| DATE | HOME TEAM | AWAY TEAM | VENUE | KO | SCORE |
| 6 SEP 08 | CCFC VETS | HUGHIN VIKINGS | PFIZER | 11.00 | 1-0 |
| 21 SEP 08 | BEARSTED | CCFC VETS | C'BURY | 10.30 | 1-3 |
| 4 OCT 08 | WESTCLIFFE | CCFC VETS | PFIZER | 10.30 | 1-1 |
| 18 OCT 08 | HUGHIN VIKINGS | CCFC VETS | C'BURY | 12.00 | 0-4 |
| 26 OCT 08 | CCFC VETS | AVAX | C'BURY | 13.00 | 4-2 |
| 9 NOV 08 | LYDD | CCFC VETS | NEW ROMNEY | 10.30 | 4-1 |
| 16 NOV 08 | HYTHE | CCFC VETS | HYTHE CC | 10.30 | 0-1 |
| 29 NOV 08 | DYNAMOES | CCFC VETS | C'BURY | 10.30 | P-P |
| 6 DEC 08 | CCFC VETS | KINGSDOWN | PFIZERS | 10.30 | 3-2 |
| 14 DEC 08 | BEARSTED | CCFC VETS | MAIDSTONE | 10.30 | 2-1 |
| 3 JAN 09 | CCFC VETS | WESTCLIFFE | PFIZER | 10.30 | 2-1 |
| 18 JAN 09 | CCFC VETS | MAIDSTONE UTD | TBA | 10.30 | P-P |
| 24 JAN 09 | HUHGIN VIKINGS | CCFC VETS | PFIZER | 10.30 | 2-10* |
| 7 FEB 09 | CCFC VETS | DYNAMOES | PFIZER | 10.30 | 6-1 |
| 21 FEB 09 | ASHFORD | CCFC VETS | ASHFORD | 14.00 | 3-1 |
| 7 MAR 09 | CCFC VETS | HUGHIN | PFIZERS | 10.30 | 5-2 |
| 21 MAR 09 | KINGSDOWN | CCFC VETS | PFIZERS | 10.30 | 2-2 |
| 4 APR 09 | OLD PHARONIAN | CCFC VETS | PFIZERS | 10.30 | 4-1 |
| 19 APR 09 | CCFC VETS | BEARSTED | MAIDSTONE | 10.30 | 1-1 |
| 25 APR 09 | WESTCLIFFE | CCFC VETS | PFIZERS | 10.30 | 1-0 |
| 9 MAY 09 | ASC WATERWIJK | CCFC VETS | ALMERE | 13.30 | 3-1 |
*This match was played as an 8 aside match on astroturf after grass pitch was waterlogged. It will not be recognised as an official fixture