| Chelsea FC v Luton Town FC 17/11/1956 | View match | |
| Aston Villa FC v Chelsea FC 24/11/1956 | View match | |
| Chelsea FC v Blackpool FC 01/12/1956 | £9.50 | |
| Manchester City FC v Chelsea FC 08/12/1956 | View match | |
| Chelsea FC v Burnley FC 15/12/1956 | £12.00 | |
| Chelsea FC v Arsenal FC 25/12/1956 | View match | |
| Arsenal FC v Chelsea FC 26/12/1956 | £8.50 | |
| 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 |