This page lists the head-to-head record of Portimonense vs Maritimo including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Maritimo | Portimonense | Draws |
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| Total Matches | 18 | 6 | 9 | 3 |
| At Estádio dos Barreiros | 9 | 3 | 5 | 1 |
| At Estádio Municipal de Portimăo | 9 | 3 | 4 | 2 |
| Portuguese Liga Matches | 14 | 3 | 8 | 3 |
| Segunda Liga Matches | 4 | 3 | 1 | 0 |
| Total Goals Scored | 46 | 20 | 26 | |
Last 50 Maritimo vs Portimonense Matches
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| 2026 12 April | | Segunda Liga | Maritimo | 1 - 0 | Portimonense |
| 2025 30 November | | Segunda Liga | Portimonense | 0 - 2 | Maritimo |
| 2025 8 February | | Segunda Liga | Maritimo | 2 - 0 | Portimonense |
| 2024 1 September | | Segunda Liga | Portimonense | 5 - 1 | Maritimo |
| 2023 18 February | | Portuguese Liga | Portimonense | 2 - 1 | Maritimo |
| 2022 27 August | | Portuguese Liga | Maritimo | 0 - 1 | Portimonense |
| 2022 14 May | | Portuguese Liga | Maritimo | 0 - 1 | Portimonense |
| 2022 9 January | | Portuguese Liga | Portimonense | 1 - 2 | Maritimo |
| 2021 28 February | | Portuguese Liga | Portimonense | 0 - 0 | Maritimo |
| 2020 17 October | | Portuguese Liga | Maritimo | 1 - 2 | Portimonense |
| 2020 22 June | | Portuguese Liga | Portimonense | 3 - 2 | Maritimo |
| 2019 10 November | | Portuguese Liga | Maritimo | 1 - 1 | Portimonense |
| 2019 11 May | | Portuguese Liga | Portimonense | 3 - 2 | Maritimo |
| 2019 5 January | | Portuguese Liga | Maritimo | 2 - 1 | Portimonense |
| 2018 5 February | | Portuguese Liga | Maritimo | 0 - 3 | Portimonense |
| 2017 28 August | | Portuguese Liga | Portimonense | 1 - 2 | Maritimo |
| 2011 8 May | | Portuguese Liga | Portimonense | 1 - 0 | Maritimo |
| 2010 19 December | | Portuguese Liga | Maritimo | 1 - 1 | Portimonense |
Biggest Maritimo Victory vs Portimonense
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| 2025 8 February | | Segunda Liga | Maritimo | 2 - 0 | Portimonense |
Biggest Portimonense Victory vs Maritimo
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| 2024 1 September | | Segunda Liga | Portimonense | 5 - 1 | Maritimo |
Biggest Maritimo Defeat vs Portimonense
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| 2024 1 September | | Segunda Liga | Portimonense | 5 - 1 | Maritimo |
Biggest Portimonense Defeat vs Maritimo
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| 2025 8 February | | Segunda Liga | Maritimo | 2 - 0 | Portimonense |
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 Portimonense Home Matches
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| 2026 19 April | | Segunda Liga | Portimonense | 3 - 2 | Lusitania Lourosa |
| 2026 21 March | | Segunda Liga | Portimonense | 2 - 1 | Porto II |
| 2026 7 March | | Segunda Liga | Portimonense | 2 - 3 | Pacos de Ferreira |
| 2026 22 February | | Segunda Liga | Portimonense | 0 - 1 | Academico Viseu |
| 2026 9 February | | Segunda Liga | Portimonense | 1 - 1 | Benfica II |
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 Portimonense Away Matches
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| 2026 12 April | | Segunda Liga | Maritimo | 1 - 0 | Portimonense |
| 2026 3 April | | Segunda Liga | UD Oliveirense | 1 - 2 | Portimonense |
| 2026 16 March | | Segunda Liga | Torreense | 1 - 0 | Portimonense |
| 2026 28 February | | Segunda Liga | Uniao de Leiria | 1 - 0 | Portimonense |
| 2026 15 February | | Segunda Liga | Sporting CP II | 4 - 3 | Portimonense |