| 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 | £4.50 | |
| Southampton FC v West Ham United FC 05/02/2000 | £2.00 | |
| Sheffield Wednesday FC v Southampton FC 12/02/2000 | £4.00 | |
| Arsenal FC v Southampton FC 26/02/2000 | £3.00 | |
| Arsenal FC v Southampton FC 26/02/2000 | £3.50 | |
| Southampton FC v Middlesbrough FC 04/03/2000 | £3.50 | |
| Tottenham Hotspur FC v Southampton FC 11/03/2000 | £3.00 | |
| Tottenham Hotspur FC v Southampton FC 11/03/2000 | £4.50 |