| 1. Jornada | 12.08.2000 | Gillingham FC | - | Stockport County | 1:3 |  |
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| 2. Jornada | 19.08.2000 | Tranmere Rovers | - | Gillingham FC | 3:2 | ||||
| 3. Jornada | 25.08.2000 | Gillingham FC | - | Portsmouth FC | 1:1 | ||||
| 4. Jornada | 28.08.2000 | Burnley FC | - | Gillingham FC | 1:1 | ||||
| 5. Jornada | 02.09.2000 | Gillingham FC | - | Wolverhampton Wanderers | 1:0 | ||||
| 6. Jornada | 09.09.2000 | Grimsby Town | - | Gillingham FC | 1:0 | ||||
| 7. Jornada | 13.09.2000 | Queens Park Rangers | - | Gillingham FC | 2:2 | ||||
| 8. Jornada | 16.09.2000 | Gillingham FC | - | Huddersfield Town | 2:1 | |
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| 9. Jornada | 23.09.2000 | Fulham FC | - | Gillingham FC | 3:0 | ||||
| 10. Jornada | 30.09.2000 | Gillingham FC | - | Sheffield Wednesday | 2:0 | |
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| 11. Jornada | 06.10.2000 | Gillingham FC | - | Bolton Wanderers | 2:2 | ||||
| 12. Jornada | 14.10.2000 | Wimbledon FC | - | Gillingham FC | 4:4 |
Inglaterra