23/06/2009, League week 21
| Chatham X | 6 | 6 | Rileys Teds |
| Southern Bell | 5 | 7 | Three Sisters |
| Good Intent A | 6 | 6 | Good Intent LB |
| Chatham Spitfires | 4 | 8 | Chatham Z |
| Rileys Jolly Boys | 2 | 10 | Chatham Luvvies |
| George | 4 | 8 | Star Meadow |
| Westcourt A | 8 | 4 | Bridgewardens |
| Cricketers | 2 | 10 | Walnut Tree |
| Rileys A | 0 | 9 | Monarch A |
| Monarch B | 7 | 5 | Fox |
| Concorde | 7 | 5 | Allhallows Golf |
| White Lion B | 5 | 7 | White Lion A |
| Royal Marine | 10 | 2 | Parkwood A |
| Rileys Rejects | 9 | 3 | Nags Head Social |
| Bell | 9 | 3 | Rileys CS |
| Chatham Outsiders | 7 | 5 | Canterbury Tales |
| Parkwood B | 6 | 6 | Dewdrop A |
| Rose A | 8 | 4 | Rose B |
| Dewdrop B | 10 | 2 | Westcourt S |
| Canopus A | 7 | 5 | General at Sea B |
| Cannon | 4 | 8 | Canopus B |
| General at Sea A | 6 | 6 | Beacon Court |
| Westcourt D | 3 | 9 | Gillingham Labour |
| Rileys X | 6 | 6 | Rileys Z |
| Hastings Arms | 7 | 5 | Westcourt C |