| Ipswich Town FC v Queens Park Rangers FC 05/04/1999 | £4.50 | |
| 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 | |
| Queens Park Rangers FC v Ipswich Town FC 22/04/2000 | £5.00 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £3.00 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £4.50 | |
| Tottenham Hotspur FC v Ipswich Town FC 19/08/2000 | £3.50 | |
| Ipswich Town FC v West Ham United FC 14/10/2000 | £5.00 | |
| Ipswich Town FC v Middlesbrough FC 28/10/2000 | £4.50 | |
| Arsenal FC v Ipswich Town FC 01/11/2000 | £2.00 |