| 01 May 1999 | | Addiscombe v Banstead | Sandilands, Croydon | Results |
| 01 May 1999 | | Guildford v Cheam | Woodbridge Road, Guildford | Results |
| 01 May 1999 | | Spencer v Esher | Field View, Wandsworth | Results |
| 01 May 1999 | | Sunbury v Sutton | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 01 May 1999 | | Weybridge v Bank of England | The Cricket Green, Weybridge | Results |
| 08 May 1999 | | Bank of England v Guildford | Bank of England Ground, Roehampton | Results |
| 08 May 1999 | | Banstead v Sunbury | Recreation Ground, Banstead | Results |
| 08 May 1999 | | Cheam v Weybridge | Peaches Close, Cheam | Results |
| 08 May 1999 | | Esher v Addiscombe | New Road, Esher | Results |
| 08 May 1999 | | Sutton v Spencer | Cheam Road, Sutton | Results |
| 15 May 1999 | | Banstead v Spencer | Recreation Ground, Banstead | Results |
| 15 May 1999 | | Cheam v Addiscombe | Peaches Close, Cheam | Results |
| 15 May 1999 | | Sunbury v Esher | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 15 May 1999 | | Sutton v Bank of England | Cheam Road, Sutton | Results |
| 15 May 1999 | | Weybridge v Guildford | The Cricket Green, Weybridge | Results |
| 22 May 1999 | | Addiscombe v Sutton | Sandilands, Croydon | Results |
| 22 May 1999 | | Bank of England v Sunbury | Bank of England Ground, Roehampton | Results |
| 22 May 1999 | | Esher v Weybridge | New Road, Esher | Results |
| 22 May 1999 | | Guildford v Banstead | Woodbridge Road, Guildford | Results |
| 22 May 1999 | | Spencer v Cheam | Field View, Wandsworth | Results |
| 29 May 1999 | | Addiscombe v Sunbury | Sandilands, Croydon | Results |
| 29 May 1999 | | Cheam v Bank of England | Peaches Close, Cheam | Results |
| 29 May 1999 | | Esher v Guildford | New Road, Esher | Results |
| 29 May 1999 | | Sutton v Banstead | Cheam Road, Sutton | Results |
| 29 May 1999 | | Weybridge v Spencer | The Cricket Green, Weybridge | Results |
| 05 Jun 1999 | | Addiscombe v Weybridge | Sandilands, Croydon | Results |
| 05 Jun 1999 | | Bank of England v Spencer | Bank of England Ground, Roehampton | Results |
| 05 Jun 1999 | | Cheam v Banstead | Peaches Close, Cheam | Results |
| 05 Jun 1999 | | Sunbury v Guildford | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 05 Jun 1999 | | Sutton v Esher | Cheam Road, Sutton | Results |
| 12 Jun 1999 | | Banstead v Bank of England | Recreation Ground, Banstead | Results |
| 12 Jun 1999 | | Esher v Cheam | New Road, Esher | Results |
| 12 Jun 1999 | | Guildford v Addiscombe | Woodbridge Road, Guildford | Results |
| 12 Jun 1999 | | Spencer v Sunbury | Field View, Wandsworth | Results |
| 12 Jun 1999 | | Weybridge v Sutton | The Cricket Green, Weybridge | Results |
| 19 Jun 1999 | | Bank of England v Addiscombe | Bank of England Ground, Roehampton | Results |
| 19 Jun 1999 | | Banstead v Esher | Recreation Ground, Banstead | Results |
| 19 Jun 1999 | | Spencer v Guildford | Field View, Wandsworth | Results |
| 19 Jun 1999 | | Sunbury v Weybridge | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 19 Jun 1999 | | Sutton v Cheam | Cheam Road, Sutton | Results |
| 26 Jun 1999 | | Addiscombe v Spencer | Sandilands, Croydon | Results |
| 26 Jun 1999 | | Cheam v Sunbury | Peaches Close, Cheam | Results |
| 26 Jun 1999 | | Esher v Bank of England | New Road, Esher | Results |
| 26 Jun 1999 | | Guildford v Sutton | Woodbridge Road, Guildford | Results |
| 26 Jun 1999 | | Weybridge v Banstead | The Cricket Green, Weybridge | Results |
| 03 Jul 1999 | | Addiscombe v Esher | Sandilands, Croydon | Results |
