| Ipswich Town FC v West Ham United FC 23/11/1968 | £4.00 | |
| Coventry City FC v Ipswich Town FC 30/11/1968 | £3.00 | |
| Ipswich Town FC v Chelsea FC 26/12/1968 | £5.00 | |
| Leeds United FC v Ipswich Town FC 12/02/1969 | £5.50 | |
| Ipswich Town FC v Manchester City FC 11/03/1969 | £7.50 | |
| Tottenham Hotspur FC v Ipswich Town FC 18/03/1969 | £5.50 | |
| West Ham United FC v Ipswich Town FC 21/03/1969 | £5.00 | |
| West Ham United FC v Ipswich Town FC 21/03/1969 | £5.50 | |
| Ipswich Town FC v Southampton FC 12/04/1969 | £3.50 | |
| Ipswich Town FC v Manchester City FC 01/11/1969 | £4.00 | |
| Ipswich Town FC v Chelsea FC 18/11/1969 | £6.00 | |
| Newcastle United FC v Ipswich Town FC 20/12/1969 | £3.00 |