| Charlton Athletic FC v Blackburn Rovers FC 30/11/1999 | £4.00 | |
| Queens Park Rangers FC v Sheffield United FC 30/11/1999 | £5.00 | |
| Brighton & Hove Albion FC v Plymouth Argyle FC 30/11/1999 | £7.00 | |
| Cardiff City FC v Bury FC 30/11/1999 | £4.00 | |
| Birmingham City FC v West Ham United FC 30/11/1999 | £5.00 | |
| Fulham FC v Tottenham Hotspur FC 01/12/1999 | £4.50 | |
| Fulham FC v Tottenham Hotspur FC 01/12/1999 | £4.50 | |
| Gillingham FC v Bury FC 04/12/1999 | £6.00 | |
| Fulham FC v Birmingham City FC 04/12/1999 | £4.00 | |
| Sunderland FC v Chelsea FC 04/12/1999 | £3.50 | |
| Luton Town FC v Notts County FC 04/12/1999 | £5.00 | |
| Southampton FC v Coventry City FC 04/12/1999 | £3.50 |