| First Round | |||
| 1 | Tey Old Fellas | 4-3 | Pitchbury |
| 2 | Great Oakley | BYE | |
| 3 | Clacton Ballers 43 | BYE | |
| 4 | Iceni Wanderers | BYE | |
| 5 | Clacton Rangers | 2-4 | CO4 Ultras Reserves |
| 6 | Stone Island | BYE | |
| 7 | Sokretez Res | VOID | Clacton Cobras |
| 8 | Tollesbury Athletic Res | BYE | |
| 9 | CUSA | AW | Old Saints United |
| 10 | Wivenhoe United | 1-6 | Marks Tey |
| 11 | Pathfields Reserves | AW | Clacton Villa |
| 12 | Kings Park | BYE | |
| 13 | Great Horkesley | BYE | |
| 14 | Feering Village Res | BYE | |
| 15 | Brooklands Res | BYE | |
| 16 | Tendring Athletic | 2-1 | Roman Colts |
| Second Round | |||
| 17 | Tey Old Fellas | 0-9 | Great Oakley |
| 18 | Clacton Ballers 43 | 7-6 | Iceni Wanderers |
| 19 | CO4 Ultras Reserves | 2-1 | Stone Island |
| 20 | BYE | v | Tollesbury Athletic Res |
| (Both teams in match 7 withdrew - Tollesbury Athletic Res receive a bye) | |||
| 21 | Old Saints United | 2-1 | Marks Tey |
| 22 | Clacton Villa | 4-3 | Kings Park |
| 23 | Great Horkesley | 3-7 | Feering Village Res |
| 24 | Brooklands Reserves | 0-2 | Tendring Athletic |
| Quarter Final | |||
| 25 | Great Oakley | 3-1 | Clacton Ballers 43 |
| 26 | Old Saints Utd | 2-1 | Clacton Villa |
| 27 | Feering Village Res | 6-0 | Tendring Athletic |
| 28 | CO4 Ultras Res | 5-0 | Tollesbury Athletic Res |
| Semi Final | |||
| 29 | Great Oakley | 1-3 | CO4 Ultras Res |
| 30 | Old Saints Utd | 4-0 | Feering Village Res |
| Final | |||
| 31 | CO4 Ultras Res | 2-5 | Old Saints Utd |
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