| Ipswich Town FC v Nottingham Forest FC 21/12/1968 | View match | |
| Ipswich Town FC v Chelsea FC 26/12/1968 | View match | |
| Everton FC v Ipswich Town FC 04/01/1969 | View match | |
| Ipswich Town FC v Burnley FC 11/01/1969 | View match | |
| Everton FC v Ipswich Town FC 18/01/1969 | View match | |
| Ipswich Town FC v Manchester United FC 01/02/1969 | View match | |
| Leeds United FC v Ipswich Town FC 12/02/1969 | £5.50 | |
| Arsenal FC v Ipswich Town FC 18/02/1969 | £9.99 | |
| Wolverhampton Wanderers FC v Ipswich Town FC 01/03/1969 | View match | |
| Ipswich Town FC v Manchester City FC 11/03/1969 | £7.50 | |
| Tottenham Hotspur FC v Ipswich Town FC 18/03/1969 | View match | |
| West Ham United FC v Ipswich Town FC 21/03/1969 | £5.00 |