| Norwich City FC v Chelsea FC 28/12/1987 | £3.50 | |
| Luton Town FC v Chelsea FC 01/01/1988 | £4.00 | |
| Luton Town FC v Chelsea FC 01/01/1988 | £3.50 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £4.50 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £1.70 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £3.50 | |
| Derby County FC v Chelsea FC 09/01/1988 | View match | |
| Swindon Town FC v Chelsea FC 13/01/1988 | View match | |
| Sheffield Wednesday FC v Chelsea FC 16/01/1988 | £3.50 | |
| Swindon Town FC v Chelsea FC 19/01/1988 | £5.50 | |
| Chelsea FC v Portsmouth FC 23/01/1988 | £7.50 | |
| Manchester United FC v Chelsea FC 30/01/1988 | £4.50 |