| 6. Round | 09/09/2000 | Portsmouth FC | - | Watford FC | 1:3 | ||||
| 7. Round | 12/09/2000 | Portsmouth FC | - | Tranmere Rovers | 2:0 | ||||
| 8. Round | 16/09/2000 | Bolton Wanderers | - | Portsmouth FC | 2:0 | ||||
| 9. Round | 23/09/2000 | Portsmouth FC | - | West Bromwich Albion | 0:1 | ||||
| 10. Round | 30/09/2000 | Burnley FC | - | Portsmouth FC | 1:1 | ||||
| 11. Round | 08/10/2000 | Stockport County | - | Portsmouth FC | 1:1 |
France