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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| 2024 9 November | | Portuguese Liga | Estoril | 0 - 0 | AVS |
| 2024 26 October | | Portuguese Liga | Estoril | 4 - 1 | Arouca |
| 2024 27 September | | Portuguese Liga | Estoril | 0 - 3 | Sporting Lisbon |
| 2024 15 September | | Portuguese Liga | Estoril | 1 - 0 | Nacional |
| 2024 25 August | | Portuguese Liga | Estoril | 0 - 0 | Gil Vicente |
Last 5 Portimonense Home Matches
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| 2024 2 November | | Segunda Liga | Portimonense | 1 - 1 | Vizela |
| 2024 18 October | | Cup | Portimonense | 1 - 2 | Sporting Lisbon |
| 2024 28 September | | Segunda Liga | Portimonense | 0 - 2 | Penafiel |
| 2024 1 September | | Segunda Liga | Portimonense | 5 - 1 | Maritimo |
| 2024 17 August | | Segunda Liga | Portimonense | 0 - 3 | Uniao de Leiria |
Last 5 Estoril Praia Away Matches
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| 2024 3 November | | Portuguese Liga | Porto | 4 - 0 | Estoril |
| 2024 20 October | | Cup | Lusitano Evora 1911 | 0 - 0 | Estoril |
| 2024 6 October | | Portuguese Liga | Farense | 1 - 0 | Estoril |
| 2024 21 September | | Portuguese Liga | Rio Ave | 2 - 2 | Estoril |
| 2024 31 August | | Portuguese Liga | Boavista | 0 - 0 | Estoril |
Last 5 Portimonense Away Matches
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| 2024 9 November | | Segunda Liga | UD Oliveirense | 0 - 2 | Portimonense |
| 2024 26 October | | Segunda Liga | Feirense | 1 - 1 | Portimonense |
| 2024 5 October | | Segunda Liga | Leixoes | 3 - 0 | Portimonense |
| 2024 21 September | | Cup | Vianense | 1 - 3 | Portimonense |
| 2024 13 September | | Segunda Liga | Torreense | 3 - 2 | Portimonense |