This page lists the head-to-head record of Portimonense vs Estoril Praia including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Estoril Praia | Portimonense | Draws |
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| Total Matches | 21 | 10 | 6 | 5 |
| At Antònio Coimbra da Mota | 10 | 5 | 3 | 2 |
| At Estádio Municipal de Portimão | 11 | 5 | 3 | 3 |
| Division2 Matches | 13 | 6 | 4 | 3 |
| Portuguese Liga Matches | 8 | 4 | 2 | 2 |
| Total Goals Scored | 37 | 22 | 15 | |
Last 50 Estoril Praia vs Portimonense Matches
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| 2024 15 March | | Portuguese Liga | Estoril | 1 - 0 | Portimonense |
| 2023 28 October | | Portuguese Liga | Portimonense | 1 - 0 | Estoril |
| 2023 15 April | | Portuguese Liga | Estoril | 0 - 1 | Portimonense |
| 2022 30 October | | Portuguese Liga | Portimonense | 1 - 1 | Estoril |
| 2022 12 March | | Portuguese Liga | Estoril | 2 - 0 | Portimonense |
| 2021 24 October | | Portuguese Liga | Portimonense | 0 - 2 | Estoril |
| 2018 14 April | | Portuguese Liga | Portimonense | 0 - 1 | Estoril |
| 2017 4 December | | Portuguese Liga | Estoril | 0 - 0 | Portimonense |
| 2011 3 September | | Division2 | Estoril | 1 - 0 | Portimonense |
| 2010 17 January | | Division2 | Portimonense | 2 - 1 | Estoril |
| 2009 16 August | | Division2 | Estoril | 1 - 3 | Portimonense |
| 2009 19 April | | Division2 | Portimonense | 1 - 2 | Estoril |
| 2008 30 November | | Division2 | Estoril | 0 - 0 | Portimonense |
| 2008 4 May | | Division2 | Estoril | 0 - 1 | Portimonense |
| 2007 22 December | | Division2 | Portimonense | 2 - 2 | Estoril |
| 2007 17 March | | Division2 | Estoril | 1 - 0 | Portimonense |
| 2006 21 October | | Division2 | Portimonense | 0 - 1 | Estoril |
| 2006 14 January | | Division2 | Portimonense | 2 - 1 | Estoril |
| 2005 20 August | | Division2 | Estoril | 4 - 1 | Portimonense |
| 2004 6 February | | Division2 | Estoril | 0 - 0 | Portimonense |
| 2003 13 September | | Division2 | Portimonense | 0 - 1 | Estoril |
Biggest Estoril Praia Victory vs Portimonense
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| 2005 20 August | | Division2 | Estoril | 4 - 1 | Portimonense |
Biggest Portimonense Victory vs Estoril Praia
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| 2009 16 August | | Division2 | Estoril | 1 - 3 | Portimonense |
Biggest Estoril Praia Defeat vs Portimonense
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| 2009 16 August | | Division2 | Estoril | 1 - 3 | Portimonense |
Biggest Portimonense Defeat vs Estoril Praia
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| 2005 20 August | | Division2 | Estoril | 4 - 1 | Portimonense |
Last 5 Estoril Praia Home Matches
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| 2025 9 February | | Portuguese Liga | Estoril | 2 - 1 | Boavista |
| 2025 26 January | | Portuguese Liga | Estoril | 1 - 0 | Guimaraes |
| 2024 28 December | | Portuguese Liga | Estoril | 2 - 2 | Moreirense |
| 2024 15 December | | Portuguese Liga | Estoril | 0 - 2 | Casa Pia |
| 2024 1 December | | Portuguese Liga | Estoril | 2 - 1 | Famalicao |
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 Estoril Praia Away Matches
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| 2025 15 February | | Portuguese Liga | Nacional | 2 - 2 | Estoril |
| 2025 1 February | | Portuguese Liga | Gil Vicente | 1 - 2 | Estoril |
| 2025 18 January | | Portuguese Liga | Santa Clara | 2 - 3 | Estoril |
| 2025 5 January | | Portuguese Liga | Estrela P | 2 - 4 | Estoril |
| 2024 23 December | | Portuguese Liga | Benfica | 3 - 0 | Estoril |
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 |