| 27 Apr 2024 | First Round | Belhus v London Eagles | The Village Green, North Stifford | Results |
| 27 Apr 2024 | First Round | Bentley v Southend-on-Sea and Ekco Monarchs and Trojans | Coxtie Green Road, Brentwood | Results |
| 27 Apr 2024 | First Round | Brentwood v Chelmsford | Old County Ground, Brentwood | Results |
| 27 Apr 2024 | First Round | Buckhurst Hill v Colchester and East Essex | Roding Lane, Buckhurst Hill | Results |
| 27 Apr 2024 | First Round | Frenford v Woodford Green | Oakfield Playing Fields, Barkingside | Results |
| 27 Apr 2024 | First Round | Hadleigh and Thundersley v Rainham | John H Burrows Recreation Ground, Hadleigh | Results |
| 27 Apr 2024 | First Round | Harold Wood v South Woodford | Harold Wood Park, Harold Wood | Results |
| 27 Apr 2024 | First Round | Hornchurch v Orsett and Thurrock | Harrow Lodge Park, Hornchurch | Results |
| 27 Apr 2024 | First Round | Hornchurch Athletic v Hawks | Hylands Park, Hornchurch | Results |
| 27 Apr 2024 | First Round | Oakfield Parkonians v Leigh-on-Sea | Old Parkonians Association Ground, Barkingside | Results |
| 27 Apr 2024 | First Round | Old Brentwoods v West Essex | Ashwells Road, Brentwood | Results |
| 27 Apr 2024 | First Round | Old Southendian and Southchurch v Upminster | Garon Park, Southend-on-Sea | Results |
| 27 Apr 2024 | First Round | Roding Valley v Harlow | River Playing Field, Buckhurst Hill | Results |
| 27 Apr 2024 | First Round | Wanstead and Snaresbrook v Newham | Overton Drive, Wanstead | Results |
| 04 May 2024 | Second Round | Brentwood v Woodford Green | Old County Ground, Brentwood | Results |
| 04 May 2024 | First Round | Chingford v Goresbrook | Forest Side, Chingford | Results |
| 04 May 2024 | First Round | Fives and Heronians v Aztecs | The Paddock, Chigwell | Results |
| 04 May 2024 | First Round | Gidea Park and Romford v Ilford | Gidea Park Sports Ground, Romford | Results |
| 04 May 2024 | Second Round | Hadleigh and Thundersley v Oakfield Parkonians | John H Burrows Recreation Ground, Hadleigh | Results |
| 04 May 2024 | First Round | Harlow Town v Benfleet | Ash Tree Fields, Harlow | Results |
| 04 May 2024 | Second Round | Hornchurch v Bentley | Harrow Lodge Park, Hornchurch | Results |
| 04 May 2024 | Second Round | Hornchurch Athletic v Roding Valley | Hylands Park, Hornchurch | Results |
| 04 May 2024 | First Round | Loughton v Redbridge | The Uplands, Loughton | Results |
| 04 May 2024 | First Round | Neo v Springfield | County Ground, Leyton | Results |
| 04 May 2024 | Second Round | Old Brentwoods v Colchester and East Essex | Ashwells Road, Brentwood | Results |
| 04 May 2024 | Second Round | Old Southendian and Southchurch v Harold Wood | Garon Park, Southend-on-Sea | Results |
| 04 May 2024 | First Round | Shenfield v Billericay | Chelmsford Road, Shenfield | Results |
| 04 May 2024 | First Round | Woodford Wells v Horndon-on-the-Hill | Monkham Lane, Woodford Wells | Results |
| 12 May 2024 | First Round | Westcliff-on-Sea v Hutton | Chalkwell Park, Westcliff-on-Sea | Results |
| 19 May 2024 | Second Round | Wanstead and Snaresbrook v Belhus | Overton Drive, Wanstead | Results |
| 02 Jun 2024 | Third Round | Brentwood v Hadleigh and Thundersley | Old County Ground, Brentwood | Results |
| 02 Jun 2024 | Third Round | Hornchurch v Old Brentwoods | Harrow Lodge Park, Hornchurch | Results |
| 02 Jun 2024 | Second Round | Loughton v Aztecs | The Uplands, Loughton | Results |
| 04 Jun 2024 | First Round | Epping v Walthamstow | Lower Bury Lane, Epping | Results |
| 08 Jun 2024 | Second Round | Springfield v Ilford | Coronation Park, Springfield | Results |
| 09 Jun 2024 | Second Round | Goresbrook v Shenfield | May and Baker Annexe, Dagenham | Results |
| 09 Jun 2024 | Third Round | Wanstead and Snaresbrook v Hornchurch Athletic | Overton Drive, Wanstead | Results |
| 09 Jun 2024 | Second Round | Woodford Wells v Hutton | Monkham Lane, Woodford Wells | Results |
| 16 Jun 2024 | Third Round | Loughton v Old Southendian and Southchurch | The Uplands, Loughton | Results |
| 21 Jul 2024 | Second Round | Epping v Harlow Town | Lower Bury Lane, Epping | Results |
| 31 Jul 2024 | Quarter-Final | Hornchurch v Brentwood | Harrow Lodge Park, Hornchurch | Results |
| 31 Jul 2024 | Quarter-Final | Ilford v Woodford Wells | Valentine's Park, Ilford | Results |
| 31 Jul 2024 | Quarter-Final | Loughton v Wanstead and Snaresbrook | The Uplands, Loughton | Results |
| 31 Jul 2024 | Quarter-Final | Shenfield v not known | Chelmsford Road, Shenfield | Results |
| 31 Aug 2024 | Semi-Final | not known v not known | not arranged | Results |
| 31 Aug 2024 | Semi-Final | not known v not known | not arranged | Results |
| 14 Sep 2024 | Final | not known v not known | Harrow Lodge Park, Hornchurch | Results |
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