| First Round | |||
| 1 | Ramsey & Mistley | 5-5 4pens2 | Brooklands |
| Second Round | |||
| 2 | Romania Athletic | 1-2 | Feering Village |
| 3 | Colchester Crusaders | 0-3 | Queens Arms |
| 4 | Madrid Wanderers | 6-1 | Sokretez |
| 5 | Newtown Rovers | 2-3 | Fifteen Degrees |
| 6 | Brightlingsea Athletic | 0-6 | Sunday Shrimpers |
| 7 | Wormingford Wanderers | 7-0 | Tollesbury Athletic |
| 8 | Ramsey & Mistley | 0-5 | Pathfields |
| 9 | CO4 Ultras | 6-1 | North Essex Athletic |
| Quarter Finals | |||
| 10 | Feering Village | 0-3 | Queens Arms |
| 11 | Sunday Shrimpers | 3-0 | Wormingford Wanderers |
| 12 | Pathfields | 0-6 | CO4 Ultras |
| 13 | Madrid Wanderers | 1-6 | Fifteen Degrees |
| Semi Finals | |||
| 14 | Queens Arms | 0-3 | Fifteen Degrees |
| 15 | Sunday Shrimpers | 1-0 | CO4 Ultras |
| Final | |||
| 16 | Fifteen Degrees | 4-2 | Sunday Shrimpers |
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