| Fulham FC v Reading FC 23/02/1999 | £4.50 | |
| Luton Town FC v Notts County FC 23/02/1999 | £4.00 | |
| Arsenal FC v Sheffield United FC 23/02/1999 | £3.00 | |
| Arsenal FC v Sheffield United FC 23/02/1999 | £4.00 | |
| Tottenham Hotspur FC v Leeds United FC 24/02/1999 | £6.50 | |
| Tranmere Rovers FC v Bury FC 27/02/1999 | £5.00 | |
| Luton Town FC v Blackpool FC 27/02/1999 | £4.00 | |
| West Ham United FC v Blackburn Rovers FC 27/02/1999 | £5.00 | |
| Brighton & Hove Albion FC v Leyton Orient FC 27/02/1999 | £6.50 | |
| Tottenham Hotspur FC v Derby County FC 27/02/1999 | £4.50 | |
| Tottenham Hotspur FC v Derby County FC 27/02/1999 | £2.00 | |
| Aston Villa FC v Coventry City FC 27/02/1999 | £3.50 |