| Chelsea FC v Ipswich Town FC 26/12/1988 | £4.00 | |
| Hull City FC v Ipswich Town FC 31/12/1988 | View match | |
| Ipswich Town FC v Leicester City FC 02/01/1989 | View match | |
| Nottingham Forest FC v Ipswich Town FC 07/01/1989 | View match | |
| Ipswich Town FC v Blackburn Rovers FC 10/01/1989 | View match | |
| Walsall FC v Ipswich Town FC 14/01/1989 | View match | |
| Ipswich Town FC v Stoke City FC 21/01/1989 | View match | |
| Ipswich Town FC v Nottingham Forest FC 24/01/1989 | View match | |
| Ipswich Town FC v Crystal Palace FC 04/02/1989 | View match | |
| Manchester City FC v Ipswich Town FC 11/02/1989 | £4.50 | |
| Ipswich Town FC v Barnsley FC 21/02/1989 | View match | |
| Oxford United FC v Ipswich Town FC 25/02/1989 | View match |