| Queens Park Rangers FC v Sunderland FC 09/01/1999 | £5.00 | |
| Sheffield Wednesday FC v Tottenham Hotspur FC 09/01/1999 | £4.50 | |
| Brighton & Hove Albion FC v Carlisle United FC 09/01/1999 | £6.50 | |
| Southampton FC v Charlton Athletic FC 09/01/1999 | £2.00 | |
| Manchester United FC v West Ham United FC 10/01/1999 | £6.00 | |
| Manchester United FC v West Ham United FC 10/01/1999 | £5.50 | |
| Swansea City FC v West Ham United FC 13/01/1999 | £5.00 | |
| Chester City FC v Brighton & Hove Albion FC 15/01/1999 | £6.50 | |
| Bury FC v Queens Park Rangers FC 16/01/1999 | £5.00 | |
| Bury FC v Queens Park Rangers FC 16/01/1999 | £4.50 | |
| Manchester City FC v Fulham FC 16/01/1999 | £6.00 | |
| Portsmouth FC v Huddersfield Town FC 16/01/1999 | £5.00 |