| 30 Apr 2011 | First Round | Caterham v Haslemere | Park Avenue, Caterham | Results |
| 30 Apr 2011 | First Round | Guildford City v Thames Ditton | Stoke Park, Guildford | Results |
| 30 Apr 2011 | First Round | Hampton Wick Royal v Carshalton | Bushy Park, Hampton Wick | Results |
| 07 May 2011 | Second Round | Chobham v Caterham | High Street, Chobham | Results |
| 07 May 2011 | Second Round | Ewhurst v Old Pauline | Ewhurst Green, Ewhurst | Results |
| 07 May 2011 | Second Round | Horley v Battersea Ironsides | Horley Row, Horley | Results |
| 07 May 2011 | Second Round | West End Esher v Frimley | West End Sports and Social Club Ground, Esher | Results |
| 07 May 2011 | Second Round | Ripley v Worplesdon and Burpham | The Green, Ripley | Results |
| 07 May 2011 | Second Round | Roehampton v Old Tiffinians | Telegraph Road, Putney | Results |
| 07 May 2011 | Second Round | Effingham v Lingfield | Effingham Common, Effingham | Results |
| 07 May 2011 | Second Round | Kempton v Hampton Hill | The Kempton Ground, Sunbury-on-Thames | Results |
| 07 May 2011 | Second Round | Wandgas v Byfleet Saturday | Grafton Road, Worcester Park | Results |
| 07 May 2011 | Second Round | Sanderstead v Merstham | The Old Saw Mill, Sanderstead | Results |
| 07 May 2011 | Second Round | Whiteley Village v Deando Ruxley | Coombe Lane, Whiteley Village | Results |
| 07 May 2011 | Second Round | Weybridge Vandals v Chaldon CMO | Brown Acres, Walton-on-Thames | Results |
| 07 May 2011 | Second Round | Wallington v Long Ditton | Hillside Gradens, Wallington | Results |
| 07 May 2011 | Second Round | Shepperton v Old Tenisonians | Manor Park, Shepperton | Results |
| 07 May 2011 | Second Round | Woodmansterne v Putney | Carshalton Road, Woodmansterne | Results |
| 07 May 2011 | Second Round | Thames Ditton v Hampton Wick Royal | Giggs Hill Green, Thames Ditton | Results |
| 30 May 2011 | Third Round | Wallington v Old Tenisonians | Hillside Gradens, Wallington | Results |
| 30 May 2011 | Third Round | Putney v Hampton Wick Royal | Half Moon Ground, Putney | Results |
| 30 May 2011 | Third Round | Caterham v Old Pauline | Park Avenue, Caterham | Results |
| 30 May 2011 | Third Round | Horley v West End Esher | Horley Row, Horley | Results |
| 30 May 2011 | Third Round | Ripley v Roehampton | The Green, Ripley | Results |
| 30 May 2011 | Third Round | Byfleet Saturday v Sanderstead | Parvis Road, Byfleet | Results |
| 30 May 2011 | Third Round | Effingham v Kempton | Effingham Common, Effingham | Results |
| 19 Jun 2011 | Third Round | Deando Ruxley v Weybridge Vandals | Ruxley Lane, Ewell | Results |
| 26 Jun 2011 | Quarter-Final | Old Pauline v Horley | Colets, Thames Ditton | Results |
| 26 Jun 2011 | Quarter-Final | Ripley v Kempton | The Green, Ripley | Results |
| 26 Jun 2011 | Quarter-Final | Sanderstead v Deando Ruxley | The Old Saw Mill, Sanderstead | Results |
| 26 Jun 2011 | Quarter-Final | Old Tenisonians v Putney | Old Tenisonians Sports Ground, Motspur Park | Results |
| 31 Jul 2011 | Semi-Final | Old Pauline v Kempton | Colets, Thames Ditton | Results |
| 31 Jul 2011 | Semi-Final | Sanderstead v Putney | The Old Saw Mill, Sanderstead | Results |
| 04 Sep 2011 | Final | Old Pauline v Putney | Kenton Court Meadow, Sunbury-on-Thames | Results |
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