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 | 9 | 4 | 1 | 4 |
| At Estádio dos Barreiros | 6 | 2 | 0 | 4 |
| At Estadio Carlos Osorio | 3 | 2 | 1 | 0 |
| Cup Matches | 3 | 1 | 0 | 2 |
| Segunda Liga Matches | 6 | 3 | 1 | 2 |
| Total Goals Scored | 22 | 13 | 9 | |
Last 50 Maritimo vs Oliveirense Matches
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| 2026 21 March | | Segunda Liga | Maritimo | 1 - 0 | UD Oliveirense |
| 2025 3 November | | Segunda Liga | UD Oliveirense | 0 - 2 | Maritimo |
| 2025 10 May | | Segunda Liga | UD Oliveirense | 1 - 1 | Maritimo |
| 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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| 2025 3 November | | Segunda Liga | UD Oliveirense | 0 - 2 | 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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| 2025 3 November | | Segunda Liga | UD Oliveirense | 0 - 2 | Maritimo |
Last 5 Maritimo Home Matches
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| 2026 12 April | | Segunda Liga | Maritimo | 1 - 0 | Portimonense |
| 2026 21 March | | Segunda Liga | Maritimo | 1 - 0 | UD Oliveirense |
| 2026 8 March | | Segunda Liga | Maritimo | 2 - 1 | Porto II |
| 2026 21 February | | Segunda Liga | Maritimo | 1 - 0 | Sporting CP II |
| 2026 7 February | | Segunda Liga | Maritimo | 0 - 1 | Farense |
Last 5 Oliveirense Home Matches
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| 2026 3 April | | Segunda Liga | UD Oliveirense | 1 - 2 | Portimonense |
| 2026 7 March | | Segunda Liga | UD Oliveirense | 0 - 3 | Torreense |
| 2026 21 February | | Segunda Liga | UD Oliveirense | 2 - 4 | Uniao de Leiria |
| 2026 7 February | | Segunda Liga | UD Oliveirense | 3 - 0 | Vizela |
| 2026 25 January | | Segunda Liga | UD Oliveirense | 2 - 1 | Penafiel |
Last 5 Maritimo Away Matches
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| 2026 18 April | | Segunda Liga | Torreense | 1 - 0 | Maritimo |
| 2026 4 April | | Segunda Liga | Pacos de Ferreira | 0 - 0 | Maritimo |
| 2026 15 March | | Segunda Liga | Uniao de Leiria | 1 - 2 | Maritimo |
| 2026 1 March | | Segunda Liga | Academico Viseu | 3 - 1 | Maritimo |
| 2026 15 February | | Segunda Liga | Vizela | 0 - 3 | Maritimo |
Last 5 Oliveirense Away Matches
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| 2026 12 April | | Segunda Liga | Leixoes | 2 - 0 | UD Oliveirense |
| 2026 21 March | | Segunda Liga | Maritimo | 1 - 0 | UD Oliveirense |
| 2026 16 March | | Segunda Liga | Porto II | 0 - 0 | UD Oliveirense |
| 2026 1 March | | Segunda Liga | Pacos de Ferreira | 0 - 0 | UD Oliveirense |
| 2026 14 February | | Segunda Liga | Academico Viseu | 4 - 1 | UD Oliveirense |