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 16 February | | Segunda Liga | UD Oliveirense | 3 - 2 | Benfica II |
| 2025 2 February | | Segunda Liga | UD Oliveirense | 0 - 0 | Torreense |
| 2025 20 January | | Segunda Liga | UD Oliveirense | 2 - 2 | Penafiel |
| 2025 5 January | | Segunda Liga | UD Oliveirense | 0 - 3 | Felgueiras 1932 |
| 2024 22 December | | Segunda Liga | UD Oliveirense | 1 - 2 | Uniao de Leiria |
Last 5 Estoril Praia Home Matches
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| 2025 22 February | | Portuguese Liga | Estoril | 2 - 1 | Rio Ave |
| 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 |
Last 5 Oliveirense Away Matches
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| 2025 22 February | | Segunda Liga | Feirense | 3 - 1 | UD Oliveirense |
| 2025 8 February | | Segunda Liga | Leixoes | 1 - 2 | UD Oliveirense |
| 2025 26 January | | Segunda Liga | Mafra | 0 - 0 | UD Oliveirense |
| 2024 29 December | | Segunda Liga | Maritimo | 1 - 2 | UD Oliveirense |
| 2024 16 December | | Segunda Liga | Academico Viseu | 2 - 1 | UD Oliveirense |
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 |