| 25 Apr 2015 | First Round | Benfleet v Colchester and East Essex | Woodside Park, Thundersley | Results |
| 25 Apr 2015 | First Round | Billericay v Woodford Green | The Toby Howe Cricket Ground, Billericay | Results |
| 25 Apr 2015 | First Round | Buckhurst Hill v Ilford | Roding Lane, Buckhurst Hill | Results |
| 25 Apr 2015 | First Round | Chelmsford v Hutton | Chelmer Park, Chelmsford | Results |
| 25 Apr 2015 | First Round | Epping v Leigh-on-Sea | Lower Bury Lane, Epping | Results |
| 25 Apr 2015 | First Round | Fives and Heronians v Harlow | The Paddock, Chigwell | Results |
| 25 Apr 2015 | First Round | Hadleigh and Thundersley v Southend-on-Sea and Ekco Monarchs and Trojans | John H Burrows Recreation Ground, Hadleigh | Results |
| 25 Apr 2015 | First Round | Harlow Town v Hainault and Clayhall | Ash Tree Fields, Harlow | Results |
| 25 Apr 2015 | First Round | Harold Wood v Belhus | Harold Wood Park, Harold Wood | Results |
| 25 Apr 2015 | First Round | Hornchurch v Oakfield Parkonians | Harrow Lodge Park, Hornchurch | Results |
| 25 Apr 2015 | First Round | Horndon-on-the-Hill v Gidea Park and Romford | The Recreation Ground, Horndon-on-the-Hill | Results |
| 25 Apr 2015 | First Round | Loughton v Shenfield | The Uplands, Loughton | Results |
| 25 Apr 2015 | First Round | Old Brentwoods v Ardleigh Green | Ashwells Road, Brentwood | Results |
| 25 Apr 2015 | First Round | Old Southendian and Southchurch v Orsett | Southchurch Park, Southend-on-Sea | Results |
| 25 Apr 2015 | First Round | South Woodford v Brentwood | Highfield Road, Woodford Green | Results |
| 25 Apr 2015 | First Round | Upminster v Chingford | Upminster Park, Upminster | Results |
| 25 Apr 2015 | First Round | Walthamstow v Wickford | Buck Walk, Walthamstow | Results |
| 25 Apr 2015 | First Round | Wanstead and Snaresbrook v Woodford Wells | Overton Drive, Wanstead | Results |
| 25 Apr 2015 | First Round | Westcliff-on-Sea v West Essex | Chalkwell Park, Westcliff-on-Sea | Results |
| 02 May 2015 | Second Round | Leigh-on-Sea v Westcliff-on-Sea | Chalkwell Park, Westcliff-on-Sea | Results |
| 02 May 2015 | Second Round | Walthamstow v Chingford | Buck Walk, Walthamstow | Results |
| 02 May 2015 | Second Round | Shenfield v Fives and Heronians | Chelmsford Road, Shenfield | Results |
| 02 May 2015 | Second Round | Billericay v Wanstead and Snaresbrook | The Toby Howe Cricket Ground, Billericay | Results |
| 02 May 2015 | Second Round | Colchester and East Essex v Hornchurch | Castle Park Cricket Ground, Colchester | Results |
| 02 May 2015 | Second Round | not known v not known | not arranged | Results |
| 02 May 2015 | Second Round | Buckhurst Hill v Brentwood | Roding Lane, Buckhurst Hill | Results |
| 02 May 2015 | Second Round | Old Southendian and Southchurch v Hadleigh and Thundersley | Southchurch Park, Southend-on-Sea | Results |
| 02 May 2015 | Second Round | Harlow Town v Horndon-on-the-Hill | Ash Tree Fields, Harlow | Results |
| 02 May 2015 | Second Round | Harold Wood v Ardleigh Green | Harold Wood Park, Harold Wood | Results |
| 14 Jun 2015 | Third Round | Harold Wood v Billericay | Harold Wood Park, Harold Wood | Results |
| 14 Jun 2015 | Third Round | Hornchurch v Chelmsford | Harrow Lodge Park, Hornchurch | Results |
| 07 Jun 2015 | Quarter-Final | Brentwood v Leigh-on-Sea | Old County Ground, Brentwood | Results |
| 28 Jun 2015 | Quarter-Final | Hadleigh and Thundersley v Chingford | John H Burrows Recreation Ground, Hadleigh | Results |
| 05 Jul 2015 | Quarter-Final | Harlow Town v Fives and Heronians | Ash Tree Fields, Harlow | Results |
| 12 Jul 2015 | Quarter-Final | Billericay v Hornchurch | The Toby Howe Cricket Ground, Billericay | Results |
| 02 Aug 2015 | Semi-Final | Brentwood v Chingford | Old County Ground, Brentwood | Results |
| 09 Aug 2015 | Semi-Final | Fives and Heronians v Hornchurch | The Paddock, Chigwell | Results |
| 06 Sep 2015 | Final | Brentwood v Hornchurch | Belhus Park, South Ockendon | Results |
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