| Charlton Athletic FC v Southampton FC 01/01/1990 | £4.00 | |
| Tottenham Hotspur FC v Southampton FC 06/01/1990 | £5.00 | |
| Tottenham Hotspur FC v Southampton FC 06/01/1990 | £3.50 | |
| Tottenham Hotspur FC v Southampton FC 06/01/1990 | £4.00 | |
| Southampton FC v Everton FC 13/01/1990 | £2.00 | |
| Southampton FC v Everton FC 13/01/1990 | £2.50 | |
| Southampton FC v Swindon Town FC 16/01/1990 | £3.50 | |
| Aston Villa FC v Southampton FC 20/01/1990 | £4.00 | |
| Southampton FC v Oldham Athletic FC 24/01/1990 | £3.50 | |
| Southampton FC v Oldham Athletic FC 24/01/1990 | £3.00 | |
| Southampton FC v Oxford United FC 27/01/1990 | £4.00 | |
| Luton Town FC v Southampton FC 24/02/1990 | £4.00 |