| Heart Of Midlothian (Hearts) v Tottenham Hotspur FC 24/07/1999 | £6.50 | |
| Luton Town FC v Crystal Palace FC 26/07/1999 | £6.50 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 28/07/1999 | £7.50 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 28/07/1999 | £6.50 | |
| Hull City FC v Bury FC 28/07/1999 | £7.50 | |
| West Ham United FC v SC Heerenveen 28/07/1999 | £7.50 | |
| Charlton Athletic FC v West Ham United FC 30/07/1999 | £6.00 | |
| Wolverhampton Wanderers FC v Tottenham Hotspur FC 31/07/1999 | £7.50 | |
| Luton Town FC v Queens Park Rangers FC 31/07/1999 | £7.50 | |
| Luton Town FC v Queens Park Rangers FC 31/07/1999 | £6.50 | |
| Charlton Athletic Handbook/Yearbook v Charlton Athletic Handbook/Yearbook 01/08/1999 | £15.00 | |
| Chelsea Handbook/Yearbook v Chelsea Handbook/Yearbook 01/08/1999 | £9.00 |