| Chelsea FC v Birmingham City FC 15/09/1956 | £3.50 | |
| Chelsea FC v Sheffield Wednesday FC 19/09/1956 | View match | |
| West Bromwich Albion FC v Chelsea FC 22/09/1956 | View match | |
| Chelsea FC v Portsmouth FC 29/09/1956 | £14.99 | |
| Chelsea FC v Tottenham Hotspur FC 01/10/1956 | View match | |
| Chelsea FC v Tottenham Hotspur FC 06/10/1956 | £12.00 | |
| Everton FC v Chelsea FC 13/10/1956 | View match | |
| Chelsea FC v Wolverhampton Wanderers FC 20/10/1956 | £12.00 | |
| Chelsea FC v Wolverhampton Wanderers FC 20/10/1956 | £10.00 | |
| Bolton Wanderers FC v Chelsea FC 27/10/1956 | View match | |
| Chelsea FC v Charlton Athletic FC 03/11/1956 | View match | |
| Sunderland FC v Chelsea FC 10/11/1956 | View match |