| Ipswich Town FC v Plymouth Argyle FC 03/12/1988 | View match | |
| Blackburn Rovers FC v Ipswich Town FC 10/12/1988 | View match | |
| Ipswich Town FC v Oldham Athletic FC 16/12/1988 | View match | |
| Ipswich Town FC v Norwich City FC 20/12/1988 | View match | |
| Chelsea FC v Ipswich Town FC 26/12/1988 | £4.00 | |
| Chelsea FC v Ipswich Town FC 26/12/1988 | £4.50 | |
| 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 |