| First Round | |||
| 1 | Stone Island | 4-1 | Brooklands |
| 2 | Brightlingsea Athletic | 4 aet 3 | Pathfields |
| 3 | Marks Tey | 1-3 | Madrid Wanderers |
| Second Round | |||
| 4 | Col. Crusaders | HW | Fifteen Degrees |
| 5 | Wormingford Newtown | HW | Stone Island |
| 6 | Feering Village | 5-3 | Great Horkesley |
| 7 | Great Oakley | 2-4 | Brightlingsea Athletic |
| 8 | Clacton Rangers | AW | Sunday Shrimpers |
| 9 | Madrid Wanderers | 4-0 | Cusa |
| 10 | Queens Arms | AW | CO4 Ultras |
| 11 | Kings Park | 0-3 | Old Saints Utd |
| Quarter Finals | |||
| 12 | Colchester Crusaders | 2 (aet) 2 4 (pens) 5 | Old Saints Utd |
| 13 | Wormingford Newtown | 1-2 | CO4 Ultras |
| 14 | Feering Village | 0-3 | Madrid Wanderers |
| 15 | Brightlingsea Athletic | 2 (aet) 4 | Sunday Shrimpers |
| Semi Finals | |||
| 16 | Old Saints Utd | 1-2 | Sunday Shrimpers |
| 17 | CO4 Ultras | 3 aet 0 | Madrid Wanderers |
| FINAL | |||
| 18 | Sunday Shrimpers | 1-2 | CO4 Ultras |
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