| 28 Apr 2018 | First Round | Ardleigh Green v Brentwood | Central Park, Harold Hill | Results |
| 05 May 2018 | First Round | Chingford v Upminster | Forest Side, Chingford | Results |
| 05 May 2018 | First Round | Colchester and East Essex v Chelmsford | Castle Park Cricket Ground, Colchester | Results |
| 05 May 2018 | First Round | Epping v Leigh-on-Sea | Lower Bury Lane, Epping | Results |
| 28 Apr 2018 | First Round | Fives and Heronians v Wickford | The Paddock, Chigwell | Results |
| 28 Apr 2018 | First Round | Gidea Park and Romford v Wanstead and Snaresbrook | Gidea Park Sports Ground, Romford | Results |
| 05 May 2018 | First Round | Hainault and Clayhall v Buckhurst Hill | Oakfield Playing Fields, Barkingside | Results |
| 05 May 2018 | First Round | Harlow v Hadleigh and Thundersley | Marigolds, Harlow | Results |
| 05 May 2018 | First Round | Harold Wood v Billericay | Harold Wood Park, Harold Wood | Results |
| 05 May 2018 | First Round | Hornchurch v Orsett and Thurrock | Harrow Lodge Park, Hornchurch | Results |
| 05 May 2018 | First Round | Hutton v Ilford | The Polo Field Ground, Hutton | Results |
| 28 Apr 2018 | First Round | Oakfield Parkonians v Stanford-le-Hope | Old Parkonians Association Ground, Barkingside | Results |
| 28 Apr 2018 | First Round | Old Brentwoods v Walthamstow | Ashwells Road, Brentwood | Results |
| 28 Apr 2018 | First Round | Old Southendian and Southchurch v Westcliff-on-Sea | Garon Park, Southend-on-Sea | Results |
| 05 May 2018 | First Round | South Woodford v Harlow Town | Highfield Road, Woodford Green | Results |
| 05 May 2018 | First Round | Southend-on-Sea and Ekco Monarchs and Trojans v Belhus | Southchurch Park, Southend-on-Sea | Results |
| 05 May 2018 | First Round | Loughton v West Essex | The Uplands, Loughton | Results |
| 28 Apr 2018 | First Round | Woodford Green v Shenfield | The Green, Woodford Green | Results |
| 05 May 2018 | First Round | Woodford Wells v Benfleet | Monkham Lane, Woodford Wells | Results |
| 05 May 2018 | Second Round | Old Southendian and Southchurch v Wanstead and Snaresbrook | Garon Park, Southend-on-Sea | Results |
| 10 Jun 2018 | Second Round | Billericay v Horndon-on-the-Hill | The Toby Howe Cricket Ground, Billericay | Results |
| 10 Jun 2018 | Second Round | Chelmsford v Leigh-on-Sea | Chelmer Park, Chelmsford | Results |
| 10 Jun 2018 | Second Round | Hainault and Clayhall v Fives and Heronians | Oakfield Playing Fields, Barkingside | Results |
| 10 Jun 2018 | Second Round | Hornchurch v Stanford-le-Hope | Harrow Lodge Park, Hornchurch | Results |
| 03 Jun 2018 | Second Round | Belhus v Ilford | The Village Green, North Stifford | Results |
| 03 Jun 2018 | Second Round | Shenfield v Old Brentwoods | Chelmsford Road, Shenfield | Results |
| 10 Jun 2018 | Second Round | South Woodford v Woodford Wells | Highfield Road, Woodford Green | Results |
| 10 Jun 2018 | Second Round | Brentwood v Hadleigh and Thundersley | Old County Ground, Brentwood | Results |
| 01 Jul 2018 | Second Round | Chingford v Loughton | Forest Side, Chingford | Results |
| 08 Jul 2018 | Third Round | Chelmsford v Brentwood | Chelmer Park, Chelmsford | Results |
| 24 Jun 2018 | Third Round | Wanstead and Snaresbrook v Billericay | Overton Drive, Wanstead | Results |
| 22 Jul 2018 | Quarter-Final | Shenfield v Loughton | Chelmsford Road, Shenfield | Results |
| 22 Jul 2018 | Quarter-Final | Woodford Wells v Hornchurch | Monkham Lane, Woodford Wells | Results |
| 05 Aug 2018 | Quarter-Final | Brentwood v Wanstead and Snaresbrook | Old County Ground, Brentwood | Results |
| 22 Jul 2018 | Quarter-Final | Hainault and Clayhall v Belhus | Oakfield Playing Fields, Barkingside | Results |
| 19 Aug 2018 | Semi-Final | Hornchurch v Brentwood | Harrow Lodge Park, Hornchurch | Results |
| 05 Aug 2018 | Semi-Final | Belhus v Shenfield | The Village Green, North Stifford | Results |
| 27 Aug 2018 | Final | Belhus v Hornchurch | Garon Park, Southend-on-Sea | Results |
| 05 May 2018 | First Round | Fives and Heronians v Wickford | The Paddock, Chigwell | Results |
| 05 May 2018 | First Round | Old Brentwoods v Walthamstow | Ashwells Road, Brentwood | Results |
| 05 May 2018 | First Round | Woodford Green v Shenfield | The Green, Woodford Green | Results |
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