09/12/2008, League week 5
| Chatham X | 9 | 3 | Chatham Spitfires |
| Nags Head A | 4 | 8 | Chatham Z |
| Rileys Teds | 10 | 2 | Medway Queen |
| Three Sisters | 3 | 9 | Good Intent LB |
| Rileys Jolly Boys | 2 | 10 | Rileys A |
| George | 5 | 7 | Monarch A |
| Bridgewardens | 6 | 6 | Walnut Tree |
| Westcourt A | 4 | 8 | Chatham A |
| Cricketers | 2 | 10 | Star Meadow |
| Rose (Rochester) | 2 | 10 | Rileys Rejects |
| Monarch B | 5 | 7 | Nags Head Social |
| Allhallows Golf | 6 | 6 | White Lion A |
| Concorde | 3 | 9 | Royal Marine |
| White Lion B | 6 | 6 | Fox |
| Bell | 7 | 5 | Canopus A |
| Chatham Outsiders | 7 | 5 | General at Sea B |
| Rileys CS | 5 | 7 | Westcourt S |
| Dewdrop A | 6 | 6 | Rose B |
| Parkwood B | 8 | 4 | Dewdrop B |
| Rose A | 6 | 6 | Canterbury Tales |
| Cannon | 6 | 6 | The Ship |
| Canopus B | 4 | 8 | Westcourt C |
| Gillingham Labour | 10 | 2 | Rileys Z |
| Westcourt D | 8 | 4 | Hastings Arms |
| Rileys X | 7 | 5 | Beacon Court |