| Fixtures & Results - 2008/2009 |
 |
| 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 | 7-0 | 130 | Hunt 2, Haule (p), | Report |
| O'Leary, Burgess | |||||||
| Garner, Mapes | |||||||
| 13 | 08/11/08 | Ramsgate | A | 5-1 | 229 | O'Leary 2, Haule, Hunt | Report |
| Mapes | |||||||
| 14 | 15/11/08 | Tonbridge Angels | H | 1-3 | 188 | Garner | Report |
| 15 | 18/11/08 | AFC Hornchurch | A | 2-1 | 233 | Garner, Guentchev | Report |
| 16 | 22/11/08 | Margate | H | 1-2 | 149 | Hunt | Report |
| 17 | 26/11/08 | Heybridge Swifts | H | 1-1 | 137 | O'Leary | Report |
| 18 | 29/11/08 | Carshalton Athletic | A | 0-1 | 307 | Report | |
| 19 | 06/12/08 | Dartford | A | 0-1 | 926 | Report | |
| 20 | 16/12/08 | Harlow Town | A | 5-3 | 161 | Hunt 3 (1 p), Garner, | Report |
| Busby | |||||||
| 21 | 20/12/08 | Billericay Town | A | 2-4 | 408 | Byfield, Haule | Report |
| 22 | 27/12/08 | Boreham Wood | H | 1-1 | 175 | Collins | Report |
| 23 | 03/01/09 | Ashford Town (Middx) | A | 2-0 | 278 | Bent, Byfield | Report |
| 24 | 17/01/09 | Canvey Island | H | 2-0 | 123 | Hunt, o.g. | Report |
| 25 | 24/01/09 | Wealdstone | A | 1-2 | 433 | Busby | Report |
| 26 | 30/01/09 | Staines Town | H | 0-2 | 181 | Report | |
| 27 | 07/02/09 | Dover Athletic | A | 0-3 | 976 | Report | |
| 28 | 14/02/09 | Tooting & Mitcham Utd | H | 2-2 | 192 | o.g, Parker | Report |
| 29 | 21/02/09 | Heybridge Swifts | A | 2-0 | 163 | Haule 2 | Report |
| 30 | 28/02/09 | Harlow Town | H | 5-0 | 184 | Haule, Dean 2 | Report |
| O'Leary, Busby | |||||||
| 31 | 07/03/09 | Harrow Borough | A | 2-4 | 211 | Parker, Busby | Report |
| 32 | 14/03/09 | Ramsgate | H | 3-1 | 180 | Garner, Collins, Busby | Report |
| 33 | 21/03/09 | Horsham | A | 2-1 | 263 | Vargas, Dean | Report |
| 34 | 24/03/09 | Hastings United | H | 4-0 | 163 | Busby, Collins | Report |
| Garner, Haule | |||||||
| 35 | 29/03/09 | AFC Hornchurch | H | 1-2 | 245 | Haule | Report |
| 36 | 31/03/09 | Sutton United | H | 0-0 | 202 | Report | |
| 37 | 04/04/09 | Tonbridge Angels | A | 1-5 | 475 | Busby | Report |
| 38 | 11/04/09 | Maidstone United | H | 2-0 | 227 | Busby 2 | Report |
| 39 | 15/04/09 | Boreham Wood | A | 1-0 | 220 | Haule | Report |
| 40 | 18/04/09 | Hastings United | A | 1-2 | 523 | Garner | Report |
| 41 | 21/04/09 | Horsham | H | 3-1 | 169 | Busby 2, K.Maclaren | Report |
| 42 | 25/04/09 | Carshalton Athletic | H | 1-2 | 274 | Burgess | Report |
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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 | 1-0 | 362 | Hunt | Report |
| 2Q | 02/11/08 | Sutton United | H | 1-2 | 269 | Hunt | Report |
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| Isthmian League Cup | |||||||
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| 2 | 03/12/08 | Harrow Borough | H | 0-2 | 80 | Report | |
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| Middlesex Senior Cup | |||||||
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| 2 | 10/12/08 | Bedfont Green | H | 3-0 | 51 | Garner, C.Maclaren, og | Report |
| QF | 21/01/09 | Harrow Borough | H | 1-1 | 76 | Haule | Report |
| (Hendon won 2-1 on penalties) | |||||||
| SF | 10/03/09 | Wealdstone | H | 4-3 | 139 | Busby, Collins, Garner | Report |
| O'Leary | |||||||
| F | 13/04/08 | AFC Hayes | N | 0-2 | 401 | Report | |
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| London Senior Cup | |||||||
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| 3 | 25/10/08 | Bromley | A | 2-2* | 238 | Bent, Hunt | Report |
| (Hendon won 6-5 on penalties) | |||||||
| 4 | 03/03/09 | Erith & Belvedere | A | 4-0 | 76 | Busby 2, Garner | Report |
| Guentchev | |||||||
| SF | 06/04/09 | Tooting & Mitcham Utd | A | 4-0 | 187 | Garner 3, Bent | Report |
| F | 29/04/09 | Croydon Athletic | N | 2-2 | 291 | Bent, Garner | Report |
| (Hendon won 3-1 on penalties) | |||||||
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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 | |
| 13 | 24/11/08 | Bedfont | A | 5-3 | Garner 2, Byfield | Report | |
| Bradshaw | |||||||
| 14 | 13/01/09 | Wembley | A | 7-2 | Busby, Bent, Hunt | Report | |
| Garner, Haule, O'Leary | |||||||
| Dyer | |||||||
| 15 | 01/05/09 | Hendon Supporters | H | 7-10 | Kirby, Leach 3, Parker | Report | |
| Guentchev, T.Hyatt | |||||||
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