| 29 Apr 2006 | First Round | Basildon and Pitsea v Old Brentwoods | Mopsies Park, Basildon | Results |
| 29 Apr 2006 | First Round | Billericay v Wickford | The Toby Howe Cricket Ground, Billericay | Results |
| 29 Apr 2006 | First Round | Chingford v Colchester and East Essex | Forest Side, Chingford | Results |
| 29 Apr 2006 | First Round | Epping v South Woodford | Lower Bury Lane, Epping | Results |
| 29 Apr 2006 | First Round | Gidea Park and Romford v Woodford Green | Gidea Park Sports Ground, Romford | Results |
| 29 Apr 2006 | First Round | Hainault and Clayhall v Fives and Heronians | Oakfield Playing Fields, Barkingside | Results |
| 29 Apr 2006 | First Round | Hornchurch v Westcliff-on-Sea | Harrow Lodge Park, Hornchurch | Results |
| 29 Apr 2006 | First Round | Loughton v Hutton | The Uplands, Loughton | Results |
| 29 Apr 2006 | First Round | not known v not known | not known | Results |
| 29 Apr 2006 | First Round | not known v not known | not known | Results |
| 29 Apr 2006 | First Round | not known v not known | not known | Results |
| 29 Apr 2006 | First Round | Old Parkonians v Saffron Walden | Old Parkonians Association Ground, Barkingside | Results |
| 29 Apr 2006 | First Round | Walthamstow v Harold Wood | Buck Walk, Walthamstow | Results |
| 29 Apr 2006 | First Round | Wanstead v Upminster | Overton Drive, Wanstead | Results |
| 29 Apr 2006 | First Round | West Essex v Buckhurst Hill | The Rolls Sports Ground, Highams Park | Results |
| 29 Apr 2006 | First Round | Woodford Wells v Hadleigh and Thundersley | Monkham Lane, Woodford Wells | Results |
| 06 May 2006 | Second Round | Basildon and Pitsea v Hornchurch | Mopsies Park, Basildon | Results |
| 06 May 2006 | Second Round | Chelmsford v Wickford | Chelmer Park, Chelmsford | Results |
| 06 May 2006 | Second Round | Colchester and East Essex v Wanstead | Castle Park Cricket Ground, Colchester | Results |
| 06 May 2006 | Second Round | Saffron Walden v Ardleigh Green | Anglo-American Playing Fields, Saffron Walden | Results |
| 11 Jun 2006 | Second Round | Woodford Wells v Ilford | Monkham Lane, Woodford Wells | Results |
| 18 Jun 2006 | Second Round | Hutton v Hainault and Clayhall | The Polo Field Ground, Hutton | Results |
| 25 Jun 2006 | Second Round | Gidea Park and Romford v Harold Wood | Gidea Park Sports Ground, Romford | Results |
| 25 Jun 2006 | Second Round | not known v not known | not known | Results |
| 23 Jul 2006 | Quarter-Final | Shenfield v Harold Wood | Chelmsford Road, Shenfield | Results |
| 23 Jul 2006 | Quarter-Final | Wanstead v Hainault and Clayhall | Overton Drive, Wanstead | Results |
| 30 Jul 2006 | Quarter-Final | Ilford v Wanstead | Valentine's Park, Ilford | Results |
| 30 Jul 2006 | Quarter-Final | not known v not known | not known | Results |
| 20 Aug 2006 | Semi-Final | not known v not known | not known | Results |
| 20 Aug 2006 | Semi-Final | South Woodford v Wanstead | Highfield Road, Woodford Green | Results |
| 28 Aug 2006 | Final | Ardleigh Green v South Woodford | The Uplands, Loughton | Results |
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