| Sheffield Wednesday FC v Southampton FC 31/10/1998 | £3.00 | |
| Southampton FC v Aston Villa FC 14/11/1998 | £2.00 | |
| Southampton FC v Derby County FC 28/11/1998 | £2.50 | |
| Southampton FC v Wimbledon 19/12/1998 | £3.50 | |
| Southampton FC v Chelsea FC 26/12/1998 | £4.50 | |
| Southampton FC v Chelsea FC 26/12/1998 | £1.50 | |
| Southampton FC v Fulham FC 02/01/1999 | £3.50 | |
| Southampton FC v Charlton Athletic FC 09/01/1999 | £2.00 | |
| Liverpool FC v Southampton FC 16/01/1999 | £4.00 | |
| Southampton FC v Leeds United FC 30/01/1999 | £2.50 | |
| Southampton FC v Leeds United FC 30/01/1999 | £4.00 | |
| Chelsea FC v Southampton FC 06/02/1999 | £3.50 |