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| Date | H/A | Opponents | Comp. | Res. | Scorers |
| 14/08/99 | H | Raynes Park Vale | CCL | 6-0 | Nolan 3, Muldowney (pen), Eggington, A. Vertannes |
| 17/08/99 | A | Sandhurst Town | CCL | 5-2 | Holman 2, Muldowney 2 (2 pens), Eggington |
| 21/08/99 | H | Langney Sports | FACP | 1-2 | Lyons |
| 28/08/99 | A | Chipstead | CCL | 2-1 | Nolan 2 |
| 30/08/99 | H | Feltham | CCL | 4-0 | Eggington, Muldowney (pen), Elekes, Sherwood |
| 04/09/99 | A | Merstham | CCL | 4-1 | Nolan, Frost, Muldowney, Sherwood |
| 07/09/99 | A | Viking Greenford | CCL | 4-1 | Nolan 2, Frost, Holman |
| 11/09/99 | A | Wick | FAV1Q | 0-2 | |
| 18/09/99 | H | Cranleigh | CCL | 4-0 | Nolan 3, Frost |
| 30/09/99 | A | Metropolitan Police | SSC2Q | 4-1 | Nolan 3 (1 pen), Holman |
| 02/10/99 | A | Chessington & Hook United | CCL | 2-2 | Elekes, Frost |
| 05/10/99 | H | Cobham | SSC3Q | 3-0 | Eggington, Holman, Ossei |
| 09/10/99 | H | Westfield | CCL | 3-1 | Elekes, Bardini, Eggington |
| 12/10/99 | A | Farnham Town | CCL | 0-0 | |
| 16/10/99 | H | Merstham | CCLC1 | 3-1 | Nolan 2 (1 pen), Frost |
| 19/10/99 | H | Wokingham Town | SCC2 | 3-2 aet | Nolan 2 (2 pens), Eggington |
| 26/10/99 | H | Cove | CCL | 3-3 | Eggington, Heggarty, Nolan |
| 30/10/99 | A | Walton Casuals | CCL | 2-3 | Bardini, o.g. |
| 03/11/99 | A | Southall | MSC1 | 3-0 | Nolan, Frost, Holman |
| 06/11/99 | H | Cobham | CCL | 2-1 | Frost, Nolan |
| 09/11/99 | H | Southall | MCC2 | 1-0 aet | Nolan |
| 13/11/99 | A | Hartley Wintney | CCL | 2-0 | Frost, Holman |
| 16/11/99 | A | Westfield | SSC4Q | 3-1 | Holman, Eggington, Ossei |
| 20/11/99 | A | Ash United | CCL | 2-1 | Nolan (pen), Frost |
| 23/11/99 | H | Viking Greenford | CCL | 7-0 | Nolan 3 (1 pen), Frost 2, Holman 2 |
| 30/11/99 | H | Godalming & Guildford | CCL | 3-2 | Eggington 2, Frost |
| 04/12/99 | A | Sandhurst Town | CCLC2 | 0-1 | |
| 11/12/99 | H | Merstham | CCL | 7-2 | Eggington 2, Bardini 2, Frost, Elekes, Nolan |
| 18/12/99 | A | Westfield | CCL | 4-0 | Frost, Nolan (pen), Eggington, D. Vertannes |
| 04/01/00 | H | Brook House | MSC2 | 0-4 | |
| 08/01/00 | H | Chipstead | CCL | 2-1 | Holman, Nolan |
| 15/01/00 | A | Cranleigh | CCL | 4-0 | Nolan 2 (1 pen), Frost, Holman |
| 18/01/00 | H | Chessington & Hook United | CCL | 2-2 | Nolan, Frost |
| 22/01/00 | H | AFC Wallingford | CCL | 3-1 | Frost, Nolan (pen), Sherwood |
| 25/01/00 | H | Dulwich Hamlet | SSC1 | 2-3 | Frost, D. Vertannes |
| 29/01/00 | A | Chessington United | CCL | 3-1 | Nolan, D. Smith, Bardini |
| 01/02/00 | A | Chertsey Town | SCC3 | 1-2 | Nolan (pen) |
| 05/02/00 | A | Reading Town | CCL | 3-1 | McDonald 2, Nolan |
| 12/02/00 | H | Sandhurst Town | CCL | 6-0 | Holman, og, Frost, Nolan (pen), McDonald, Eggington |
| 19/02/00 | A | Cove | CCL | 0-0 | |
| 26/02/00 | H | Hartley Wintney | CCL | 5-2 | Sherwood, Holman, D. Vertannes (pen) D. Smith, Eggington |
| 04/03/00 | A* | Raynes Park Vale | CCL | 2-1 | D. Smith, Eggington |
| 11/03/00 | A | Godalming & Guildford | CCL | 3-1 | McDonald, Nolan, Holman |
| 14/03/00 | H | Chessington United | CCL | 1-2 | Frost |
| 18/03/00 | H | Walton Casuals | CCL | 3-0 | McDonald, Frost, D. Vertannes |
| 21/03/00 | A | Hillingdon Borough | MCC3 | 2-1 aet | Nolan, McDonald |
| 25/03/00 | H | Bedfont | CCL | 3-1 | Holman 2, McDonald |
| 01/04/00 | A | Cobham | CCL | 4-0 | D. Vertannes, McDonald, Eggington, Nolan |
| 12/04/00 | A | Feltham | CCL | 2-0 | D. Vertannes, Holman |
| 22/04/00 | H | Farnham Town | CCL | 4-0 | D. Vertannes |
| 24/04/00 | A | Bedfont | CCL | 2-2 | Nolan 2 (1 pen) |
| 27/04/00 | A | Wembley | MCCSF | 1-0 | Holman |
| 29/04/00 | A | AFC Wallingford | CCL | 4-0 | Holman 2, D. Vertannes (pen), Bardini |
| 01/05/00 | H | Reading Town | CCL | 3-1 | Frost, Bardini, Holman |
| 06/05/00 | H | Ash United | CCL | 1-2 | Frost |
| 12/05/00 | N | Hanwell Town | MCCF | 1-0 | Nolan |