| Southampton FC v Tottenham Hotspur FC 20/11/1999 | £3.50 | |
| Southampton FC v Tottenham Hotspur FC 20/11/1999 | £2.00 | |
| Southampton FC v Tottenham Hotspur FC 20/11/1999 | £3.50 | |
| Southampton FC v Coventry City FC 04/12/1999 | £3.50 | |
| Southampton FC v Chelsea FC 26/12/1999 | £3.00 | |
| Southampton FC v Chelsea FC 26/12/1999 | £3.00 | |
| Southampton FC v Chelsea FC 26/12/1999 | £3.50 | |
| Southampton FC v Chelsea FC 26/12/1999 | £2.50 | |
| Southampton FC v Bradford City FC 03/01/2000 | £4.00 | |
| Southampton FC v Bradford City FC 03/01/2000 | £2.00 | |
| Southampton FC v West Ham United FC 05/02/2000 | £2.00 | |
| Southampton FC v West Ham United FC 05/02/2000 | £4.50 |