| Ipswich Town FC v Chelsea FC 28/03/1989 | £4.50 | |
| Chelsea FC v Barnsley FC 01/04/1989 | £4.50 | |
| Chelsea FC v Birmingham City FC 04/04/1989 | £4.50 | |
| Chelsea FC v Birmingham City FC 04/04/1989 | £4.00 | |
| 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 |