| 03/11/2009 | Allhallows Golf | 0 | 9 | Chatham Outsiders |
| 10/11/2009 | Chatham Outsiders | 6 | 6 | Cricketers |
| 24/11/2009 | George | 7 | 5 | Chatham Outsiders |
| 01/12/2009 | Chatham Outsiders | 7 | 5 | Nags Head Social |
| 15/12/2009 | Chatham Outsiders | 9 | 3 | Fox |
| 05/01/2010 | White Lion | 6 | 6 | Chatham Outsiders |
| 12/01/2010 | Chatham Outsiders | 5 | 7 | Rose A (roch) |
| 26/01/2010 | Labour Club A | 6 | 6 | Chatham Outsiders |
| 02/02/2010 | Chatham Outsiders | 8 | 4 | Dewdrop Evolution |
| 16/02/2010 | Chatham Outsiders | 9 | 3 | Allhallows Golf |
| 09/03/2010 | Cricketers | 3 | 9 | Chatham Outsiders |
| 16/03/2010 | Chatham Outsiders | 9 | 3 | George |
| 30/03/2010 | Nags Head Social | 4 | 8 | Chatham Outsiders |
| 06/04/2010 | Fox | 3 | 9 | Chatham Outsiders |
| 20/04/2010 | Chatham Outsiders | 7 | 5 | White Lion |
| 27/04/2010 | Rose A (roch) | 1 | 11 | Chatham Outsiders |
| 11/05/2010 | Chatham Outsiders | 6 | 6 | Labour Club A |
| 18/05/2010 | Dewdrop Evolution | 5 | 7 | Chatham Outsiders |