| Chelsea FC v Luton Town FC 29/08/1987 | £3.50 | |
| Manchester United FC v Chelsea FC 31/08/1987 | £4.50 | |
| Manchester United FC v Chelsea FC 31/08/1987 | £3.00 | |
| Chelsea FC v Nottingham Forest FC 05/09/1987 | £3.50 | |
| Queens Park Rangers FC v Chelsea FC 12/09/1987 | £4.50 | |
| Chelsea FC v Norwich City FC 19/09/1987 | £3.50 | |
| Reading FC v Chelsea FC 23/09/1987 | £3.50 | |
| Reading FC v Chelsea FC 23/09/1987 | £4.50 | |
| Watford FC v Chelsea FC 26/09/1987 | £3.50 | |
| Chelsea FC v Newcastle United FC 03/10/1987 | £3.50 | |
| Everton FC v Chelsea FC 10/10/1987 | £4.50 | |
| Chelsea FC v Coventry City FC 17/10/1987 | £3.50 |