| 09 May 2009 | | Chelmsford Second XI v Ilford Second XI | Chelmer Park, Chelmsford | Results |
| 09 May 2009 | | Chingford Second XI v Brentwood Second XI | Forest Side, Chingford | Results |
| 09 May 2009 | | Shenfield Second XI v Wanstead and Snaresbrook Second XI | Chelmsford Road, Shenfield | Results |
| 09 May 2009 | | Upminster Second XI v Hainault and Clayhall Second XI | Upminster Park, Upminster | Results |
| 09 May 2009 | | Woodford Wells Second XI v Fives and Heronians Second XI | Monkham Lane, Woodford Wells | Results |
| 16 May 2009 | | Brentwood Second XI v Woodford Wells Second XI | Old County Ground, Brentwood | Results |
| 16 May 2009 | | Fives and Heronians Second XI v Upminster Second XI | The Paddock, Chigwell | Results |
| 16 May 2009 | | Hainault and Clayhall Second XI v Chelmsford Second XI | Oakfield Playing Fields, Barkingside | Results |
| 16 May 2009 | | Ilford Second XI v Shenfield Second XI | Valentine's Park, Ilford | Results |
| 16 May 2009 | | Wanstead and Snaresbrook Second XI v Chingford Second XI | Overton Drive, Wanstead | Results |
| 23 May 2009 | | Brentwood Second XI v Wanstead and Snaresbrook Second XI | Old County Ground, Brentwood | Results |
| 23 May 2009 | | Fives and Heronians Second XI v Chingford Second XI | The Paddock, Chigwell | Results |
| 23 May 2009 | | Hainault and Clayhall Second XI v Ilford Second XI | Oakfield Playing Fields, Barkingside | Results |
| 23 May 2009 | | Upminster Second XI v Shenfield Second XI | Upminster Park, Upminster | Results |
| 23 May 2009 | | Woodford Wells Second XI v Chelmsford Second XI | Monkham Lane, Woodford Wells | Results |
| 30 May 2009 | | Brentwood Second XI v Ilford Second XI | Old County Ground, Brentwood | Results |
| 30 May 2009 | | Chingford Second XI v Shenfield Second XI | Forest Side, Chingford | Results |
| 30 May 2009 | | Hainault and Clayhall Second XI v Fives and Heronians Second XI | Oakfield Playing Fields, Barkingside | Results |
| 30 May 2009 | | Upminster Second XI v Chelmsford Second XI | Upminster Park, Upminster | Results |
| 30 May 2009 | | Wanstead and Snaresbrook Second XI v Woodford Wells Second XI | Overton Drive, Wanstead | Results |
| 06 Jun 2009 | | Chelmsford Second XI v Chingford Second XI | Chelmer Park, Chelmsford | Results |
| 06 Jun 2009 | | Fives and Heronians Second XI v Brentwood Second XI | The Paddock, Chigwell | Results |
| 06 Jun 2009 | | Ilford Second XI v Wanstead and Snaresbrook Second XI | Valentine's Park, Ilford | Results |
| 06 Jun 2009 | | Shenfield Second XI v Hainault and Clayhall Second XI | Chelmsford Road, Shenfield | Results |
| 06 Jun 2009 | | Woodford Wells Second XI v Upminster Second XI | Monkham Lane, Woodford Wells | Results |
| 13 Jun 2009 | | Brentwood Second XI v Shenfield Second XI | Old County Ground, Brentwood | Results |
| 13 Jun 2009 | | Fives and Heronians Second XI v Chelmsford Second XI | The Paddock, Chigwell | Results |
| 13 Jun 2009 | | Hainault and Clayhall Second XI v Chingford Second XI | Oakfield Playing Fields, Barkingside | Results |
| 13 Jun 2009 | | Ilford Second XI v Woodford Wells Second XI | Valentine's Park, Ilford | Results |
| 13 Jun 2009 | | Wanstead and Snaresbrook Second XI v Upminster Second XI | Overton Drive, Wanstead | Results |
