| West Ham United FC v Charlton Athletic FC 05/04/1999 | £6.00 | |
| Ipswich Town FC v Queens Park Rangers FC 05/04/1999 | £4.50 | |
| Newcastle United FC v Tottenham Hotspur FC 05/04/1999 | £6.50 | |
| Luton Town FC v York City FC 06/04/1999 | £4.00 | |
| Brighton & Hove Albion FC v Cambridge United FC 06/04/1999 | £6.50 | |
| Arsenal FC v Blackburn Rovers FC 06/04/1999 | £2.50 | |
| Arsenal FC v Blackburn Rovers FC 06/04/1999 | £3.00 | |
| Arsenal FC v Blackburn Rovers FC 06/04/1999 | £3.50 | |
| Arsenal FC v Blackburn Rovers FC 06/04/1999 | £5.00 | |
| Chelsea FC v Real Mallorca/RCD Mallorca 08/04/1999 | £8.00 | |
| Chelsea FC v Real Mallorca/RCD Mallorca 08/04/1999 | £6.50 | |
| Chelsea FC v Real Mallorca/RCD Mallorca 08/04/1999 | £3.00 |