| 3. Round | 17/08/2002 | Gillingham FC | - | Millwall FC | 1:0 | ||||
| 4. Round | 24/08/2002 | Norwich City | - | Gillingham FC | 1:0 | ||||
| 7. Round | 07/09/2002 | Gillingham FC | - | Portsmouth FC | 1:3 |  |
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| 8. Round | 14/09/2002 | Brighton & Hove Albion | - | Gillingham FC | 2:4 | |
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| 9. Round | 18/09/2002 | Nottingham Forest | - | Gillingham FC | 4:1 | ||||
| 10. Round | 21/09/2002 | Gillingham FC | - | Sheffield United | 1:1 | ||||
| 12. Round | 05/10/2002 | Gillingham FC | - | Coventry City | 0:2 | ||||
| 13. Round | 12/10/2002 | Rotherham United | - | Gillingham FC | 1:1 | ||||
| 14. Round | 19/10/2002 | Gillingham FC | - | Watford FC | 3:0 | |
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| 15. Round | 26/10/2002 | Ipswich Town | - | Gillingham FC | 0:1 | ||||
| 16. Round | 29/10/2002 | Gillingham FC | - | Wolverhampton Wanderers | 0:4 | ||||
| 17. Round | 02/11/2002 | Grimsby Town | - | Gillingham FC | 1:1 | ||||
| 18. Round | 09/11/2002 | Gillingham FC | - | Reading FC | 0:1 | ||||
| 21. Round | 30/11/2002 | Gillingham FC | - | Stoke City | 1:1 | ||||
| 31. Round | 10/02/2003 | Reading FC | - | Gillingham FC | 2:1 |
England