| Ipswich Town FC v Manchester City FC 26/09/1999 | £5.00 | |
| Manchester City FC v Ipswich Town FC 27/10/1999 | £5.00 | |
| Crystal Palace FC v Ipswich Town FC 07/12/1999 | £2.50 | |
| Fulham FC v Ipswich Town FC 26/12/1999 | £4.50 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £4.50 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £3.00 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £3.50 | |
| Ipswich Town FC v Middlesbrough FC 28/10/2000 | £4.50 | |
| Arsenal FC v Ipswich Town FC 01/11/2000 | £2.50 | |
| Manchester City FC v Ipswich Town FC 25/11/2000 | £4.00 | |
| Manchester City FC v Ipswich Town FC 12/12/2000 | £6.00 | |
| Ipswich Town FC v Chelsea FC 26/12/2000 | £3.50 |