| 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 | |
| Chelsea FC v Charlton Athletic FC 07/05/1988 | £4.00 | |
| Chelsea FC v Charlton Athletic FC 07/05/1988 | £3.00 | |
| Chelsea FC v Blackburn Rovers FC 18/05/1988 | £4.50 | |
| Chelsea FC v Middlesbrough FC 28/05/1988 | £5.50 | |
| Chelsea FC v Blackburn Rovers FC 27/08/1988 | £4.50 | |
| Crystal Palace FC v Chelsea FC 30/08/1988 | £4.50 | |
| Chelsea FC v Oxford United FC 10/09/1988 | £4.50 | |
| Chelsea FC v Manchester City FC 20/09/1988 | £4.50 |