| Brighton & Hove Albion FC v Northampton Town FC 27/11/1999 | £6.00 | |
| Charlton Athletic FC v Port Vale FC 27/11/1999 | £4.50 | |
| Arsenal FC v Derby County FC 28/11/1999 | £3.50 | |
| Leeds United FC v Southampton FC 28/11/1999 | £3.00 | |
| 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 |