| Wimbledon v Tottenham Hotspur FC 26/09/1999 | £5.00 | |
| Ipswich Town FC v Manchester City FC 26/09/1999 | £5.00 | |
| Chelsea FC v Galatasaray SK 28/09/1999 | £3.00 | |
| Chelsea FC v Galatasaray SK 28/09/1999 | £4.00 | |
| Chelsea FC v Galatasaray SK 28/09/1999 | £3.00 | |
| Charlton Athletic FC v Stockport County FC 28/09/1999 | £4.00 | |
| Manchester United FC v Olympique De Marseille 29/09/1999 | £2.50 | |
| Leeds United FC v FK Partizan Belgrade 30/09/1999 | £3.00 | |
| Zimbru Chisinau v Tottenham Hotspur FC 30/09/1999 | £15.00 | |
| Zimbru Chisinau v Tottenham Hotspur FC 30/09/1999 | £6.50 | |
| Zimbru Chisinau v Tottenham Hotspur FC 30/09/1999 | £7.50 | |
| Peterborough United FC v Brighton & Hove Albion FC 02/10/1999 | £6.00 |