| West Bromwich Albion FC v Chelsea FC 08/04/1989 | View match | |
| Leicester City FC v Chelsea FC 15/04/1989 | £4.50 | |
| Chelsea FC v Leeds United FC 22/04/1989 | £3.00 | |
| Chelsea FC v Leeds United FC 22/04/1989 | £6.00 | |
| Shrewsbury Town FC v Chelsea FC 29/04/1989 | £4.50 | |
| Chelsea FC v Stoke City FC 01/05/1989 | £4.50 | |
| Chelsea FC v Bradford City FC 06/05/1989 | £4.50 | |
| Tiverton Town v Chelsea FC 07/05/1989 | View match | |
| Aldershot Town F.C v Chelsea FC 09/05/1989 | View match | |
| Portsmouth FC v Chelsea FC 13/05/1989 | £3.50 | |
| Portsmouth FC v Chelsea FC 13/05/1989 | £3.50 | |
| Fulham FC v Chelsea FC 05/08/1989 | View match |