| 5. Ronde | 27.08.2005 | Gillingham FC | - | Nottingham Forest | 1:3 | ||||
| 8. Ronde | 10.09.2005 | Rotherham United | - | Gillingham FC | 3:0 | ||||
| 7. Ronde | 13.09.2005 | Gillingham FC | - | Barnsley FC | 0:3 | ||||
| 9. Ronde | 17.09.2005 | Gillingham FC | - | Oldham Athletic | 0:1 | ||||
| 11. Ronde | 27.09.2005 | Gillingham FC | - | Chesterfield FC | 1:0 | ||||
| 12. Ronde | 01.10.2005 | Gillingham FC | - | Southend United | 1:2 | ||||
| 15. Ronde | 22.10.2005 | Bradford City | - | Gillingham FC | 1:0 | ||||
| 26. Ronde | 02.01.2006 | Huddersfield Town | - | Gillingham FC | 0:0 |
Schotland