| 09 May 2009 | Group 2 | Battersea Ironsides v Carshalton | Burntwood Lane, Earlsfield | Results |
| 26 May 2009 | Group 1 | Oxted and Limpsfield v Sanderstead | Master Park, Oxted | Results |
| 26 May 2009 | Group 4 | Byfleet v Chobham | Parvis Road, Byfleet | Results |
| 27 May 2009 | Group 4 | Frimley v Merrow | Chobham Road, Frimley | Results |
| 27 May 2009 | Group 2 | Hampton Wick Royal v Long Ditton | Bushy Park, Hampton Wick | Results |
| 27 May 2009 | Group 3 | Effingham v Kempton | Effingham Common, Effingham | Results |
| 29 May 2009 | Group 1 | Horley v Merstham | Horley Row, Horley | Results |
| 02 Jun 2009 | Group 4 | Chobham v Frimley | High Street, Chobham | Results |
| 02 Jun 2009 | Group 3 | Ripley v West End Esher | The Green, Ripley | Results |
| 02 Jun 2009 | Group 1 | Sanderstead v Woodmansterne | The Old Saw Mill, Sanderstead | Results |
| 03 Jun 2009 | Group 2 | Carshalton v Hampton Wick Royal | Carshalton Road, Woodmansterne | Results |
| 09 Jun 2009 | Group 2 | Long Ditton v Wandgas | Stokes Field, Long Ditton | Results |
| 09 Jun 2009 | Group 3 | Kempton v Ripley | The Kempton Ground, Sunbury-on-Thames | Results |
| 10 Jun 2009 | Group 1 | Merstham v Oxted and Limpsfield | Quality Street, Merstham | Results |
| 10 Jun 2009 | Group 3 | West End Esher v Weybridge Vandals | West End Sports and Social Club Ground, Esher | Results |
| 10 Jun 2009 | Group 4 | Merrow v Worplesdon and Burpham | Epsom Road, Merrow | Results |
| 16 Jun 2009 | Group 4 | Byfleet v Merrow | Parvis Road, Byfleet | Results |
| 16 Jun 2009 | Group 3 | Weybridge Vandals v Ripley | Brown Acres, Walton-on-Thames | Results |
| 17 Jun 2009 | Group 2 | Battersea Ironsides v Long Ditton | Burntwood Lane, Earlsfield | Results |
| 24 Jun 2009 | Group 1 | Woodmansterne v Oxted and Limpsfield | Carshalton Road, Woodmansterne | Results |
| 24 Jun 2009 | Group 4 | Merrow v Chobham | Epsom Road, Merrow | Results |
| 24 Jun 2009 | Group 2 | Wandgas v Hampton Wick Royal | Grafton Road, Worcester Park | Results |
| 25 Jun 2009 | Group 3 | Effingham v West End Esher | Effingham Common, Effingham | Results |
| 26 Jun 2009 | Group 4 | Worplesdon and Burpham v Frimley | The Memorial Field, Worplesdon | Results |
| 26 Jun 2009 | Group 1 | Horley v Sanderstead | Horley Row, Horley | Results |
| 01 Jul 2009 | Group 2 | Wandgas v Battersea Ironsides | Grafton Road, Worcester Park | Results |
| 01 Jul 2009 | Group 1 | Woodmansterne v Horley | Carshalton Road, Woodmansterne | Results |
| 01 Jul 2009 | Group 3 | West End Esher v Kempton | West End Sports and Social Club Ground, Esher | Results |
| 08 Jul 2009 | Group 3 | Weybridge Vandals v Effingham | Brown Acres, Walton-on-Thames | Results |
| 08 Jul 2009 | Group 2 | Long Ditton v Carshalton | Stokes Field, Long Ditton | Results |
| 08 Jul 2009 | Group 1 | Sanderstead v Merstham | The Old Saw Mill, Sanderstead | Results |
| 09 Jul 2009 | Group 4 | Worplesdon and Burpham v Byfleet | The Memorial Field, Worplesdon | Results |
| 14 Jul 2009 | Group 1 | Oxted and Limpsfield v Horley | Master Park, Oxted | Results |
| 14 Jul 2009 | Group 3 | Ripley v Effingham | The Green, Ripley | Results |
| 15 Jul 2009 | Group 3 | Kempton v Weybridge Vandals | The Kempton Ground, Sunbury-on-Thames | Results |
| 15 Jul 2009 | Group 2 | Carshalton v Wandgas | Carshalton Road, Woodmansterne | Results |
| 15 Jul 2009 | Group 2 | Hampton Wick Royal v Battersea Ironsides | Bushy Park, Hampton Wick | Results |
| 16 Jul 2009 | Group 4 | Frimley v Byfleet | Chobham Road, Frimley | Results |
| 21 Jul 2009 | Group 4 | Chobham v Worplesdon and Burpham | High Street, Chobham | Results |
| 22 Jul 2009 | Group 1 | Merstham v Woodmansterne | Quality Street, Merstham | Results |
| 09 Aug 2009 | Semi-Final | Merrow v Ripley | Ruxley Lane, Ewell | Results |
| 09 Aug 2009 | Semi-Final | Sanderstead v Wandgas | Ruxley Lane, Ewell | Results |
| 09 Aug 2009 | Final | Ripley v Sanderstead | Ruxley Lane, Ewell | Results |
| 09 Aug 2009 | 3rd Place Play-off | Merrow v Wandgas | Ruxley Lane, Ewell | Results |
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