| Sunderland FC v Tottenham Hotspur FC 31/10/1999 | £6.50 | |
| Southend United FC v Brighton & Hove Albion FC 02/11/1999 | £7.00 | |
| Bristol Rovers FC v Bury FC 02/11/1999 | £6.00 | |
| Manchester United FC v SK Sturm Graz 02/11/1999 | £2.50 | |
| Chelsea FC v Hertha BSC Berlin 03/11/1999 | £3.00 | |
| Chelsea FC v Hertha BSC Berlin 03/11/1999 | £5.00 | |
| Chelsea FC v Hertha BSC Berlin 03/11/1999 | £4.50 | |
| Chelsea FC v Hertha BSC Berlin 03/11/1999 | £5.00 | |
| Manchester City FC v Portsmouth FC 03/11/1999 | £5.00 | |
| Kaiserslautern v Tottenham Hotspur FC 04/11/1999 | £18.99 | |
| Kaiserslautern v Tottenham Hotspur FC 04/11/1999 | £21.99 | |
| West Ham United FC v Steaua Bucharest 04/11/1999 | £5.00 |