| Oxford United FC v Bury FC 10/04/1999 | £6.00 | |
| Middlesbrough FC v Charlton Athletic FC 10/04/1999 | £4.00 | |
| Wimbledon v Chelsea FC 11/04/1999 | £4.50 | |
| Fulham FC v Gillingham FC 13/04/1999 | £3.50 | |
| Brighton & Hove Albion FC v Shrewsbury Town FC 13/04/1999 | £6.50 | |
| Manchester City FC v Luton Town FC 14/04/1999 | £6.00 | |
| Middlesbrough FC v Chelsea FC 14/04/1999 | £3.50 | |
| Nottingham Forest FC v Tottenham Hotspur FC 17/04/1999 | £4.50 | |
| West Ham United FC v Derby County FC 17/04/1999 | £5.00 | |
| Halifax Town A.F.C v Brighton & Hove Albion FC 17/04/1999 | £6.00 | |
| Luton Town FC v Lincoln City FC 17/04/1999 | £4.00 | |
| Grimsby Town FC v Bury FC 17/04/1999 | £6.00 |