| Barnsley FC v Swindon Town FC 19/12/1998 | View match | |
| Swindon Town FC v Wolverhampton Wanderers FC 26/12/1998 | View match | |
| Bristol City FC v Swindon Town FC 28/12/1998 | View match | |
| Swindon Town FC v Barnsley FC 02/01/1999 | View match | |
| Swindon Town FC v Sheffield United FC 09/01/1999 | View match | |
| Port Vale FC v Swindon Town FC 16/01/1999 | View match | |
| Barnsley FC v Swindon Town FC 19/01/1999 | View match | |
| Swindon Town FC v Bury FC 30/01/1999 | £5.00 | |
| Sunderland FC v Swindon Town FC 06/02/1999 | View match | |
| Oxford United FC v Swindon Town FC 13/02/1999 | View match | |
| Swindon Town FC v Portsmouth FC 20/02/1999 | View match | |
| Watford FC v Swindon Town FC 26/02/1999 | View match |