| West Ham United FC v Sheffield Wednesday FC 16/01/1999 | £5.00 | |
| Leicester City FC v Manchester United FC 16/01/1999 | £12.99 | |
| Chelsea FC v Coventry City FC 16/01/1999 | £1.00 | |
| Chelsea FC v Coventry City FC 16/01/1999 | £3.50 | |
| Chelsea FC v Coventry City FC 16/01/1999 | £4.00 | |
| Chelsea FC v Coventry City FC 16/01/1999 | £3.50 | |
| Liverpool FC v Southampton FC 16/01/1999 | £4.00 | |
| Tottenham Hotspur FC v Wimbledon 16/01/1999 | £2.50 | |
| Tottenham Hotspur FC v Wimbledon 16/01/1999 | £5.00 | |
| Tottenham Hotspur FC v Wimbledon 16/01/1999 | £3.00 | |
| Pickering Town v Bury FC 20/01/1999 | £6.50 | |
| Southend United FC v Carlisle United FC 23/01/1999 | £4.50 |