| Chelsea FC v Watford FC 29/03/1988 | View match | |
| Chelsea FC v Arsenal FC 02/04/1988 | £3.50 | |
| Chelsea FC v Derby County FC 09/04/1988 | £3.50 | |
| Wimbledon v Chelsea FC 23/04/1988 | £3.50 | |
| Chelsea FC v Liverpool FC 30/04/1988 | £4.50 | |
| West Ham United FC v Chelsea FC 02/05/1988 | View match | |
| Chelsea FC v Charlton Athletic FC 07/05/1988 | £3.00 | |
| Chelsea FC v Charlton Athletic FC 07/05/1988 | £4.00 | |
| Blackburn Rovers FC v Chelsea FC 15/05/1988 | View match | |
| Chelsea FC v Blackburn Rovers FC 18/05/1988 | £4.50 | |
| Middlesbrough FC v Chelsea FC 25/05/1988 | View match | |
| Chelsea FC v Middlesbrough FC 28/05/1988 | £5.50 |