| Real Mallorca/RCD Mallorca v Chelsea FC 22/04/1999 | £15.00 | |
| Bury FC v Bolton Wanderers FC 23/04/1999 | £5.50 | |
| Wimbledon v Newcastle United FC 24/04/1999 | £5.00 | |
| Fulham FC v Wrexham FC 24/04/1999 | £4.00 | |
| Manchester City FC v Wycombe Wanderers FC 24/04/1999 | £6.00 | |
| Brighton & Hove Albion FC v Hull City FC 24/04/1999 | £6.50 | |
| Tottenham Hotspur FC v West Ham United FC 24/04/1999 | £2.00 | |
| Tottenham Hotspur FC v West Ham United FC 24/04/1999 | £4.50 | |
| Tottenham Hotspur FC v West Ham United FC 24/04/1999 | £4.00 | |
| Aston Villa FC v Nottingham Forest FC 24/04/1999 | £3.50 | |
| Luton Town FC v Chesterfield FC 27/04/1999 | £4.50 | |
| Luton Town FC v Macclesfield Town FC 01/05/1999 | £4.00 |