16/12/2008, League week 6
| Chatham Z | 6 | 6 | Chatham X |
| Medway Queen | 5 | 7 | Nags Head A |
| Good Intent LB | 7 | 5 | Rileys Teds |
| Chatham Spitfires | 8 | 4 | Southern Bell |
| Monarch A | 3 | 9 | Rileys Jolly Boys |
| Walnut Tree | 8 | 4 | Chatham Luvvies |
| Star Meadow | 7 | 5 | Bridgewardens |
| Rileys A | 6 | 6 | Westcourt A |
| Chatham A | 7 | 5 | Cricketers |
| Nags Head Social | 7 | 5 | Rose (Rochester) |
| Parkwood A | 10 | 2 | Monarch B |
| Fox | 10 | 2 | Allhallows Golf |
| Rileys Rejects | 6 | 6 | Concorde |
| Royal Marine | 9 | 3 | White Lion B |
| General at Sea B | 5 | 7 | Bell |
| Westcourt S | 5 | 7 | Chatham Outsiders |
| Rose B | 4 | 8 | Rileys CS |
| Canterbury Tales | 7 | 5 | Dewdrop A |
| Canopus A | 8 | 4 | Parkwood B |
| Dewdrop B | 9 | 3 | Rose A |
| Westcourt C | 7 | 5 | General at Sea A |
| Rileys Z | 7 | 5 | Canopus B |
| Beacon Court | 6 | 6 | Gillingham Labour |
| The Ship | 9 | 3 | Westcourt D |
| Hastings Arms | 5 | 7 | Rileys X |