| 20 Jun 2009 | | Chelmsford Second XI v Wanstead and Snaresbrook Second XI | Chelmer Park, Chelmsford | Results |
| 20 Jun 2009 | | Chingford Second XI v Ilford Second XI | Forest Side, Chingford | Results |
| 20 Jun 2009 | | Shenfield Second XI v Fives and Heronians Second XI | Chelmsford Road, Shenfield | Results |
| 20 Jun 2009 | | Upminster Second XI v Brentwood Second XI | Upminster Park, Upminster | Results |
| 20 Jun 2009 | | Woodford Wells Second XI v Hainault and Clayhall Second XI | Monkham Lane, Woodford Wells | Results |
| 27 Jun 2009 | | Brentwood Second XI v Hainault and Clayhall Second XI | Old County Ground, Brentwood | Results |
| 27 Jun 2009 | | Chingford Second XI v Woodford Wells Second XI | Forest Side, Chingford | Results |
| 27 Jun 2009 | | Ilford Second XI v Upminster Second XI | Valentine's Park, Ilford | Results |
| 27 Jun 2009 | | Shenfield Second XI v Chelmsford Second XI | Chelmsford Road, Shenfield | Results |
| 27 Jun 2009 | | Wanstead and Snaresbrook Second XI v Fives and Heronians Second XI | Overton Drive, Wanstead | Results |
| 04 Jul 2009 | | Chelmsford Second XI v Brentwood Second XI | Chelmer Park, Chelmsford | Results |
| 04 Jul 2009 | | Fives and Heronians Second XI v Ilford Second XI | The Paddock, Chigwell | Results |
| 04 Jul 2009 | | Hainault and Clayhall Second XI v Wanstead and Snaresbrook Second XI | Oakfield Playing Fields, Barkingside | Results |
| 04 Jul 2009 | | Upminster Second XI v Chingford Second XI | Upminster Park, Upminster | Results |
| 04 Jul 2009 | | Woodford Wells Second XI v Shenfield Second XI | Monkham Lane, Woodford Wells | Results |
| 11 Jul 2009 | | Chelmsford Second XI v Woodford Wells Second XI | Chelmer Park, Chelmsford | Results |
| 11 Jul 2009 | | Chingford Second XI v Fives and Heronians Second XI | Forest Side, Chingford | Results |
| 11 Jul 2009 | | Ilford Second XI v Hainault and Clayhall Second XI | Valentine's Park, Ilford | Results |
| 11 Jul 2009 | | Shenfield Second XI v Upminster Second XI | Chelmsford Road, Shenfield | Results |
| 11 Jul 2009 | | Wanstead and Snaresbrook Second XI v Brentwood Second XI | Overton Drive, Wanstead | Results |
| 18 Jul 2009 | | Chelmsford Second XI v Hainault and Clayhall Second XI | Chelmer Park, Chelmsford | Results |
| 18 Jul 2009 | | Chingford Second XI v Wanstead and Snaresbrook Second XI | Forest Side, Chingford | Results |
| 18 Jul 2009 | | Shenfield Second XI v Ilford Second XI | Chelmsford Road, Shenfield | Results |
| 18 Jul 2009 | | Upminster Second XI v Fives and Heronians Second XI | Upminster Park, Upminster | Results |
| 18 Jul 2009 | | Woodford Wells Second XI v Brentwood Second XI | Monkham Lane, Woodford Wells | Results |
| 25 Jul 2009 | | Brentwood Second XI v Chingford Second XI | Old County Ground, Brentwood | Results |
| 25 Jul 2009 | | Fives and Heronians Second XI v Woodford Wells Second XI | The Paddock, Chigwell | Results |
| 25 Jul 2009 | | Hainault and Clayhall Second XI v Upminster Second XI | Oakfield Playing Fields, Barkingside | Results |
| 25 Jul 2009 | | Ilford Second XI v Chelmsford Second XI | Valentine's Park, Ilford | Results |
| 25 Jul 2009 | | Wanstead and Snaresbrook Second XI v Shenfield Second XI | Overton Drive, Wanstead | Results |
