| Barnsley FC v Crewe Alexandra FC 06/02/1999 | View match | |
| Barnsley FC v Bristol Rovers FC 13/02/1999 | View match | |
| Norwich City FC v Barnsley FC 16/02/1999 | View match | |
| Barnsley FC v Grimsby Town FC 20/02/1999 | View match | |
| Crystal Palace FC v Barnsley FC 28/02/1999 | £3.00 | |
| Barnsley FC v Bradford City FC 03/03/1999 | View match | |
| Bolton Wanderers FC v Barnsley FC 09/03/1999 | View match | |
| Bury FC v Barnsley FC 13/03/1999 | View match | |
| Barnsley FC v Tottenham Hotspur FC 16/03/1999 | £6.50 | |
| Barnsley FC v Wolverhampton Wanderers FC 20/03/1999 | View match | |
| Barnsley FC v Bristol City FC 23/03/1999 | View match | |
| Portsmouth FC v Barnsley FC 28/03/1999 | £6.50 |