| Chelsea FC v Bahia (Brazil) 02/04/1957 | View match | |
| Chelsea FC v Aston Villa FC 06/04/1957 | £11.00 | |
| Blackpool FC v Chelsea FC 13/04/1957 | View match | |
| Newcastle United FC v Chelsea FC 19/04/1957 | View match | |
| Chelsea FC v Everton FC 20/04/1957 | View match | |
| Chelsea FC v Newcastle United FC 22/04/1957 | £16.99 | |
| Preston North End FC v Chelsea FC 27/04/1957 | View match | |
| Chelsea FC v Leicester City FC 02/05/1957 | View match | |
| Tottenham Hotspur FC v Chelsea FC 24/08/1957 | View match | |
| Chelsea FC v Manchester City FC 28/08/1957 | £8.99 | |
| Chelsea FC v Birmingham City FC 31/08/1957 | £12.00 | |
| Chelsea FC v Birmingham City FC 31/08/1957 | £12.99 |