| Chelsea FC v Everton FC 14/04/1956 | £11.00 | |
| Chelsea FC v Blackpool FC 28/04/1956 | £7.50 | |
| Chelsea FC v Birmingham City FC 15/09/1956 | £3.50 | |
| Chelsea FC v Portsmouth FC 29/09/1956 | £14.99 | |
| Chelsea FC v Tottenham Hotspur FC 06/10/1956 | £12.00 | |
| Chelsea FC v Wolverhampton Wanderers FC 20/10/1956 | £12.00 | |
| Chelsea FC v Wolverhampton Wanderers FC 20/10/1956 | £10.00 | |
| Chelsea FC v Blackpool FC 01/12/1956 | £9.50 | |
| Chelsea FC v Burnley FC 15/12/1956 | £12.00 | |
| Arsenal FC v Chelsea FC 26/12/1956 | £9.99 | |
| Arsenal FC v Chelsea FC 26/12/1956 | £8.50 | |
| Chelsea FC v Leeds United FC 29/12/1956 | £14.00 |