| Portsmouth FC v Huddersfield Town FC 16/01/1999 | £5.00 | |
| Queens Park Rangers FC v Portsmouth FC 30/01/1999 | £5.00 | |
| Portsmouth FC v Bury FC 13/02/1999 | £5.50 | |
| Portsmouth FC v Barnsley FC 28/03/1999 | £6.50 | |
| Portsmouth FC v Walsall FC 19/10/1999 | £2.50 | |
| Queens Park Rangers FC v Portsmouth FC 23/10/1999 | £5.00 | |
| Manchester City FC v Portsmouth FC 03/11/1999 | £5.00 | |
| Fulham FC v Portsmouth FC 09/11/1999 | £4.50 | |
| Charlton Athletic FC v Portsmouth FC 21/04/2000 | £4.50 | |
| Portsmouth FC v Sheffield Wednesday FC 14/10/2000 | £4.50 | |
| Queens Park Rangers FC v Portsmouth FC 04/11/2000 | £4.50 | |
| Portsmouth FC v Blackburn Rovers FC 11/11/2000 | £4.00 |