| 10 May 2009 | | Leigh-on-Sea v Waltham | Chalkwell Park, Westcliff-on-Sea | Results |
| 17 May 2009 | | Harold Wood v Waltham | Harold Wood Park, Harold Wood | Results |
| 17 May 2009 | | Hawks v Leigh-on-Sea | Jubilee Sports Ground, Highams Park | Results |
| 24 May 2009 | | East Essex v Horndon-on-the-Hill | Mopsies Park, Basildon | Results |
| 24 May 2009 | | Orsett v South Woodford | School Lane, Orsett | Results |
| 24 May 2009 | | Shenfield v Harold Wood | Chelmsford Road, Shenfield | Results |
| 31 May 2009 | | East Essex v South Woodford | Mopsies Park, Basildon | Results |
| 31 May 2009 | | Orsett v Waltham | School Lane, Orsett | Results |
| 07 Jun 2009 | | Horndon-on-the-Hill v Waltham | The Recreation Ground, Horndon-on-the-Hill | Results |
| 07 Jun 2009 | | Orsett v East Essex | School Lane, Orsett | Results |
| 07 Jun 2009 | | South Woodford v Hawks | Highfield Road, Woodford Green | Results |
| 14 Jun 2009 | | Harold Wood v Ardleigh Green | Harold Wood Park, Harold Wood | Results |
| 21 Jun 2009 | | Ardleigh Green v Leigh-on-Sea | Central Park, Harold Hill | Results |
| 21 Jun 2009 | | Orsett v Hawks | School Lane, Orsett | Results |
| 21 Jun 2009 | | Shenfield v East Essex | Chelmsford Road, Shenfield | Results |
| 28 Jun 2009 | | Shenfield v Hawks | Chelmsford Road, Shenfield | Results |
| 05 Jul 2009 | | Harold Wood v Hawks | Harold Wood Park, Harold Wood | Results |
| 05 Jul 2009 | | Leigh-on-Sea v Orsett | Chalkwell Park, Westcliff-on-Sea | Results |
| 05 Jul 2009 | | Shenfield v South Woodford | Chelmsford Road, Shenfield | Results |
| 12 Jul 2009 | | Orsett v Shenfield | School Lane, Orsett | Results |
| 12 Jul 2009 | | South Woodford v Leigh-on-Sea | Highfield Road, Woodford Green | Results |
| 12 Jul 2009 | | Waltham v Hawks | The Peter May Sports Centre, Walthamstow | Results |
| 19 Jul 2009 | | Horndon-on-the-Hill v Ardleigh Green | The Recreation Ground, Horndon-on-the-Hill | Results |
| 19 Jul 2009 | | Waltham v East Essex | The Peter May Sports Centre, Walthamstow | Results |
| 13 Sep 2009 | | Ardleigh Green v South Woodford | Central Park, Harold Hill | Results |
| 26 Jul 2009 | | East Essex v Hawks | Mopsies Park, Basildon | Results |
| 26 Jul 2009 | | Harold Wood v Orsett | Harold Wood Park, Harold Wood | Results |
| 26 Jul 2009 | | Shenfield v Leigh-on-Sea | Chelmsford Road, Shenfield | Results |
| 02 Aug 2009 | | Ardleigh Green v East Essex | Central Park, Harold Hill | Results |
| 02 Aug 2009 | | Horndon-on-the-Hill v Hawks | The Recreation Ground, Horndon-on-the-Hill | Results |
| 02 Aug 2009 | | South Woodford v Harold Wood | Highfield Road, Woodford Green | Results |
| 09 Aug 2009 | | East Essex v Harold Wood | Mopsies Park, Basildon | Results |
| 09 Aug 2009 | | Hawks v Ardleigh Green | Jubilee Sports Ground, Highams Park | Results |
| 09 Aug 2009 | | Horndon-on-the-Hill v South Woodford | The Recreation Ground, Horndon-on-the-Hill | Results |
| 16 Aug 2009 | | Ardleigh Green v Shenfield | Central Park, Harold Hill | Results |
| 16 Aug 2009 | | Leigh-on-Sea v Horndon-on-the-Hill | Chalkwell Park, Westcliff-on-Sea | Results |
| 23 Aug 2009 | | Ardleigh Green v Orsett | Central Park, Harold Hill | Results |
| 23 Aug 2009 | | Leigh-on-Sea v Harold Wood | Chalkwell Park, Westcliff-on-Sea | Results |
| 30 Aug 2009 | | Leigh-on-Sea v East Essex | Chalkwell Park, Westcliff-on-Sea | Results |
| 30 Aug 2009 | | Orsett v Horndon-on-the-Hill | School Lane, Orsett | Results |
| 30 Aug 2009 | | South Woodford v Waltham | Highfield Road, Woodford Green | Results |
| 06 Sep 2009 | | Horndon-on-the-Hill v Shenfield | The Recreation Ground, Horndon-on-the-Hill | Results |
| 06 Sep 2009 | | Ardleigh Green v Waltham | The Uplands, Loughton | Results |
| 13 Sep 2009 | | Harold Wood v Horndon-on-the-Hill | Harold Wood Park, Harold Wood | Results |
| 13 Sep 2009 | | Shenfield v Waltham | Chelmsford Road, Shenfield | Results |
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