| Crewe Alexandra FC v Wigan Athletic FC 19/12/1989 | View match | |
| Walsall FC v Crewe Alexandra FC 26/12/1989 | View match | |
| Leyton Orient FC v Crewe Alexandra FC 30/12/1989 | View match | |
| Crewe Alexandra FC v Notts County FC 01/01/1990 | View match | |
| Chelsea FC v Crewe Alexandra FC 06/01/1990 | £4.00 | |
| Crewe Alexandra FC v Chelsea FC 10/01/1990 | View match | |
| Reading FC v Crewe Alexandra FC 13/01/1990 | View match | |
| Crewe Alexandra FC v Birmingham City FC 20/01/1990 | View match | |
| Fulham FC v Crewe Alexandra FC 27/01/1990 | £3.50 | |
| Crewe Alexandra FC v Blackpool FC 10/02/1990 | View match | |
| Crewe Alexandra FC v Bury FC 10/02/1990 | View match | |
| Crewe Alexandra FC v Chester City FC 13/02/1990 | View match |