| 1. Journée | 07.08.1999 | Ipswich Town | - | Nottingham Forest | 3:1 | ||||
| 2. Journée | 15.08.1999 | Swindon Town | - | Ipswich Town | 1:4 | ||||
| 3. Journée | 21.08.1999 | Ipswich Town | - | Bolton Wanderers | 1:0 | ||||
| 7. Journée | 11.09.1999 | Portsmouth FC | - | Ipswich Town | 1:1 | ||||
| 14. Journée | 23.10.1999 | Walsall FC | - | Ipswich Town | 0:1 |  |
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| 15. Journée | 27.10.1999 | Manchester City | - | Ipswich Town | 1:0 | ||||
| 16. Journée | 30.10.1999 | Ipswich Town | - | Grimsby Town | 2:0 | ||||
| 17. Journée | 06.11.1999 | Blackburn Rovers | - | Ipswich Town | 2:2 | ||||
| 18. Journée | 12.11.1999 | Ipswich Town | - | Tranmere Rovers | 0:0 | ||||
| 11. Journée | 08.12.1999 | Crystal Palace | - | Ipswich Town | 2:2 | ||||
| 23. Journée | 18.12.1999 | Ipswich Town | - | West Bromwich Albion | 3:1 | ||||
| 26. Journée | 03.01.2000 | Port Vale FC | - | Ipswich Town | 1:2 | ||||
| 27. Journée | 15.01.2000 | Ipswich Town | - | Swindon Town | 3:0 | ||||
| 28. Journée | 22.01.2000 | Bolton Wanderers | - | Ipswich Town | 1:1 | ||||
| 29. Journée | 29.01.2000 | Ipswich Town | - | Sheffield United | 1:1 |
Suède