This page lists the head-to-head record of Maritimo vs Oliveirense including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Oliveirense | Maritimo | Draws |
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| Total Matches | 5 | 0 | 2 | 3 |
| At Estadio Carlos Osorio | 1 | 0 | 1 | 0 |
| At Estádio dos Barreiros | 4 | 0 | 1 | 3 |
| Cup Matches | 3 | 0 | 1 | 2 |
| Segunda Liga Matches | 2 | 0 | 1 | 1 |
| Total Goals Scored | 14 | 6 | 8 | |
Last 50 Oliveirense vs Maritimo Matches
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| 2024 12 May | | Segunda Liga | Maritimo | 2 - 1 | UD Oliveirense |
| 2024 6 January | | Segunda Liga | UD Oliveirense | 1 - 1 | Maritimo |
| 2017 19 November | | Cup | UD Oliveirense | 2 - 2 | Maritimo |
| 2017 19 November | | Cup | UD Oliveirense | 2 - 2 | Maritimo |
| 2008 20 January | | Cup | UD Oliveirense | 0 - 1 | Maritimo |
Biggest Maritimo Victory vs Oliveirense
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| 2008 20 January | | Cup | UD Oliveirense | 0 - 1 | Maritimo |
Biggest Oliveirense Defeat vs Maritimo
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| 2008 20 January | | Cup | UD Oliveirense | 0 - 1 | Maritimo |
Last 5 Oliveirense Home Matches
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| 2024 9 November | | Segunda Liga | UD Oliveirense | 0 - 2 | Portimonense |
| 2024 26 October | | Segunda Liga | UD Oliveirense | 0 - 3 | Chaves |
| 2024 5 October | | Segunda Liga | UD Oliveirense | 0 - 2 | Pacos de Ferreira |
| 2024 29 September | | Segunda Liga | UD Oliveirense | 1 - 0 | Feirense |
| 2024 31 August | | Segunda Liga | UD Oliveirense | 0 - 1 | Leixoes |
Last 5 Maritimo Home Matches
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| 2024 3 November | | Segunda Division | Maritimo | 1 - 0 | Academia Anzoategui |
| 2024 2 November | | Segunda Liga | Maritimo | 1 - 2 | Penafiel |
| 2024 19 October | | Segunda Division | Maritimo | 2 - 2 | Nueva Esparta |
| 2024 10 October | | Segunda Division | Maritimo | 1 - 0 | Academia Anzoategui |
| 2024 5 October | | Segunda Liga | Maritimo | 1 - 0 | Porto II |
Last 5 Oliveirense Away Matches
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| 2024 4 November | | Segunda Liga | Tondela | 2 - 0 | UD Oliveirense |
| 2024 20 September | | Cup | 1º Dezembro | 2 - 1 | UD Oliveirense |
| 2024 15 September | | Segunda Liga | Benfica II | 2 - 2 | UD Oliveirense |
| 2024 24 August | | Segunda Liga | Torreense | 3 - 0 | UD Oliveirense |
| 2024 11 August | | Segunda Liga | Penafiel | 4 - 3 | UD Oliveirense |
Last 5 Maritimo Away Matches
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| 2024 10 November | | Segunda Liga | Leixoes | 2 - 1 | Maritimo |
| 2024 30 October | | Segunda Division | Academia Anzoategui | 2 - 0 | Maritimo |
| 2024 27 October | | Segunda Liga | Felgueiras 1932 | 1 - 3 | Maritimo |
| 2024 13 October | | Segunda Liga | Academico Viseu | 0 - 2 | Maritimo |
| 2024 13 October | | Segunda Division | Atletico La Cruz | 4 - 1 | Maritimo |