| 03 Jul 1999 | | Guildford v Bank of England | Woodbridge Road, Guildford | Results |
| 03 Jul 1999 | | Spencer v Sutton | Field View, Wandsworth | Results |
| 03 Jul 1999 | | Sunbury v Banstead | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 03 Jul 1999 | | Weybridge v Cheam | The Cricket Green, Weybridge | Results |
| 10 Jul 1999 | | Bank of England v Weybridge | Bank of England Ground, Roehampton | Results |
| 10 Jul 1999 | | Banstead v Addiscombe | Recreation Ground, Banstead | Results |
| 10 Jul 1999 | | Cheam v Guildford | Peaches Close, Cheam | Results |
| 10 Jul 1999 | | Esher v Spencer | New Road, Esher | Results |
| 10 Jul 1999 | | Sutton v Sunbury | Cheam Road, Sutton | Results |
| 17 Jul 1999 | | Banstead v Guildford | Recreation Ground, Banstead | Results |
| 17 Jul 1999 | | Cheam v Spencer | Peaches Close, Cheam | Results |
| 17 Jul 1999 | | Sunbury v Bank of England | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 17 Jul 1999 | | Sutton v Addiscombe | Cheam Road, Sutton | Results |
| 17 Jul 1999 | | Weybridge v Esher | The Cricket Green, Weybridge | Results |
| 24 Jul 1999 | | Addiscombe v Cheam | Sandilands, Croydon | Results |
| 24 Jul 1999 | | Bank of England v Sutton | Bank of England Ground, Roehampton | Results |
| 24 Jul 1999 | | Esher v Sunbury | New Road, Esher | Results |
| 24 Jul 1999 | | Guildford v Weybridge | Woodbridge Road, Guildford | Results |
| 24 Jul 1999 | | Spencer v Banstead | Field View, Wandsworth | Results |
| 31 Jul 1999 | | Bank of England v Cheam | Bank of England Ground, Roehampton | Results |
| 31 Jul 1999 | | Banstead v Sutton | Recreation Ground, Banstead | Results |
| 31 Jul 1999 | | Guildford v Esher | Woodbridge Road, Guildford | Results |
| 31 Jul 1999 | | Spencer v Weybridge | Field View, Wandsworth | Results |
| 31 Jul 1999 | | Sunbury v Addiscombe | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 07 Aug 1999 | | Banstead v Cheam | Recreation Ground, Banstead | Results |
| 07 Aug 1999 | | Esher v Sutton | New Road, Esher | Results |
| 07 Aug 1999 | | Guildford v Sunbury | Woodbridge Road, Guildford | Results |
| 07 Aug 1999 | | Spencer v Bank of England | Field View, Wandsworth | Results |
| 07 Aug 1999 | | Weybridge v Addiscombe | The Cricket Green, Weybridge | Results |
| 14 Aug 1999 | | Addiscombe v Guildford | Sandilands, Croydon | Results |
| 14 Aug 1999 | | Bank of England v Banstead | Bank of England Ground, Roehampton | Results |
| 14 Aug 1999 | | Cheam v Esher | Peaches Close, Cheam | Results |
| 14 Aug 1999 | | Sunbury v Spencer | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 14 Aug 1999 | | Sutton v Weybridge | Cheam Road, Sutton | Results |
| 21 Aug 1999 | | Bank of England v Esher | Bank of England Ground, Roehampton | Results |
| 21 Aug 1999 | | Banstead v Weybridge | Recreation Ground, Banstead | Results |
| 21 Aug 1999 | | Spencer v Addiscombe | Field View, Wandsworth | Results |
| 21 Aug 1999 | | Sunbury v Cheam | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 21 Aug 1999 | | Sutton v Guildford | Cheam Road, Sutton | Results |
| 28 Aug 1999 | | Addiscombe v Bank of England | Sandilands, Croydon | Results |
| 28 Aug 1999 | | Cheam v Sutton | Peaches Close, Cheam | Results |
| 28 Aug 1999 | | Esher v Banstead | New Road, Esher | Results |
| 28 Aug 1999 | | Guildford v Spencer | Woodbridge Road, Guildford | Results |
| 28 Aug 1999 | | Weybridge v Sunbury | The Cricket Green, Weybridge | Results |
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