| 23 Apr 2011 | First Round | Ardleigh Green v Hornchurch | Central Park, Harold Hill | Results |
| 23 Apr 2011 | First Round | Basildon and Pitsea v Old Parkonians | Mopsies Park, Basildon | Results |
| 23 Apr 2011 | First Round | Belhus v Ongar | The Village Green, North Stifford | Results |
| 23 Apr 2011 | First Round | Benfleet v Wickford | Woodside Park, Thundersley | Results |
| 23 Apr 2011 | First Round | Billericay v Harold Wood | The Toby Howe Cricket Ground, Billericay | Results |
| 23 Apr 2011 | First Round | Brentwood v Horndon-on-the-Hill | Old County Ground, Brentwood | Results |
| 23 Apr 2011 | First Round | Buckhurst Hill v Chingford | Roding Lane, Buckhurst Hill | Results |
| 23 Apr 2011 | First Round | Chelmsford v Hadleigh and Thundersley | Chelmer Park, Chelmsford | Results |
| 23 Apr 2011 | First Round | Colchester and East Essex v Orsett | Castle Park Cricket Ground, Colchester | Results |
| 23 Apr 2011 | First Round | Epping v Old Brentwoods | Lower Bury Lane, Epping | Results |
| 23 Apr 2011 | First Round | Fives and Heronians v Hutton | The Paddock, Chigwell | Results |
| 23 Apr 2011 | First Round | Gidea Park and Romford v Loughton | Gidea Park Sports Ground, Romford | Results |
| 23 Apr 2011 | First Round | Hainault and Clayhall v Wanstead | Oakfield Playing Fields, Barkingside | Results |
| 23 Apr 2011 | First Round | Harlow v Leigh-on-Sea | Marigolds, Harlow | Results |
| 23 Apr 2011 | First Round | Shenfield v Old Southendian and Southchurch | Chelmsford Road, Shenfield | Results |
| 23 Apr 2011 | First Round | West Essex v Southend-on-Sea and Ekco Monarchs and Trojans | The Rolls Sports Ground, Highams Park | Results |
| 23 Apr 2011 | First Round | Westcliff-on-Sea v Ilford | Chalkwell Park, Westcliff-on-Sea | Results |
| 23 Apr 2011 | First Round | Woodford Green v South Woodford | The Green, Woodford Green | Results |
| 23 Apr 2011 | First Round | Woodford Wells v Walthamstow | Monkham Lane, Woodford Wells | Results |
| 30 Apr 2011 | Second Round | Wanstead v Buckhurst Hill | Overton Drive, Wanstead | Results |
| 30 Apr 2011 | Second Round | Old Brentwoods v Southend-on-Sea and Ekco Monarchs and Trojans | Ashwells Road, Brentwood | Results |
| 30 Apr 2011 | Second Round | Fives and Heronians v Westcliff-on-Sea | The Paddock, Chigwell | Results |
| 30 Apr 2011 | Second Round | Ardleigh Green v Shenfield | Central Park, Harold Hill | Results |
| 30 Apr 2011 | Second Round | Woodford Wells v Wickford | Monkham Lane, Woodford Wells | Results |
| 30 Apr 2011 | Second Round | Gidea Park and Romford v Belhus | Gidea Park Sports Ground, Romford | Results |
| 30 Apr 2011 | Second Round | Leigh-on-Sea v Basildon and Pitsea | Chalkwell Park, Westcliff-on-Sea | Results |
| 30 Apr 2011 | Second Round | South Woodford v Colchester and East Essex | Highfield Road, Woodford Green | Results |
| 30 Apr 2011 | Second Round | Chelmsford v Brentwood | Chelmer Park, Chelmsford | Results |
| 30 Apr 2011 | Second Round | Harold Wood v Upminster | Harold Wood Park, Harold Wood | Results |
| 26 Jun 2011 | Third Round | Colchester and East Essex v Southend-on-Sea and Ekco Monarchs and Trojans | Castle Park Cricket Ground, Colchester | Results |
| 26 Jun 2011 | Third Round | Upminster v Buckhurst Hill | Upminster Park, Upminster | Results |
| 05 Jun 2011 | Quarter-Final | Chelmsford v Westcliff-on-Sea | Chelmer Park, Chelmsford | Results |
| 07 Aug 2011 | Quarter-Final | Shenfield v Woodford Wells | Chelmsford Road, Shenfield | Results |
| 31 Jul 2011 | Quarter-Final | Gidea Park and Romford v Leigh-on-Sea | Gidea Park Sports Ground, Romford | Results |
| 10 Jul 2011 | Quarter-Final | Upminster v Colchester and East Essex | Upminster Park, Upminster | Results |
| 14 Aug 2011 | Semi-Final | Chelmsford v Shenfield | Chelmer Park, Chelmsford | Results |
| 14 Aug 2011 | Semi-Final | Gidea Park and Romford v Upminster | Gidea Park Sports Ground, Romford | Results |
| 29 Aug 2011 | Final | Shenfield v Upminster | Overton Drive, Wanstead | Results |
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