This page lists the head-to-head record of Oliveirense vs Maritimo including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Maritimo | Oliveirense | Draws |
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| Total Matches | 6 | 2 | 1 | 3 |
| At Estádio dos Barreiros | 4 | 1 | 0 | 3 |
| At Estadio Carlos Osorio | 2 | 1 | 1 | 0 |
| Cup Matches | 3 | 1 | 0 | 2 |
| Segunda Liga Matches | 3 | 1 | 1 | 1 |
| Total Goals Scored | 17 | 9 | 8 | |
Last 50 Maritimo vs Oliveirense Matches
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| 2024 29 December | | Segunda Liga | Maritimo | 1 - 2 | UD Oliveirense |
| 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 Victory vs Maritimo
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| 2024 29 December | | Segunda Liga | Maritimo | 1 - 2 | UD Oliveirense |
Biggest Maritimo Defeat vs Oliveirense
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| 2024 29 December | | Segunda Liga | Maritimo | 1 - 2 | UD Oliveirense |
Biggest Oliveirense Defeat vs Maritimo
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| 2008 20 January | | Cup | UD Oliveirense | 0 - 1 | Maritimo |
Last 5 Maritimo Home Matches
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| 2025 8 February | | Segunda Liga | Maritimo | 2 - 0 | Portimonense |
| 2025 25 January | | Segunda Liga | Maritimo | 2 - 2 | Pacos de Ferreira |
| 2024 29 December | | Segunda Liga | Maritimo | 1 - 2 | UD Oliveirense |
| 2024 15 December | | Segunda Liga | Maritimo | 0 - 3 | Torreense |
| 2024 1 December | | Segunda Liga | Maritimo | 1 - 1 | Benfica II |
Last 5 Oliveirense Home Matches
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| 2025 16 February | | Segunda Liga | UD Oliveirense | 3 - 2 | Benfica II |
| 2025 2 February | | Segunda Liga | UD Oliveirense | 0 - 0 | Torreense |
| 2025 20 January | | Segunda Liga | UD Oliveirense | 2 - 2 | Penafiel |
| 2025 5 January | | Segunda Liga | UD Oliveirense | 0 - 3 | Felgueiras 1932 |
| 2024 22 December | | Segunda Liga | UD Oliveirense | 1 - 2 | Uniao de Leiria |
Last 5 Maritimo Away Matches
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| 2025 16 February | | Segunda Liga | Alverca | 5 - 0 | Maritimo |
| 2025 2 February | | Segunda Liga | Chaves | 1 - 1 | Maritimo |
| 2025 19 January | | Segunda Liga | Tondela | 0 - 0 | Maritimo |
| 2025 5 January | | Segunda Liga | Vizela | 3 - 2 | Maritimo |
| 2024 8 December | | Segunda Liga | Mafra | 2 - 3 | Maritimo |
Last 5 Oliveirense Away Matches
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| 2025 8 February | | Segunda Liga | Leixoes | 1 - 2 | UD Oliveirense |
| 2025 26 January | | Segunda Liga | Mafra | 0 - 0 | UD Oliveirense |
| 2024 29 December | | Segunda Liga | Maritimo | 1 - 2 | UD Oliveirense |
| 2024 16 December | | Segunda Liga | Academico Viseu | 2 - 1 | UD Oliveirense |
| 2024 1 December | | Segunda Liga | Porto II | 2 - 1 | UD Oliveirense |