| 30 Apr 2005 | First Round | Basildon and Pitsea v Chingford | Mopsies Park, Basildon | Results |
| 30 Apr 2005 | First Round | Billericay v Leigh-on-Sea | The Toby Howe Cricket Ground, Billericay | Results |
| 30 Apr 2005 | First Round | Brentwood v Shenfield | Old County Ground, Brentwood | Results |
| 30 Apr 2005 | First Round | Colchester and East Essex v Woodford Green | Castle Park Cricket Ground, Colchester | Results |
| 30 Apr 2005 | First Round | Epping v Buckhurst Hill | Lower Bury Lane, Epping | Results |
| 30 Apr 2005 | First Round | Fives and Heronians v Hainault and Clayhall | The Paddock, Chigwell | Results |
| 30 Apr 2005 | First Round | Gidea Park and Romford v Ardleigh Green | Gidea Park Sports Ground, Romford | Results |
| 30 Apr 2005 | First Round | Harlow v Old Parkonians | Marigolds, Harlow | Results |
| 30 Apr 2005 | First Round | Harold Wood v Hadleigh and Thundersley | Harold Wood Park, Harold Wood | Results |
| 30 Apr 2005 | First Round | Hornchurch v Horndon-on-the-Hill | Harrow Lodge Park, Hornchurch | Results |
| 30 Apr 2005 | First Round | Loughton v South Woodford | The Uplands, Loughton | Results |
| 30 Apr 2005 | First Round | Old Southendian and Southchurch v Woodford Wells | Southchurch Park, Southend-on-Sea | Results |
| 30 Apr 2005 | First Round | Saffron Walden v West Essex | Anglo-American Playing Fields, Saffron Walden | Results |
| 30 Apr 2005 | First Round | Stanford-le-Hope v Old Brentwoods | Stanford Recreation Ground, Stanford-le-Hope | Results |
| 30 Apr 2005 | First Round | Walthamstow v Hutton | Buck Walk, Walthamstow | Results |
| 30 Apr 2005 | First Round | Westcliff-on-Sea v Chelmsford | Chalkwell Park, Westcliff-on-Sea | Results |
| 30 Apr 2005 | First Round | Wickford v Upminster | Dick Patmore Memorial Ground, Wickford | Results |
| 07 May 2005 | Second Round | Billericay v Colchester and East Essex | The Toby Howe Cricket Ground, Billericay | Results |
| 07 May 2005 | Second Round | Brentwood v Basildon and Pitsea | Old County Ground, Brentwood | Results |
| 07 May 2005 | Second Round | Gidea Park and Romford v Saffron Walden | Gidea Park Sports Ground, Romford | Results |
| 07 May 2005 | Second Round | Hainault and Clayhall v Woodford Wells | Oakfield Playing Fields, Barkingside | Results |
| 07 May 2005 | Second Round | Harold Wood v Old Brentwoods | Harold Wood Park, Harold Wood | Results |
| 07 May 2005 | Second Round | Old Parkonians v Walthamstow | Old Parkonians Association Ground, Barkingside | Results |
| 07 May 2005 | Second Round | South Woodford v Buckhurst Hill | Highfield Road, Woodford Green | Results |
| 07 May 2005 | Second Round | Wickford v Hornchurch | Dick Patmore Memorial Ground, Wickford | Results |
| 05 Jun 2005 | Quarter-Final | Chelmsford v Wickford | Chelmer Park, Chelmsford | Results |
| 05 Jun 2005 | Quarter-Final | South Woodford v Hainault and Clayhall | Highfield Road, Woodford Green | Results |
| 19 Jun 2005 | Quarter-Final | not known v not known | not known | Results |
| 19 Jun 2005 | Quarter-Final | Walthamstow v Brentwood | Buck Walk, Walthamstow | Results |
| 31 Jul 2005 | Semi-Final | not known v not known | not known | Results |
| 31 Jul 2005 | Final | not known v not known | not known | Results |
| 07 Aug 2005 | Semi-Final | Hainault and Clayhall v Walthamstow | Oakfield Playing Fields, Barkingside | Results |
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