| 01 Aug 2009 | | Chelmsford Second XI v Upminster Second XI | Chelmer Park, Chelmsford | Results |
| 01 Aug 2009 | | Fives and Heronians Second XI v Hainault and Clayhall Second XI | The Paddock, Chigwell | Results |
| 01 Aug 2009 | | Ilford Second XI v Brentwood Second XI | Valentine's Park, Ilford | Results |
| 01 Aug 2009 | | Shenfield Second XI v Chingford Second XI | Chelmsford Road, Shenfield | Results |
| 01 Aug 2009 | | Woodford Wells Second XI v Wanstead and Snaresbrook Second XI | Monkham Lane, Woodford Wells | Results |
| 08 Aug 2009 | | Brentwood Second XI v Fives and Heronians Second XI | Old County Ground, Brentwood | Results |
| 08 Aug 2009 | | Chingford Second XI v Chelmsford Second XI | Forest Side, Chingford | Results |
| 08 Aug 2009 | | Hainault and Clayhall Second XI v Shenfield Second XI | Oakfield Playing Fields, Barkingside | Results |
| 08 Aug 2009 | | Upminster Second XI v Woodford Wells Second XI | Upminster Park, Upminster | Results |
| 08 Aug 2009 | | Wanstead and Snaresbrook Second XI v Ilford Second XI | Overton Drive, Wanstead | Results |
| 15 Aug 2009 | | Chelmsford Second XI v Shenfield Second XI | Chelmer Park, Chelmsford | Results |
| 15 Aug 2009 | | Fives and Heronians Second XI v Wanstead and Snaresbrook Second XI | The Paddock, Chigwell | Results |
| 15 Aug 2009 | | Hainault and Clayhall Second XI v Brentwood Second XI | Oakfield Playing Fields, Barkingside | Results |
| 15 Aug 2009 | | Upminster Second XI v Ilford Second XI | Upminster Park, Upminster | Results |
| 15 Aug 2009 | | Woodford Wells Second XI v Chingford Second XI | Monkham Lane, Woodford Wells | Results |
| 22 Aug 2009 | | Brentwood Second XI v Chelmsford Second XI | Old County Ground, Brentwood | Results |
| 22 Aug 2009 | | Chingford Second XI v Upminster Second XI | Forest Side, Chingford | Results |
| 22 Aug 2009 | | Ilford Second XI v Fives and Heronians Second XI | Valentine's Park, Ilford | Results |
| 22 Aug 2009 | | Shenfield Second XI v Woodford Wells Second XI | Chelmsford Road, Shenfield | Results |
| 22 Aug 2009 | | Wanstead and Snaresbrook Second XI v Hainault and Clayhall Second XI | Overton Drive, Wanstead | Results |
| 29 Aug 2009 | | Chelmsford Second XI v Fives and Heronians Second XI | Chelmer Park, Chelmsford | Results |
| 29 Aug 2009 | | Chingford Second XI v Hainault and Clayhall Second XI | Forest Side, Chingford | Results |
| 29 Aug 2009 | | Shenfield Second XI v Brentwood Second XI | Chelmsford Road, Shenfield | Results |
| 29 Aug 2009 | | Upminster Second XI v Wanstead and Snaresbrook Second XI | Upminster Park, Upminster | Results |
| 29 Aug 2009 | | Woodford Wells Second XI v Ilford Second XI | Monkham Lane, Woodford Wells | Results |
| 05 Sep 2009 | | Brentwood Second XI v Upminster Second XI | Old County Ground, Brentwood | Results |
| 05 Sep 2009 | | Fives and Heronians Second XI v Shenfield Second XI | The Paddock, Chigwell | Results |
| 05 Sep 2009 | | Hainault and Clayhall Second XI v Woodford Wells Second XI | Oakfield Playing Fields, Barkingside | Results |
| 05 Sep 2009 | | Ilford Second XI v Chingford Second XI | Valentine's Park, Ilford | Results |
| 05 Sep 2009 | | Wanstead and Snaresbrook Second XI v Chelmsford Second XI | Overton Drive, Wanstead | Results |
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