| 7. Round | 22/09/2007 | Nottingham Forest | - | Gillingham FC | 4:0 | ||||
| 8. Round | 29/09/2007 | Gillingham FC | - | Leeds United | 1:1 |  |
|||
| 9. Round | 02/10/2007 | Gillingham FC | - | Leyton Orient | 3:1 | ||||
| 10. Round | 06/10/2007 | Swindon Town | - | Gillingham FC | 5:0 | ||||
| 11. Round | 13/10/2007 | Gillingham FC | - | Millwall FC | 1:1 |
England