This page lists the head-to-head record of Uniao da Madeira vs Oliveirense including biggest victories and defeats between the two sides, and H2H stats in all competitions.
Overall H2H Record - Summary
| Total | Oliveirense | Uniao da Madeira | Draws |
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| Total Matches | 6 | 4 | 2 | 0 |
| At Estadio Carlos Osorio | 3 | 1 | 2 | 0 |
| At | 3 | 3 | 0 | 0 |
| Division2 Matches | 4 | 3 | 1 | 0 |
| Segunda Liga Matches | 2 | 1 | 1 | 0 |
| Total Goals Scored | 12 | 7 | 5 | |
Last 50 Oliveirense vs Uniao da Madeira Matches
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| 2019 15 December | | Division2 | Uniao Madeira | 1 - 0 | UD Oliveirense |
| 2018 18 March | | Segunda Liga | UD Oliveirense | 2 - 1 | Uniao Madeira |
| 2017 29 October | | Segunda Liga | Uniao Madeira | 1 - 0 | UD Oliveirense |
| 2011 18 September | | Division2 | UD Oliveirense | 1 - 0 | Uniao Madeira |
| 2007 6 April | | Division2 | UD Oliveirense | 2 - 1 | Uniao Madeira |
| 2006 25 November | | Division2 | Uniao Madeira | 1 - 2 | UD Oliveirense |
Biggest Oliveirense Victory vs Uniao da Madeira
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| 2018 18 March | | Segunda Liga | UD Oliveirense | 2 - 1 | Uniao Madeira |
Biggest Uniao da Madeira Victory vs Oliveirense
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| 2019 15 December | | Division2 | Uniao Madeira | 1 - 0 | UD Oliveirense |
Biggest Oliveirense Defeat vs Uniao da Madeira
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| 2019 15 December | | Division2 | Uniao Madeira | 1 - 0 | UD Oliveirense |
Biggest Uniao da Madeira Defeat vs Oliveirense
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| 2018 18 March | | Segunda Liga | UD Oliveirense | 2 - 1 | Uniao Madeira |
Last 5 Oliveirense Home Matches
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| 2024 9 November | | Segunda Liga | UD Oliveirense | 0 - 2 | Portimonense |
| 2024 26 October | | Segunda Liga | UD Oliveirense | 0 - 3 | Chaves |
| 2024 5 October | | Segunda Liga | UD Oliveirense | 0 - 2 | Pacos de Ferreira |
| 2024 29 September | | Segunda Liga | UD Oliveirense | 1 - 0 | Feirense |
| 2024 31 August | | Segunda Liga | UD Oliveirense | 0 - 1 | Leixoes |
Last 5 Uniao da Madeira Home Matches
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| 2021 21 November | | Division2 | Uniao Madeira | 0 - 3 | Merelinense |
| 2021 7 November | | Division2 | Uniao Madeira | 1 - 1 | Vianense |
| 2021 1 November | | Division2 | Uniao Madeira | 0 - 2 | Maritimo II |
| 2021 24 October | | Division2 | Uniao Madeira | 0 - 3 | Forjaes SC |
| 2021 29 September | | Division2 | Uniao Madeira | 1 - 2 | Camara de Lobos |
Last 5 Oliveirense Away Matches
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| 2024 4 November | | Segunda Liga | Tondela | 2 - 0 | UD Oliveirense |
| 2024 20 September | | Cup | 1º Dezembro | 2 - 1 | UD Oliveirense |
| 2024 15 September | | Segunda Liga | Benfica II | 2 - 2 | UD Oliveirense |
| 2024 24 August | | Segunda Liga | Torreense | 3 - 0 | UD Oliveirense |
| 2024 11 August | | Segunda Liga | Penafiel | 4 - 3 | UD Oliveirense |
Last 5 Uniao da Madeira Away Matches
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| 2021 14 November | | Division2 | Camacha | 5 - 0 | Uniao Madeira |
| 2021 10 October | | Division2 | Maria da Fonte | 5 - 0 | Uniao Madeira |
| 2021 25 September | | Cup | Oliveira Hospital | 5 - 0 | Uniao Madeira |
| 2021 5 September | | Division2 | Os Limianos | 8 - 1 | Uniao Madeira |
| 2020 24 October | | Division2 | Paredes | 3 - 1 | Uniao Madeira |