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 | 16 | 4 | 9 | 3 |
| At Estádio dos Barreiros | 8 | 2 | 5 | 1 |
| At Estádio Municipal de Portimăo | 8 | 2 | 4 | 2 |
| Portuguese Liga Matches | 14 | 3 | 8 | 3 |
| Segunda Liga Matches | 2 | 1 | 1 | 0 |
| Total Goals Scored | 43 | 17 | 26 | |
Last 50 Maritimo vs Portimonense Matches
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| 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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| 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 Portimonense Home Matches
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| 2025 16 February | | Segunda Liga | Portimonense | 1 - 2 | Torreense |
| 2025 1 February | | Segunda Liga | Portimonense | 2 - 0 | Mafra |
| 2025 18 January | | Segunda Liga | Portimonense | 3 - 2 | Felgueiras 1932 |
| 2025 4 January | | Segunda Liga | Portimonense | 1 - 0 | Alverca |
| 2024 21 December | | Segunda Liga | Portimonense | 1 - 1 | Academico Viseu |
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 Portimonense Away Matches
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| 2025 8 February | | Segunda Liga | Maritimo | 2 - 0 | Portimonense |
| 2025 26 January | | Segunda Liga | Uniao de Leiria | 1 - 0 | Portimonense |
| 2025 12 January | | Segunda Liga | Porto II | 1 - 2 | Portimonense |
| 2024 15 December | | Segunda Liga | Tondela | 2 - 0 | Portimonense |
| 2024 8 December | | Segunda Liga | Pacos de Ferreira | 0 - 1 | Portimonense |