 5-0 | UD Oliveirense | |
| 22.12.2024 | D2 | UD Oliveirense | 1-2 | Uniao Leiria | |
| 08.03.2024 | D2 | Uniao Leiria | 1-0 | UD Oliveirense | |
| 29.10.2023 | D2 | UD Oliveirense | 1-4 | Uniao Leiria | |
| 25.04.2022 | D3P | Uniao Leiria | 0-2 | UD Oliveirense |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 3 | 0 | 3 | 12 | 10 | 2 |
| away | 6 | 1 | 1 | 4 | 2 | 9 | -7 |
| total | 6 | 2 | 1 | 3 | 9 | 11 | -2 |
| Oliveirense win | 36.37% | 4 |
| draw | 18.18% | 2 |
| Oliveirense lose | 45.45% | 5 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 2 | 3 | 1 | 13 | 11 | 2 |
| away | 6 | 2 | 1 | 3 | 6 | 10 | -4 |
| total | 6 | 1 | 2 | 3 | 9 | 13 | -4 |
| Uniao Leiria win | 45.46% | 5 |
| draw | 18.18% | 2 |
| Uniao Leiria lose | 36.36% | 4 |
| 14.02.2026 | D2 | Académico Viseu | 4-1 | UD Oliveirense |  |
| 07.02.2026 | D2 | UD Oliveirense | 3-0 | FC Vizela |  |
| 01.02.2026 | D2 | Sporting Lisboa B | 2-0 | UD Oliveirense | |
| 25.01.2026 | D2 | UD Oliveirense | 2-1 | FC Penafiel | |
| 17.01.2026 | D2 | SC Farense | 0-0 | UD Oliveirense |  |
| 11.01.2026 | D2 | UD Oliveirense | 3-4 | CD Feirense | |
| 15.02.2026 | D2 | Uniao Leiria | 2-2 | FC Porto B | |
| 08.02.2026 | D2 | União Torreense | 3-1 | Uniao Leiria | |
| 01.02.2026 | D2 | Uniao Leiria | P-P | Paços de Ferreira |  |
| 26.01.2026 | D2 | Uniao Leiria | 3-1 | Sporting Lisboa B | |
| 21.01.2026 | D2 | Uniao Leiria | 2-2 | FC Vizela | |
| 16.01.2026 | D2 | Académico Viseu | 2-0 | Uniao Leiria | |
| over 2.5 | 34.78% | 8 |
| under 2.5 | 65.22% | 15 |
| over 2.5 | 60.00% | 15 |
| under 2.5 | 40.00% | 10 |
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