| Matches by round |
| 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 |
| Match list: | By round By date Latest | Player stats: | Appearances Cards All players |
| R | Date | Home | Score | Away | |
| 4 | 04/10/2009 | Darent River | 0 - 2 | Orpington FC | |
| 4 | 04/10/2009 | Jun Reds Val | 3 - 4 | Palace Guard | |
| 4 | 04/10/2009 | Parkwood Rgrs | 13 - 0 | Norhland Heath | |
| 4 | 04/10/2009 | Pettswood Kest | 0 - 1 | Jun Reds Spart |