| 22/04 | (L6) Tonbridge Angels |  | 0-1 |  | Maidstone United (L6) |
| 12/04 | (L6) Tonbridge Angels | | 4-3 |  | Gillingham U21 (N/A) | ||||
| (L6) Maidstone United | | 1-0 |  | Chatham Town (L7) |
| 11/11 | (L6) Tonbridge Angels | | pst | | Gillingham (N/A) | ||||
| (L8) VCD Athletic |  | 1-2 |  | Ebbsfleet United (L6) | |||||
| 09/12 | (L6) Maidstone United | | 3-2 |  | Charlton Athletic U21 (N/A) | ||||
| 23/12 | (L7) Chatham Town | | 2-1 |  | Bromley B (N/A) |
| 07/10 | (L8) Margate FC |  | 2-3 | | Charlton Athletic U21 (N/A) | ||||
| (L8) Herne Bay |  | 0-3 | | Maidstone United (L6) | |||||
| (L6) Tonbridge Angels | | 4-1 |  | Sittingbourne FC (L8) | |||||
| (L7) Cray Valley PM |  | 1-4 | | Ebbsfleet United (L6) | |||||
| 14/10 | (L6) Dover Athletic |  | 5-7(2-4 pena) | | Bromley B (N/A) |
| 09/09 | (L7) Cray Wanderers |  | 0-2 | | Herne Bay (L8) | ||||
| (L7) Chatham Town | | 4-1 |  | Beckenham Town (L8) | |||||
| (L8) Ashford United |  | 2-3 | | Cray Valley PM (L7) | |||||
| (L7) Ramsgate |  | 0-2 | | Margate FC (L8) | |||||
| (L8) Sittingbourne FC | | 2-2(4-2 pena) |  | Deal Town (L8) | |||||
| 23/09 | (L8) Erith Town FC |  | 1-1 |  | Dartford (L7) | ||||
| (L8) VCD Athletic | | 1-1 |  | Folkestone (L7) | |||||
| 07/10 | (L8) Faversham Town |  | 1-2 |  | Sevenoaks Town (L8) |
| 19/08 | (L8) Herne Bay | | 3-0 |  | Sheppey United (L8) |
