| Luton Town FC v Wigan Athletic FC 23/01/1999 | £4.00 | |
| Brighton & Hove Albion FC v Scarborough FC 23/01/1999 | £7.50 | |
| Aston Villa FC v Fulham FC 23/01/1999 | £4.00 | |
| Sheffield Wednesday FC v Stockport County FC 23/01/1999 | £2.00 | |
| Wimbledon v Tottenham Hotspur FC 23/01/1999 | £3.50 | |
| Wimbledon v Tottenham Hotspur FC 23/01/1999 | £5.00 | |
| Fulham FC v Oldham Athletic FC 26/01/1999 | £1.50 | |
| Tottenham Hotspur FC v Wimbledon 27/01/1999 | £6.50 | |
| Tottenham Hotspur FC v Wimbledon 27/01/1999 | £4.50 | |
| Tottenham Hotspur FC v Wimbledon 27/01/1999 | £2.00 | |
| Southampton FC v Leeds United FC 30/01/1999 | £2.50 | |
| Southampton FC v Leeds United FC 30/01/1999 | £4.00 |