| 24 Apr 2010 | First Round | Shepperton v Old Pauline | Manor Park, Shepperton | Results |
| 24 Apr 2010 | First Round | Hampton Wick Royal v Wallington | Bushy Park, Hampton Wick | Results |
| 24 Apr 2010 | First Round | Chobham v Effingham | High Street, Chobham | Results |
| 24 Apr 2010 | First Round | Byfleet Saturday v Wandgas | Parvis Road, Byfleet | Results |
| 01 May 2010 | Second Round | Old Pauline v Wallington | Colets, Thames Ditton | Results |
| 01 May 2010 | Second Round | Ripley v Lingfield | The Green, Ripley | Results |
| 01 May 2010 | Second Round | Old Tenisonians v Deando Ruxley | London University Ground, Motspur Park | Results |
| 01 May 2010 | Second Round | Ewhurst v Roehampton | Ewhurst Green, Ewhurst | Results |
| 01 May 2010 | Second Round | Merrow v West End Esher | Epsom Road, Merrow | Results |
| 01 May 2010 | Second Round | Woodmansterne v Frimley | Carshalton Road, Woodmansterne | Results |
| 01 May 2010 | Second Round | Merstham v Hampton Hill | Quality Street, Merstham | Results |
| 01 May 2010 | Second Round | Old Tiffinians v Caterham | Grist Memorial Ground, East Molesey | Results |
| 01 May 2010 | Second Round | Guildford City v Haslemere | Stoke Park, Guildford | Results |
| 01 May 2010 | Second Round | Oxted and Limpsfield v Old Suttonians | Master Park, Oxted | Results |
| 01 May 2010 | Second Round | Westfield Saints v Kempton | Westfield District Cricket and Sports Club Ground, Woking | Results |
| 01 May 2010 | Second Round | Long Ditton v Battersea Ironsides | Stokes Field, Long Ditton | Results |
| 01 May 2010 | Second Round | Carshalton v Whiteley Village | Coombe Lane, Whiteley Village | Results |
| 01 May 2010 | Second Round | Horley v Weybridge Vandals | Horley Row, Horley | Results |
| 01 May 2010 | Second Round | Worplesdon and Burpham v Sanderstead | The Memorial Field, Worplesdon | Results |
| 01 May 2010 | Second Round | Chobham v Byfleet Saturday | High Street, Chobham | Results |
| 31 May 2010 | Third Round | Lingfield v Old Pauline | Godstone Road, Lingfield | Results |
| 31 May 2010 | Third Round | Deando Ruxley v Ewhurst | Ruxley Lane, Ewell | Results |
| 31 May 2010 | Third Round | West End Esher v Frimley | West End Sports and Social Club Ground, Esher | Results |
| 31 May 2010 | Third Round | Merstham v Caterham | Quality Street, Merstham | Results |
| 31 May 2010 | Third Round | Haslemere v Oxted and Limpsfield | Haslemere Recreation Ground, Haslemere | Results |
| 31 May 2010 | Third Round | Kempton v Battersea Ironsides | The Kempton Ground, Sunbury-on-Thames | Results |
| 31 May 2010 | Third Round | Carshalton v Weybridge Vandals | Carshalton Road, Woodmansterne | Results |
| 31 May 2010 | Third Round | Sanderstead v Chobham | The Old Saw Mill, Sanderstead | Results |
| 27 Jun 2010 | Quarter-Final | Oxted and Limpsfield v Kempton | Master Park, Oxted | Results |
| 27 Jun 2010 | Quarter-Final | Weybridge Vandals v Sanderstead | Brown Acres, Walton-on-Thames | Results |
| 27 Jun 2010 | Quarter-Final | Lingfield v Deando Ruxley | Godstone Road, Lingfield | Results |
| 11 Jul 2010 | Quarter-Final | West End Esher v Caterham | West End Sports and Social Club Ground, Esher | Results |
| 01 Aug 2010 | Semi-Final | Lingfield v West End Esher | Godstone Road, Lingfield | Results |
| 01 Aug 2010 | Semi-Final | Oxted and Limpsfield v Sanderstead | Master Park, Oxted | Results |
| 05 Sep 2010 | Final | Lingfield v Sanderstead | Godstone Road, Lingfield | Results |
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