| 19 Apr 2009 | | Clacton-on-Sea v Wivenhoe Town | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 19 Apr 2009 | | Copdock and Old Ipswichian v Frinton-on-Sea | Old London Road, Copdock | Results |
| 19 Apr 2009 | | Copford v Colchester and East Essex | Church Road, Copford | Results |
| 19 Apr 2009 | | Mistley v Maldon | New Road, Mistley | Results |
| 03 May 2009 | | Coggeshall Town v Mistley | Hare Field, Coggeshall | Results |
| 03 May 2009 | | Copford v Frinton-on-Sea | Church Road, Copford | Results |
| 03 May 2009 | | Witham v Wivenhoe Town | The Park, Witham | Results |
| 10 May 2009 | | Clacton-on-Sea v Mistley | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 10 May 2009 | | Coggeshall Town v Frinton-on-Sea | Hare Field, Coggeshall | Results |
| 10 May 2009 | | Copdock and Old Ipswichian v Wivenhoe Town | Old London Road, Copdock | Results |
| 10 May 2009 | | Maldon v Colchester and East Essex | Drapers Farm Sports Club, Maldon | Results |
| 17 May 2009 | | Coggeshall Town v Witham | Hare Field, Coggeshall | Results |
| 17 May 2009 | | Colchester and East Essex v Clacton-on-Sea | Castle Park Cricket Ground, Colchester | Results |
| 17 May 2009 | | Copford v Wivenhoe Town | Church Road, Copford | Results |
| 17 May 2009 | | Frinton-on-Sea v Maldon | Ashlyns Road, Frinton-on-Sea | Results |
| 24 May 2009 | | Coggeshall Town v Wivenhoe Town | Hare Field, Coggeshall | Results |
| 24 May 2009 | | Copdock and Old Ipswichian v Maldon | Old London Road, Copdock | Results |
| 24 May 2009 | | Frinton-on-Sea v Copford | Ashlyns Road, Frinton-on-Sea | Results |
| 24 May 2009 | | Witham v Clacton-on-Sea | The Park, Witham | Results |
| 25 May 2009 | | Colchester and East Essex v Wivenhoe Town | Castle Park Cricket Ground, Colchester | Results |
| 26 Apr 2009 | | Clacton-on-Sea v Maldon | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 26 Apr 2009 | | Colchester and East Essex v Coggeshall Town | Castle Park Cricket Ground, Colchester | Results |
| 26 Apr 2009 | | Wivenhoe Town v Copford | Rectory Road, Wivenhoe | Results |
| 31 May 2009 | | Colchester and East Essex v Copdock and Old Ipswichian | Castle Park Cricket Ground, Colchester | Results |
| 31 May 2009 | | Copford v Coggeshall Town | Church Road, Copford | Results |
| 31 May 2009 | | Frinton-on-Sea v Witham | Ashlyns Road, Frinton-on-Sea | Results |
| 31 May 2009 | | Maldon v Mistley | Drapers Farm Sports Club, Maldon | Results |
| 31 May 2009 | | Wivenhoe Town v Clacton-on-Sea | Rectory Road, Wivenhoe | Results |
| 07 Jun 2009 | | Clacton-on-Sea v Coggeshall Town | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 07 Jun 2009 | | Maldon v Frinton-on-Sea | Drapers Farm Sports Club, Maldon | Results |
| 07 Jun 2009 | | Mistley v Colchester and East Essex | New Road, Mistley | Results |
| 07 Jun 2009 | | Witham v Copford | The Park, Witham | Results |
| 14 Jun 2009 | | Clacton-on-Sea v Copford | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 14 Jun 2009 | | Colchester and East Essex v Frinton-on-Sea | Castle Park Cricket Ground, Colchester | Results |
| 14 Jun 2009 | | Copdock and Old Ipswichian v Witham | Old London Road, Copdock | Results |
| 14 Jun 2009 | | Mistley v Coggeshall Town | New Road, Mistley | Results |
| 21 Jun 2009 | | Clacton-on-Sea v Frinton-on-Sea | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 21 Jun 2009 | | Coggeshall Town v Maldon | Hare Field, Coggeshall | Results |
| 21 Jun 2009 | | Copford v Copdock and Old Ipswichian | Church Road, Copford | Results |
| 21 Jun 2009 | | Witham v Mistley | The Park, Witham | Results |
| 21 Jun 2009 | | Wivenhoe Town v Colchester and East Essex | Rectory Road, Wivenhoe | Results |
| 28 Jun 2009 | | Coggeshall Town v Copdock and Old Ipswichian | Hare Field, Coggeshall | Results |
| 28 Jun 2009 | | Colchester and East Essex v Copford | Castle Park Cricket Ground, Colchester | Results |
| 28 Jun 2009 | | Maldon v Clacton-on-Sea | Drapers Farm Sports Club, Maldon | Results |
| 28 Jun 2009 | | Witham v Frinton-on-Sea | The Park, Witham | Results |
