| Nottingham Forest FC v Chelsea FC 17/02/1990 | £0.00 | |
| Crystal Palace FC v Chelsea FC 21/02/1990 | £4.00 | |
| Chelsea FC v Manchester United FC 24/02/1990 | £4.00 | |
| Southampton FC v Chelsea FC 03/03/1990 | £2.50 | |
| Southampton FC v Chelsea FC 03/03/1990 | £3.00 | |
| Southampton FC v Chelsea FC 03/03/1990 | £2.00 | |
| Southampton FC v Chelsea FC 03/03/1990 | £1.00 | |
| Chelsea FC v Norwich City FC 10/03/1990 | £3.00 | |
| Chelsea FC v Crystal Palace FC 12/03/1990 | £5.00 | |
| Chelsea FC v Middlesbrough FC 25/03/1990 | £8.50 | |
| Chelsea FC v Derby County FC 31/03/1990 | £3.00 | |
| Chelsea FC v Luton Town FC 07/04/1990 | £3.00 |