| Fixtures & Results - 2008/2009 |
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| League | FA Cup | FA Trophy | League Cup | Middlesex Senior Cup London Senior Cup | Friendlies |
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| Isthmian League Premier Division | |||||||
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| 1 | 16/08/08 | Dartford | H | 3-0 | 389 | Haule, Bent, Bangura | Report |
| 2 | 19/08/08 | Margate | A | 2-2 | 474 | Haule, Kirby | Report |
| 3 | 23/08/08 | Sutton United | A | 0-1 | 499 | Report | |
| 4 | 25/08/08 | Ashford Town (Middx) | H | 0-3 | 240 | Report | |
| 5 | 30/08/08 | Maidstone United | A | 2-3 | 403 | Bangura, Haule | Report |
| 6 | 02/09/08 | Billericay Town | H | 0-1 | 221 | Report | |
| 7 | 06/09/08 | Canvey Island | A | 1-1 | 363 | Bent | Report |
| 8 | 09/09/08 | Dover Athletic | H | 0-2 | 279 | Report | |
| 9 | 20/09/08 | Wealdstone | H | 1-4 | 280 | Diedhiou | Report |
| 10 | 23/09/08 | Staines Town | A | 0-2 | 266 | Report | |
| 11 | 04/10/08 | Tooting & Mitcham Utd | A | 0-1 | 339 | Report | |
| 12 | 15/10/08 | Harrow Borough | H | - | @ Northwood FC | Travel | |
| 13 | 25/10/08 | Harlow Town | A | - | Travel | ||
| 14 | 28/10/08 | Horsham | H | - | @ Harrow Borough FC | Travel | |
| 15 | 08/11/08 | Ramsgate | A | - | Travel | ||
| 16 | 15/11/08 | Tonbridge Angels | H | - | @ Harrow Borough FC | Travel | |
| 17 | 18/11/08 | AFC Hornchurch | A | - | Travel | ||
| 18 | 22/11/08 | Hastings United | H | - | @ Harrow Borough FC | Travel | |
| 19 | 29/11/08 | Carshalton Athletic | A | - | Travel | ||
| 20 | 06/12/08 | Dartford | A | - | Travel | ||
| 21 | 13/12/08 | Margate | H | - | @ Harrow Borough FC | Travel | |
| 22 | 20/12/08 | Billericay Town | A | - | Travel | ||
| 23 | 27/12/08 | Boreham Wood | H | - | @ Harrow Borough FC | Travel | |
| 24 | 03/01/09 | Ashford Town (Middx) | A | - | Travel | ||
| 25 | 10/01/09 | Sutton United | H | - | |||
| 26 | 17/01/09 | Canvey Island | H | - | |||
| 27 | 24/01/09 | Wealdstone | A | - | Travel | ||
| 28 | 31/01/09 | Staines Town | H | - | |||
| 29 | 07/02/09 | Dover Athletic | A | - | Travel | ||
| 30 | 14/02/09 | Tooting & Mitcham Utd | H | - | |||
| 31 | 21/02/09 | Heybridge Swifts | A | - | Travel | ||
| 32 | 28/02/09 | Harlow Town | H | - | |||
| 33 | 07/03/09 | Harrow Borough | A | - | Travel | ||
| 34 | 14/03/09 | Ramsgate | H | - | |||
| 35 | 21/03/09 | Horsham | A | - | Travel | ||
| 36 | 28/03/09 | AFC Hornchurch | H | - | |||
| 37 | 04/04/09 | Tonbridge Angels | A | - | Travel | ||
| 38 | 11/04/09 | Maidstone United | H | - | |||
| 39 | 13/04/09 | Boreham Wood | A | - | Travel | ||
| 40 | 18/04/09 | Hastings United | A | - | Travel | ||
| 41 | 25/04/09 | Carshalton Athletic | H | - | |||
| 42 | TBA | Heybridge Swifts | H | - | |||
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| FA Challenge Cup | |||||||
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| 1Q | 13/09/08 | Royston Town | A | 4-2 | 303 | Mapes 2, Guentchev | Report |
| Busby | |||||||
| 2Q | 27/09/08 | Dulwich Hamlet | A | 2-2 | 353 | Hudson, Hunt | Report |
| 2QR | 01/10/08 | Dulwich Hamlet | H | 2-1 | 139 | Diedhiou, Hunt | Report |
| 3Q | 11/10/08 | AFC Telford United | H | 1-2 | 377 | Haule (p) | Report |
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| FA Challenge Trophy | |||||||
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| 1Q | 18/10/08 | Margate | A | - | Travel | ||
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| Isthmian League Cup | |||||||
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| 2 | 02/12/08 | - | |||||
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| Middlesex Senior Cup | |||||||
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| 1 | 09/12/08 | Bedfont Green | H | - | Travel | ||
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| London Senior Cup | |||||||
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| 3 | TBA | Bromley | A | - | Travel | ||
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| Friendlies | |||||||
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| 1 | 15/07/08 | Godalming Town | A | 2-2 | Wilson, Kissull | Report | |
| 2 | 17/07/08 | Hanwell Town | H | 0-4 | Report | ||
| 3 | 19/07/08 | Amersham Town | A | 4-0 | Burgess, Diedhiou 2, Wilson | Report | |
| 4 | 19/07/08 | Hemel Hempstead Town | N | 2-0 | Haule 2 | Report | |
| 5 | 19/07/08 | Chesham United | N | 1-2 | Aylett | Report | |
| 6 | 24/07/08 | Stevenage Borough | H | 1-4 | Bent | Report | |
| 7 | 26/07/08 | Northwood | A | 1-1 | Ursell | Report | |
| 8 | 30/07/08 | North Greenford United | A | 7-0 | Haule 2, Nelson, O'Leary | Report | |
| Dyer, Osubu, Coleman | |||||||
| 9 | 02/08/08 | Wembley | A | 10-1 | Haule, Leach, Kirby | Report | |
| Mapes, Guentchev, Ursell 2 | |||||||
| Byfield, C.Maclaren | |||||||
| Diedhiou | |||||||
| 10 | 05/08/08 | Potters Bar Town | A | 2-2 | Diedhiou, Guentchev | Report | |
| 11 | 07/08/08 | Enfield Town | A | 3-2 | Haule, Byfield, og | Report | |
| 12 | 10/08/08 | Ware | A | 4-2 | Mapes, Haule, Kirby 2 | Report | |
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