| 05 Jul 2009 | | Copdock and Old Ipswichian v Clacton-on-Sea | Old London Road, Copdock | Results |
| 05 Jul 2009 | | Copford v Witham | Church Road, Copford | Results |
| 11 Aug 2009 | | Frinton-on-Sea v Colchester and East Essex | Ashlyns Road, Frinton-on-Sea | Results |
| 05 Jul 2009 | | Maldon v Coggeshall Town | Drapers Farm Sports Club, Maldon | Results |
| 05 Jul 2009 | | Mistley v Wivenhoe Town | New Road, Mistley | Results |
| 12 Jul 2009 | | Coggeshall Town v Clacton-on-Sea | Hare Field, Coggeshall | Results |
| 12 Jul 2009 | | Colchester and East Essex v Mistley | Castle Park Cricket Ground, Colchester | Results |
| 12 Jul 2009 | | Copford v Maldon | Church Road, Copford | Results |
| 12 Jul 2009 | | Frinton-on-Sea v Copdock and Old Ipswichian | Ashlyns Road, Frinton-on-Sea | Results |
| 12 Jul 2009 | | Wivenhoe Town v Witham | Rectory Road, Wivenhoe | Results |
| 19 Jul 2009 | | Frinton-on-Sea v Clacton-on-Sea | Ashlyns Road, Frinton-on-Sea | Results |
| 19 Jul 2009 | | Maldon v Copford | Drapers Farm Sports Club, Maldon | Results |
| 19 Jul 2009 | | Witham v Colchester and East Essex | The Park, Witham | Results |
| 19 Jul 2009 | | Wivenhoe Town v Copdock and Old Ipswichian | Rectory Road, Wivenhoe | Results |
| 26 Jul 2009 | | Clacton-on-Sea v Witham | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 26 Jul 2009 | | Coggeshall Town v Copford | Hare Field, Coggeshall | Results |
| 26 Jul 2009 | | Frinton-on-Sea v Mistley | Ashlyns Road, Frinton-on-Sea | Results |
| 26 Jul 2009 | | Maldon v Copdock and Old Ipswichian | Drapers Farm Sports Club, Maldon | Results |
| 02 Aug 2009 | | Copdock and Old Ipswichian v Colchester and East Essex | Old London Road, Copdock | Results |
| 02 Aug 2009 | | Mistley v Copford | New Road, Mistley | Results |
| 02 Aug 2009 | | Witham v Maldon | The Park, Witham | Results |
| 09 Aug 2009 | | Copdock and Old Ipswichian v Copford | Old London Road, Copdock | Results |
| 09 Aug 2009 | | Maldon v Wivenhoe Town | Drapers Farm Sports Club, Maldon | Results |
| 09 Aug 2009 | | Mistley v Witham | New Road, Mistley | Results |
| 16 Aug 2009 | | Copford v Mistley | Church Road, Copford | Results |
| 16 Aug 2009 | | Frinton-on-Sea v Coggeshall Town | Ashlyns Road, Frinton-on-Sea | Results |
| 16 Aug 2009 | | Witham v Copdock and Old Ipswichian | The Park, Witham | Results |
| 23 Aug 2009 | | Copdock and Old Ipswichian v Mistley | Old London Road, Copdock | Results |
| 23 Aug 2009 | | Copford v Clacton-on-Sea | Church Road, Copford | Results |
| 23 Aug 2009 | | Witham v Coggeshall Town | The Park, Witham | Results |
| 23 Aug 2009 | | Wivenhoe Town v Frinton-on-Sea | Rectory Road, Wivenhoe | Results |
| 30 Aug 2009 | | Clacton-on-Sea v Copdock and Old Ipswichian | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 30 Aug 2009 | | Wivenhoe Town v Maldon | Rectory Road, Wivenhoe | Results |
| 06 Sep 2009 | | Clacton-on-Sea v Colchester and East Essex | Vista Road Recreation Ground, Clacton-on-Sea | Results |
| 06 Sep 2009 | | Maldon v Witham | Drapers Farm Sports Club, Maldon | Results |
| 06 Sep 2009 | | Wivenhoe Town v Mistley | Rectory Road, Wivenhoe | Results |
| 31 Aug 2009 | | Coggeshall Town v Colchester and East Essex | Hare Field, Coggeshall | Results |
| 04 May 2009 | | Colchester and East Essex v Maldon | Castle Park Cricket Ground, Colchester | Results |
| 13 Sep 2009 | | Colchester and East Essex v Witham | Castle Park Cricket Ground, Colchester | Results |
| 19 Sep 2009 | | Frinton-on-Sea v Wivenhoe Town | Ashlyns Road, Frinton-on-Sea | Results |
| 13 Sep 2009 | | Mistley v Clacton-on-Sea | New Road, Mistley | Results |
| 19 Sep 2009 | | Mistley v Copdock and Old Ipswichian | New Road, Mistley | Results |
| 13 Sep 2009 | | Wivenhoe Town v Coggeshall Town | Rectory Road, Wivenhoe | Results |
| 20 Sep 2009 | | Copdock and Old Ipswichian v Coggeshall Town | Old London Road, Copdock | Results |
| 26 Sep 2009 | | Mistley v Frinton-on-Sea | New Road, Mistley | Results |
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