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Ernie Osborne Challenge Cup 2018 / 19 |
| Round One |
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| Feering Village | 5-0 | Sokretez Res |
| Great Clacton Utd | 5-2 | Phoenix |
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| Teams receiving a bye : Bullers, CO4 Ultras, Colchester Crusaders, Cusa, Dedham Athletic, Dovercourt Rovers, Feering Village, Great Oakley, Pitchbury, Ramsey & Mistley Res, Riverbank, Stone Island, Tavern, Thorpmund, Vagabonds Res |
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| Round Two |
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| Great Clacton Utd | 4-3 | Cusa |
| Vagabonds Res | AW | CO4 Ultras |
| Dedham Athletic | 2-4 | Tavern |
| Feering Village | 2-0 | Riverbank Athletic |
| Pitchbury | 2-3 | Great Oakley |
| Ramsey & Mistley Res | 7-3 | Colchester Crusaders |
| Dovercourt Rovers | HW | Thorpmund |
| Stone Island | 4-3 | Bullers |
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| Quarter Finals |
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| Great Oakley | 4-0 | Stone Island |
| Great Clacton Utd | 0-4 | CO4 Ultras |
| Ramsey & Mistley Res | 4-0 | Dovercourt Rovers |
| Feering Village | HW | Tavern |
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| Semi Finals |
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| Feering Village | 1-3 | CO4 Ultras |
| Ramsey & Mistley Res | 4-2 | Great Oakley |
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| Final |
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| CO4 Ultras | 4-1 | Ramsey & Mistley Res |
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| Match report and photos |
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