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| 25.04.2022 | D3P | Uniao Leiria | 0-2 | UD Oliveirense | |
| 03.04.2022 | D3P | UD Oliveirense | 0-0 | Uniao Leiria | |
| 18.11.2012 | Cup | UD Oliveirense | 1-0 | Uniao Leiria | |
| 27.07.2011 | CF | UD Oliveirense | 2-0 | Uniao Leiria | |
| 10.05.2009 | D2 | UD Oliveirense | 2-1 | Uniao Leiria | |
| 04.01.2009 | D2 | Uniao Leiria | 1-0 | UD Oliveirense |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 2 | 0 | 4 | 12 | 15 | -3 |
| away | 6 | 0 | 3 | 3 | 1 | 7 | -6 |
| total | 6 | 1 | 2 | 3 | 6 | 11 | -5 |
| Oliveirense win | 33.33% | 4 |
| draw | 16.67% | 2 |
| Oliveirense lose | 50.00% | 6 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 2 | 2 | 2 | 11 | 10 | 1 |
| away | 6 | 2 | 1 | 3 | 12 | 13 | -1 |
| total | 6 | 3 | 1 | 2 | 13 | 10 | 3 |
| Uniao Leiria win | 50.00% | 6 |
| draw | 16.67% | 2 |
| Uniao Leiria lose | 33.33% | 4 |
| 16.03.2026 | D2 | FC Porto B | 0-0 | UD Oliveirense |  |
| 07.03.2026 | D2 | UD Oliveirense | 0-3 | União Torreense |  |
| 01.03.2026 | D2 | Paços de Ferreira | 0-0 | UD Oliveirense | |
| 21.02.2026 | D2 | UD Oliveirense | 2-4 | Uniao Leiria | |
| 14.02.2026 | D2 | Académico Viseu | 4-1 | UD Oliveirense | |
| 07.02.2026 | D2 | UD Oliveirense | 3-0 | FC Vizela |  |
| 15.03.2026 | D2 | Uniao Leiria | 1-2 | Marítimo | |
| 08.03.2026 | D2 | Leixões SC | 1-4 | Uniao Leiria | |
| 28.02.2026 | D2 | Uniao Leiria | 1-0 | Portimonense SC | |
| 21.02.2026 | D2 | UD Oliveirense | 2-4 | Uniao Leiria | |
| 15.02.2026 | D2 | Uniao Leiria | 2-2 | FC Porto B | |
| 08.02.2026 | D2 | União Torreense | 3-1 | Uniao Leiria | |
| over 2.5 | 37.04% | 10 |
| under 2.5 | 62.96% | 17 |
| over 2.5 | 62.07% | 18 |
| under 2.5 | 37.93% | 11 |
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