| 24 Apr 2010 | First Round | Belhus v Ongar | The Village Green, North Stifford | Results |
| 24 Apr 2010 | First Round | Colchester and East Essex v Upminster | Castle Park Cricket Ground, Colchester | Results |
| 24 Apr 2010 | First Round | Shenfield v Hainault and Clayhall | Chelmsford Road, Shenfield | Results |
| 24 Apr 2010 | First Round | Basildon and Pitsea v Westcliff-on-Sea | Mopsies Park, Basildon | Results |
| 24 Apr 2010 | First Round | Chingford v Hornchurch | Forest Side, Chingford | Results |
| 24 Apr 2010 | First Round | Woodford Wells v Loughton | Monkham Lane, Woodford Wells | Results |
| 24 Apr 2010 | First Round | South Woodford v Old Southendian and Southchurch | Highfield Road, Woodford Green | Results |
| 24 Apr 2010 | First Round | Old Brentwoods v Walthamstow | Ashwells Road, Brentwood | Results |
| 24 Apr 2010 | First Round | Southend-on-Sea and Ekco Monarchs and Trojans v Old Parkonians | Southchurch Park, Southend-on-Sea | Results |
| 24 Apr 2010 | First Round | Horndon-on-the-Hill v Ardleigh Green | The Recreation Ground, Horndon-on-the-Hill | Results |
| 24 Apr 2010 | First Round | Harold Wood v Chelmsford | Harold Wood Park, Harold Wood | Results |
| 24 Apr 2010 | First Round | Wanstead v Epping | Overton Drive, Wanstead | Results |
| 24 Apr 2010 | First Round | Billericay v West Essex | The Toby Howe Cricket Ground, Billericay | Results |
| 24 Apr 2010 | First Round | Buckhurst Hill v Harlow | Roding Lane, Buckhurst Hill | Results |
| 24 Apr 2010 | First Round | Leigh-on-Sea v Gidea Park and Romford | Chalkwell Park, Westcliff-on-Sea | Results |
| 24 Apr 2010 | First Round | Woodford Green v Hutton | The Green, Woodford Green | Results |
| 24 Apr 2010 | First Round | Brentwood v Fives and Heronians | Old County Ground, Brentwood | Results |
| 24 Apr 2010 | First Round | Benfleet v Ilford | Woodside Park, Thundersley | Results |
| 24 Apr 2010 | First Round | Wickford v Hadleigh and Thundersley | Dick Patmore Memorial Ground, Wickford | Results |
| 01 May 2010 | Second Round | Hornchurch v Loughton | Harrow Lodge Park, Hornchurch | Results |
| 01 May 2010 | Second Round | Southend-on-Sea and Ekco Monarchs and Trojans v Ardleigh Green | Southchurch Park, Southend-on-Sea | Results |
| 01 May 2010 | Second Round | Billericay v Buckhurst Hill | The Toby Howe Cricket Ground, Billericay | Results |
| 06 Jun 2010 | Second Round | Gidea Park and Romford v Hutton | Gidea Park Sports Ground, Romford | Results |
| 09 May 2010 | Second Round | Chelmsford v Wanstead | Chelmer Park, Chelmsford | Results |
| 01 May 2010 | Second Round | Belhus v Colchester and East Essex | The Village Green, North Stifford | Results |
| 01 May 2010 | Second Round | Shenfield v Westcliff-on-Sea | Chelmsford Road, Shenfield | Results |
| 01 May 2010 | Second Round | South Woodford v Walthamstow | Highfield Road, Woodford Green | Results |
| 18 Jul 2010 | Third Round | Buckhurst Hill v Gidea Park and Romford | Roding Lane, Buckhurst Hill | Results |
| 11 Jul 2010 | Third Round | Brentwood v Hadleigh and Thundersley | Old County Ground, Brentwood | Results |
| 18 Jul 2010 | Quarter-Final | Colchester and East Essex v Shenfield | Castle Park Cricket Ground, Colchester | Results |
| 25 Jul 2010 | Quarter-Final | Loughton v South Woodford | The Uplands, Loughton | Results |
| 25 Jul 2010 | Quarter-Final | Wanstead v Ardleigh Green | Overton Drive, Wanstead | Results |
| 25 Jul 2010 | Quarter-Final | Buckhurst Hill v Brentwood | Roding Lane, Buckhurst Hill | Results |
| 22 Aug 2010 | Semi-Final | Colchester and East Essex v Loughton | Castle Park Cricket Ground, Colchester | Results |
| 22 Aug 2010 | Semi-Final | Wanstead v Brentwood | Overton Drive, Wanstead | Results |
| 30 Aug 2010 | Final | Loughton v Wanstead | Roding Lane, Buckhurst Hill | Results |
| 20 Jun 2010 | Second Round | Brentwood v Ilford | Old County Ground, Brentwood | Results |
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