| 1. Jornada | 09.08.1998 | Grimsby Town | - | Ipswich Town | 0:0 | ||||
| 2. Jornada | 15.08.1998 | Ipswich Town | - | Bury FC | 0:0 | ||||
| 3. Jornada | 22.08.1998 | Portsmouth FC | - | Ipswich Town | 0:0 | ||||
| 4. Jornada | 29.08.1998 | Ipswich Town | - | Sunderland | 0:2 |  |
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| 5. Jornada | 31.08.1998 | Port Vale FC | - | Ipswich Town | 0:3 | ||||
| 7. Jornada | 08.09.1998 | Ipswich Town | - | Bradford City | 3:0 | ||||
| 8. Jornada | 12.09.1998 | Oxford United | - | Ipswich Town | 3:3 | ||||
| 9. Jornada | 19.09.1998 | Ipswich Town | - | Bristol City | 3:1 | ||||
| 10. Jornada | 26.09.1998 | Watford FC | - | Ipswich Town | 1:0 | ||||
| 11. Jornada | 29.09.1998 | Tranmere Rovers | - | Ipswich Town | 0:2 | ||||
| 12. Jornada | 03.10.1998 | Ipswich Town | - | Crystal Palace | 3:0 |  |
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| 14. Jornada | 17.10.1998 | Ipswich Town | - | Swindon Town | 1:0 | ||||
| 15. Jornada | 20.10.1998 | Ipswich Town | - | Norwich City | 0:1 | ||||
| 16. Jornada | 24.10.1998 | Stockport County | - | Ipswich Town | 0:1 | ||||
| 17. Jornada | 31.10.1998 | Ipswich Town | - | West Bromwich Albion | 2:0 | ||||
| 6. Jornada | 03.11.1998 | Ipswich Town | - | Wolverhampton Wanderers | 2:0 |
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