This page lists the head-to-head record of Estoril Praia vs Oliveirense including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Oliveirense | Estoril Praia | Draws |
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| Total Matches | 13 | 1 | 7 | 5 |
| At Estadio Carlos Osorio | 7 | 1 | 4 | 2 |
| At Antònio Coimbra da Mota | 6 | 0 | 3 | 3 |
| Division2 Matches | 7 | 1 | 2 | 4 |
| Segunda Liga Matches | 6 | 0 | 5 | 1 |
| Total Goals Scored | 21 | 4 | 17 | |
Last 50 Oliveirense vs Estoril Praia Matches
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| 2021 26 March | | Segunda Liga | Estoril | 3 - 0 | UD Oliveirense |
| 2020 8 November | | Segunda Liga | UD Oliveirense | 0 - 1 | Estoril |
| 2020 7 March | | Segunda Liga | UD Oliveirense | 1 - 1 | Estoril |
| 2019 27 October | | Segunda Liga | Estoril | 3 - 0 | UD Oliveirense |
| 2019 19 April | | Segunda Liga | Estoril | 3 - 1 | UD Oliveirense |
| 2018 21 December | | Segunda Liga | UD Oliveirense | 0 - 1 | Estoril |
| 2011 25 September | | Division2 | Estoril | 0 - 0 | UD Oliveirense |
| 2011 19 February | | Division2 | Estoril | 2 - 0 | UD Oliveirense |
| 2010 26 September | | Division2 | UD Oliveirense | 1 - 1 | Estoril |
| 2010 30 January | | Division2 | Estoril | 0 - 1 | UD Oliveirense |
| 2009 23 August | | Division2 | UD Oliveirense | 0 - 0 | Estoril |
| 2009 8 February | | Division2 | UD Oliveirense | 0 - 2 | Estoril |
| 2008 31 August | | Division2 | Estoril | 0 - 0 | UD Oliveirense |
Biggest Oliveirense Victory vs Estoril Praia
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| 2010 30 January | | Division2 | Estoril | 0 - 1 | UD Oliveirense |
Biggest Estoril Praia Victory vs Oliveirense
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| 2021 26 March | | Segunda Liga | Estoril | 3 - 0 | UD Oliveirense |
Biggest Oliveirense Defeat vs Estoril Praia
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| 2021 26 March | | Segunda Liga | Estoril | 3 - 0 | UD Oliveirense |
Biggest Estoril Praia Defeat vs Oliveirense
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| 2010 30 January | | Division2 | Estoril | 0 - 1 | UD Oliveirense |
Last 5 Oliveirense Home Matches
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| 2024 21 April | | Segunda Liga | UD Oliveirense | 1 - 2 | CF Os Belenenses |
| 2024 7 April | | Segunda Liga | UD Oliveirense | 3 - 1 | Benfica II |
| 2024 16 March | | Segunda Liga | UD Oliveirense | 1 - 1 | AVS |
| 2024 3 March | | Segunda Liga | UD Oliveirense | 0 - 1 | Nacional |
| 2024 9 February | | Segunda Liga | UD Oliveirense | 1 - 2 | Torreense |
Last 5 Estoril Praia Home Matches
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| 2024 13 April | | Portuguese Liga | Estoril | 0 - 1 | Sporting Braga |
| 2024 30 March | | Portuguese Liga | Estoril | 1 - 0 | Porto |
| 2024 15 March | | Portuguese Liga | Estoril | 1 - 0 | Portimonense |
| 2024 2 March | | Portuguese Liga | Estoril | 1 - 3 | Guimaraes |
| 2024 18 February | | Portuguese Liga | Estoril | 1 - 3 | Gil Vicente |
Last 5 Oliveirense Away Matches
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| 2024 14 April | | Segunda Liga | Porto II | 0 - 1 | UD Oliveirense |
| 2024 29 March | | Segunda Liga | Pacos de Ferreira | 2 - 0 | UD Oliveirense |
| 2024 8 March | | Segunda Liga | Uniao de Leiria | 1 - 0 | UD Oliveirense |
| 2024 24 February | | Segunda Liga | Santa Clara | 3 - 0 | UD Oliveirense |
| 2024 18 February | | Segunda Liga | Academico Viseu | 2 - 2 | UD Oliveirense |
Last 5 Estoril Praia Away Matches
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| 2024 21 April | | Portuguese Liga | Chaves | 2 - 2 | Estoril |
| 2024 8 April | | Portuguese Liga | Casa Pia | 0 - 0 | Estoril |
| 2024 10 March | | Portuguese Liga | Benfica | 3 - 1 | Estoril |
| 2024 25 February | | Portuguese Liga | Vizela | 3 - 3 | Estoril |
| 2024 10 February | | Portuguese Liga | Boavista | 2 - 1 | Estoril |