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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| 2025 5 October | | Segunda Liga | UD Oliveirense | 2 - 2 | Pacos de Ferreira |
| 2025 15 September | | Segunda Liga | UD Oliveirense | 2 - 2 | Academico Viseu |
| 2025 24 August | | Segunda Liga | UD Oliveirense | 1 - 0 | Sporting CP II |
| 2025 11 August | | Segunda Liga | UD Oliveirense | 1 - 1 | Farense |
| 2025 10 May | | Segunda Liga | UD Oliveirense | 1 - 1 | Maritimo |
Last 5 Estoril Praia Home Matches
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| 2025 26 October | | Portuguese Liga | Estoril | 1 - 1 | Nacional |
| 2025 27 September | | Portuguese Liga | Estoril | 0 - 1 | Sporting Lisbon |
| 2025 13 September | | Portuguese Liga | Estoril | 3 - 1 | AVS |
| 2025 6 September | | Portuguese Liga | Estoril | 0 - 1 | Santa Clara |
| 2025 11 August | | Portuguese Liga | Estoril | 1 - 1 | Estrela P |
Last 5 Oliveirense Away Matches
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| 2025 24 October | | Segunda Liga | Torreense | 3 - 2 | UD Oliveirense |
| 2025 18 October | | Cup | Torreense | 1 - 1 | UD Oliveirense |
| 2025 11 October | | Segunda Liga | Uniao de Leiria | 0 - 0 | UD Oliveirense |
| 2025 21 September | | Cup | Moncao | 1 - 3 | UD Oliveirense |
| 2025 31 August | | Segunda Liga | Vizela | 1 - 0 | UD Oliveirense |
Last 5 Estoril Praia Away Matches
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| 2025 19 October | | Cup | CF Os Belenenses | 1 - 2 | Estoril |
| 2025 3 October | | Portuguese Liga | Casa Pia | 2 - 2 | Estoril |
| 2025 21 September | | Portuguese Liga | Gil Vicente | 2 - 0 | Estoril |
| 2025 31 August | | Portuguese Liga | Tondela | 2 - 2 | Estoril |
| 2025 16 August | | Portuguese Liga | Guimaraes | 3 - 2 | Estoril |