| Arsenal FC v Chelsea FC 26/12/1956 | £9.99 | |
| Chelsea FC v Leeds United FC 29/12/1956 | £14.00 | |
| Manchester United FC v Chelsea FC 01/01/1957 | £15.00 | |
| Leyton Orient FC v Chelsea FC 05/01/1957 | View match | |
| Chelsea FC v Cardiff City FC 12/01/1957 | £5.99 | |
| Birmingham City FC v Chelsea FC 19/01/1957 | View match | |
| Tottenham Hotspur FC v Chelsea FC 26/01/1957 | View match | |
| Chelsea FC v West Bromwich Albion FC 02/02/1957 | View match | |
| Portsmouth FC v Chelsea FC 09/02/1957 | View match | |
| Tottenham Hotspur FC v Chelsea FC 20/02/1957 | View match | |
| Chelsea FC v Bolton Wanderers FC 23/02/1957 | View match | |
| Wolverhampton Wanderers FC v Chelsea FC 02/03/1957 | View match |