| Watford FC v Crewe Alexandra FC 21/11/1998 | View match | |
| Crewe Alexandra FC v Ipswich Town FC 28/11/1998 | View match | |
| Portsmouth FC v Crewe Alexandra FC 05/12/1998 | View match | |
| Crewe Alexandra FC v West Bromwich Albion FC 08/12/1998 | View match | |
| Queens Park Rangers FC v Crewe Alexandra FC 12/12/1998 | £3.00 | |
| Queens Park Rangers FC v Crewe Alexandra FC 12/12/1998 | £4.00 | |
| Crewe Alexandra FC v Huddersfield Town FC 19/12/1998 | View match | |
| Crewe Alexandra FC v Bury FC 26/12/1998 | £5.50 | |
| Sunderland FC v Crewe Alexandra FC 28/12/1998 | View match | |
| Crewe Alexandra FC v Oxford United FC 02/01/1999 | View match | |
| Crewe Alexandra FC v Norwich City FC 09/01/1999 | View match | |
| Bradford City FC v Crewe Alexandra FC 16/01/1999 | View match |