| Chelsea FC v Tottenham Hotspur FC 01/12/1990 | £4.00 | |
| Chelsea FC v Crystal Palace FC 08/12/1990 | £3.00 | |
| Chelsea FC v Coventry City FC 22/12/1990 | £3.00 | |
| Leeds United FC v Chelsea FC 26/12/1990 | £4.50 | |
| Luton Town FC v Chelsea FC 29/12/1990 | £7.50 | |
| Chelsea FC v Everton FC 01/01/1991 | £3.00 | |
| Chelsea FC v Oxford United FC 05/01/1991 | £5.50 | |
| Tottenham Hotspur FC v Chelsea FC 23/01/1991 | £4.50 | |
| Manchester City FC v Chelsea FC 09/02/1991 | £4.00 | |
| Chelsea FC v Sheffield Wednesday FC 24/02/1991 | £4.00 | |
| Chelsea FC v Sheffield Wednesday FC 24/02/1991 | £5.50 | |
| Chelsea FC v Sheffield Wednesday FC 24/02/1991 | £4.50 |